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Readings and musings

Notes on Founding Sales by Peter Kazanjy

5/20/2023

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I finally finished reading ​Founding Sales: The Early Stage Go-to-Market Handbook by Peter Kazanjy, and it was SOOOOO good. Even though the book is available online (and he was giving out free copies at some point), I still took copious notes because there was so much good stuff in there. I wish I had read this book two years ago! A lot of the lessons reinforced what I had learned from my sales coach and took it even further. I loved the tactical, specific advice, including many direct full examples from his own experience.

Below are my notes and takeaways. I highly recommend this book to any founder or startup salesperson, especially anyone who has not done much sales before. It was so awesome!

​Intro
Books
Predictable revenue
Lean startup
Four steps to the epiphany


Part 1 experimentation mode
Pre-scaling when you’re just starting out

Evangelical sales is not scaling sales
An org can’t start scaling until they’ve fired their first VP of Sales
Founder just sell to ensure tight feedback loop to eng
Do things that don’t scale like on-site visits and professional services for products less than $1K per year
Evangelical scales which is a mix of profit management and product marketing
Take partially baked product, build coherent narrative around it, present it, iterate 
Sales pros aren’t PMs or product marketers. They can sell a known good solution in a repeatable way for a known-good audience
Sales is not inborn. Just another skill to be learned. 

1 mindset changes in first time sales professionals 

Intro

Embrace plenty, not scarcity
Even if this one doesn’t work out, there’s a line of thousands standing behind it that I need to get to
Close it out. On to the next. You’ll get them the next time around. 
What is scarce is sales time. Good time with good opportunities. 
Truncate unproductive conversations with marginal opportunities 

Put activity above all else
Sales is about grinding
Activity in equals value out 
Activity is the goal
Jump first, prepare midair
Template all conversations 
How can I do more X in a given time period?
Don’t overthink. Just act. 
Don’t over-prep

Be direct and get down to business
Do you have the problem I’m trying to solve?
Do you agree it needs a solution?
Are you prepared to spend money to solve it?
Asking for the sale is not optional

Build many shallow relationships
CRM excellence 

Assume the sale is inevitable and it just might be
If prospect is qualified, this is going to happen. It makes sense for you. This solution is the future, and it will make you more successful now and going forward. We can do it now or later, but it’s going to happen, either with me or with a competitor of mine.
This solution exists to solve this problem, and we have validated that you have this problem, so clearly this solution makes sense. Let’s figure out when and how it should be implemented. 

Expect to win but be unfazed by rejection
20-30% win rate is solid
Record loss reason for product iteration

Record everything but efficiently
Setting future you up for success
Lab notebook to record notes during discovery call (size of opp, what details) to be transferred to CRM

Be expert and authoritative. It begets fearlessness. 
Become more of an expert in the industry and problem than your prospects
Strike up conversations with strangers to build fearlessness muscles

Make yourself at home in a glass house
Win and loss notes, closing ratios, leaderboards, error checking
Anyone can jump into anyone’s records and ask why a call went a certain way
Activity levels should be clearly documented and inescapable
CRM should show which hours of the day a rep is lagging
CRM should show which opps have been missing activity for a certain time period and are in danger
Failures are socialized do other staff won’t crash on the same rocks

Sales is about math
How many emails to book a demo
How many opps to close a deal and how much opps worth
Average contract value and if can hire an SDR
Which sales rep most efficient at converting opps to wins


2 baking your narrative and product marketing basics

Intro
Quick two sentence overview

Right formation 
Problem-solution framing
Identify the problem, who has it, how currently solved or not, why unsatisfactory, what changed to make the problem solvable, what that means for the problem, how new solution solves it, quantitative and qualitative proof points that validate it

Cohesive
What is the problem
“Doing x is hard. It’s hard to do x because of a, b, c, which leads to d, e, f problems.”
Who has the problem
Who spends the most time resolving the pain or who has the most budget for it
Specific titles to look for. If they’re missing in an org, they might not have the problem
Costs associated with the problem
Direct savings = hard ROI
Opportunity costs or other risks mitigated = soft ROI
How do people currently solve the problem? Why do current solutions fail?
Need to explain why current solution is insufficient to meet business needs
No solution
Explain it’s a problem worth solving
Solution via process
Explain why existing process inferior
Time cost and frailty
Solution via service providers
Cost high
Solution via product
Good sign since the org knows the problem is worth solving with a tool
Be a student of the game. Learn about competitive solutions and their benefits too to be credible 
What has changed to enable the new solution 
Change in tech or behavior
How does the new solution work
Explain easily
Qualitative/quantitative proof of a better solution
Our offering does more X or requires less Y
Metrics based
Third party validation (social proof, case studies, etc.)
Pricing
Charge even at the start
Freemium
Early adopter lighthouse customers who give feedback and get product for free 
Provide more value than you take early on 
Increase pricing over time but grandfather in early adopters
Use this to tell new customers to buy now to lock in price or else will go up in price as you add functionality
Approaches to pricing
Existing solutions comparison 
Model off others and undercut them
Don’t innovate on pricing models at same time as innovating on product
ROI and value pricing
Know the value you’re giving and run your own experiments
Value alignment and thresholding
The more value (storage, contacts, etc.) you’re getting, the higher the price
Can an org or person just purchase your solution within their budget constraints?
“Buy one to try it out”
Pricing to perfection
Be careful not to price too high
Can create more churn
Segmenting
Don’t worry about it for a while
Focus first on just ideal customer profile
Putting it all together
Write it all down together in long form
Can later create collateral from it

3 sales materials basics: what you need to sell and how to build it
Intro
Speed more important than production quality initially
Iterate fast to incorporate new objections into slides, record quick demo videos of new features, etc.
Sales presentations
Slide deck
Can record overview video in which you talk over them
Can post online to generate leads
Send screenshot to make a point
Can chop into mini deck
Remix slides
Don’t just go straight into demo 
A good presentation tees up a good demo
Structuring your deck for extensibility
Always a work in progress. Always shipping and iterating. 
Correspond to different parts of the sales narrative from before
MVP is a slide on each part of the narrative
Next iteration is a slide on each bullet point of the value prop slide with more details
Next iteration is a slide with details for each bullet point on one value prop’s slide
Screenshots, subtitles, metrics
Zooming in vs zooming out
Production value of slides
Flashiness not important
Templating mindset for new slide creation
Start with fundraising template deck 
Spiff up with designer from Upwork
Bullets that use your logo as an icon
Drop shadows on screenshots
Camtasia for videos of use cases and turn into animated gifs
Content management and deployment
Single large slide deck that lives on the computer of the person owning it
Simply a repository of every possible angle of the product and market
Repository from which to produce sales-ready versions of the deck or press-centric or investor-centric or whatever
To use, fork a copy and make changes
ClearSlide for sharing content for team to use
Customization mindset
Put specific customer info into the deck and the demo
Screenshots of our solution dropped into screens of prospect’s website
Examples of their current pain points
Section specific notes on slide deck
Problem and who has it
Stats from industry analysis
Press clippings
Cost of the problem
Metrics based
Existing solutions and their challenges
Show how you are different 
What has changed
Check in on comprehension during the presentation 
How your solution works
Conceptual visualization of the solution
Quantitative and qualitative proof of a better solution
Bucketed by value prop
Build case for why now
Demonstrate large opportunity cost to prospect daily of not adopting your solution
Quantitative proof
Large magnitude of benefits to get attention
Case studies with conversion rates
Qualitative proof
Offer to write the testimonials for your early customers so all they have to do is approve
Being made famous as a “thought leader” is what they get in response, but a tshirt or dinner gift card doesn’t hurt too
Company centric proof points
Press, analysts, etc.
Just put in the logos and share in live presentations but not by email
Later put in publicity rights into your MSA
Ask forgiveness not permission
Why this will be so easy
Easy implementation and fast
Pricing
Include a slide that presents pricing and permutations 
Appendices
Integrations
Competition comparison
Any time a question is asked a second time, add an appendix slide
Deck for presenting, deck for sending
ClearSlide helps
Full on for presentation 
Abridged one for sending after
Outreach materials
Email templates
Cold outreach in emails
Include parts of the master narrative
Hyperlink to slide screenshots or demo video screenshots
Focus on pain point and customer’s point of view
Plain text
No marketing images
Ultimate goal is to drive toward a presentation
Figure out how to split up the message into several to go out over multiple days
Warm outreach emails
Look for shared connection on LinkedIn
Check on intro opt in
Send forwardable email template customized to the target with tracking pixel (yesware, tout, Hubspot sidekick)
Follow up after directly with the target just like standard cold outreach but with added social context
As you add slides to your standard deck, add corresponding email templates and maybe even embed the slide in them
Fork off templates for sub-genres of customers
Keep email templates in a source repository like a Google Doc or content management system like Yesware, Salesloft
Phone and voicemail scripts
Reformatting of your core narrative to be delivered in 30-90 seconds
Just trying to drive to a demo 
Pair voicemails with emails to get a reply
Demo scripts
Follow framing of narrative
Key use cases and features that enable them
Rank the use cases
Start with most compelling ones
Tell the story of how your solution is used and start with the major pain points
Customization
Demo using prospect content
Embed logo
Import customer data
Get info before the demo about prospect’s major use cases
Sniff out some ahead of time and elicit others explicitly
Spin up new instance just for the prospect
Show immediate results and value to the prospect based on the data they send ahead of time
Example demo script
Start with most important use cases for customer and how it fits into their daily life
Look up their info and needs ahead of time and use it as an example in the demo
Think of the story of your product in the hands of the person you’re presenting to
Video materials
MVP overview video
Goal is not to sell product; goal is to book call
Highly shortened sales presentation and demo and record yourself narrating it
YouTube
Add tags and description
Link back to website lead capture form
Good SEO
Explainer videos
Higher production value
Animated and voiced over narrative
Website home page
Show on monitors at events and conferences
Link to in email templates
Shorter than 2 min
Epipheo vendor he used
Other vendors
Simplestoryvideos
Other types of collateral
PDFs, webinars, infographics, content marketing: can do later
One off requests
Think about the question under the question before building more material
Usually can just explain how existing collateral addresses it
On demand collateral
Best if new collateral highly customized to the prospect
Screenshot and screen capture and send to prospects
I know you’re doing x. Check out these results for this thing you’re doing. See that it’s 4x faster/more? I’d love to show you more about how this can help.
One off 5 minute recordings of specific results that was hyper specific to the prospect

4 early prospecting: finding your first customers
Intro
Find 50-100 potential clients that have the distinct pain point, get product in front of them for commercial conversation about how it can help
Ideal customer profile: what does your prospect look like
Don’t target based on relationship 
Better to just identify those who have the pain point
If not qualified, say “we’re not really set up to do that yet but maybe in the future! If you have friend that need X though, we’d definitely be relevant to them”
Who does have my pain point?
Metadata characteristics to describe the level of attractiveness of a prospect or level of demand
Finding outwardly available data
Should be a description of an org not a person 
LinkedIn
D&B
Hoovers
Salesforce data.com
DiscoverOrg
Zoom info
Local businesses
Yelp
Radius
Infousa Salesgenie
Look at competitors and other industry search sites
Look at what tools they use on their website to tell you what pain points they may have
Builtwith
Datanyze
Datafox
Similarweb
HgData
Wappalyzer
DiscoverOrg
Siftery
Rainking
Spiceworks
Use hiring info
Number of open hires
Type of open roles
Can see if they pay for premium profiles on sites like Glassdoor and monster
Wanted analytics
Specialized lead capture forms like Marketo and Eloqua vs salesforce built in one tells you level of sales sophistication 
Marketing list providers not great
Getting data that isn’t outwardly discoverable
Discovery questions on calls or inbound lead forms
Content and inbound marketing to find people who meet your criteria
Rolling up the demand signifiers
Size of demand indicates more pain
Customer attractiveness scoring algorithm
Account sourcing: putting it into practice
Prospect data management 
Start with google sheet (he has link to template in book)
Rabbits, deer, or elephants 
Deer usually best for initial approach
Geography
Start with your own area
Account or contact first?
Decide which to start with for your solution
People centric sourcing
Start on LinkedIn
Title search
Limit by company size
This gives you potential users
Capture the account names and sizes
Company centric sourcing
LinkedIn company search by industry
Points of contact discovery: who will be excited about your solution
Look for titles on LinkedIn
Cascading titles like director or vice or vp AND account or sales (can do complex logic in LinkedIn queries)
Can target also complementary decision makers or internal customers who are stakeholders that care about the pain and can refer you to someone else
Can also try bottom up and appeal to the end users
See if you can find a mutual connection or warm intro to the prospect
Find email address. Can guess and test with a tool like rapportive. 
Link in text to google sheet that spits out all permutations of emails based on name that you can then copy into email and mouse over and see which gives a hit in social lookup tools
Tools to get emails: lusha, leadiq
Capture phone numbers for later also
LeadGenius for updated phone numbers
Goal is to get a targeted list of 50-100 prospect accounts in ideal customer profile along with 1 or more contacts

5 prospect outreach and demo appointment setting
Intros
Just get started instead of preparing too long
Stages
Outreach and engagement
Pitching
Closing
Founder does all these
Can’t just hire a sales guy to do it. Sales guys do it for proven product with proven materials. 
You will be doing evangelical sales
Tight feedback loop between interactions with prospects and modifications of sales materials (product marketing) and features of product (product management)
Setting yourself up for success
Just selling the next conversation, not the solution
Position as research and customer development, trying to understand pain points and how currently solved
But still keep conversation commercial
Management and early CRM
Salesforce is standard
Can start with google sheet
Or beginner CRM like Pipedrive, Close, insightly, salesforceIQ
Eventually you’ll end up on salesforce, just a matter of when
Materials and personalization
Screenshots and little demo videos customized for the prospect
Can do custom voice over for the prospect of a video
Mail merge with customized fields of personalized info per prospect
Emailing
Break up message into several to drip out
One thought per message
Lightweight text based
Use warm intro when you can
Manual email and instrumentation
Use instrumentation for open and click via yesware, tout, and sidekick by Hubspot
Juicy enticing hyperlinks like to videos or photos
If someone opens your email a couple times, it’s time to email again or call
Mass mail and drip marketing
Marketo, Eloqua
Nurturing with small pieces of messages
Use demand signifier metadata to make personalization really good. Requires better prospecting and templating. 
Number of users in house
Calculation of time or month being wasted using some ROI metric you calculated
Links to parts on prospect’s website
Can make first email highly personalized manually showing a human did it (open pleasantries about university they went to or sports team)
Single serving drip marketing
Invest 5 minutes up front
Have automated replies reply to same thread (which is what Outreach does)
Customization research
Prior companies/shared employers in past
Shared online connections
Twitter profile
Timing
Avoid Monday mornings
10am tue good or 6 or 7am or even after office hours like 7-8pm
Software
Outreach
Salesloft
PersistIQ
MixMax
Sendbloom 
Yesware and Touthave partial solutions
Not spam if you carefully targeted and think it’s likely they have this business pain
Clear messaging focused on them that adds value and teaches them something will be welcomed
Second, third, fourth outreach message critical to get replies including an “I’m breaking up with you message” like “I’m not going to email you anymore, but I have conviction that this is relevant to you and will make you more successful in what you do”
Calling
Key is careful targeting and concise message
Attempting contact
Call timing
White collar: early morning or end of day or very late calls to avoid gatekeepers 
Context sensitive timing
Call after email instrumentation shows your prospect opened your email and clicked links
Even better to call immediately after open and click
Tool: Immediately
Point of contact discovery
Sometimes first need to sell to the gatekeeper on why they should share the name of the decision maker
Use very simple statements
I’d like to be in touch with the owner because I’d like to discuss how Groupon can make him $20,000 in one day. Who’s the right person to talk to?
Want to make gatekeeper look like a hero and if he doesn’t then superior will be upset he missed the opportunity 
Ask who makes decisions about technology investment, when they’re typically in the office, and if you can get her email or direct phone 
Gatekeepers and directories
Just ask for known point of contact by first name directly from operator
Deliver short pitch
Can ask to leave frank a voicemail mail. Ask for direct number for future reference (“can I get Frank’s direct line in case I get disconnected so i don’t have to bother you again?”)
Voice mails 
Short and loaded with personalization, business pain, potential benefit of talking with you, that you’re the founder seeking to learn 
More like audio email
Sneaky tricks like just saying “hey frank this is Pete call me back 650-892-4475
Always use voicemail in conjunction with email 
Live messages
Not a good idea as won’t pass message along correctly
“That’s so kind of you. It’s kind of involved. Would you be open to sharing Frank’s email so I can send to him directly?”
If fails, ask for gatekeeper’s email and then send a very personalized outreach email instrumented with Yesware to see when frank opens
Making contact
If you actually connect, you have 30 seconds to sell her on an appointment
You’re not selling the product. Just selling an opportunity to spend a limited amount of time to understand pain better, help learn something new, potentially solve a problem
Just want to get on calendar for 10-20 min in near future
Deliver concise pitch
If success
Don’t rely on scheduling over email
Schedule immediately at calendar and send invite
Don’t schedule too far in advance. Anything over a week out degrades attendance rate. 
Ask for email address, direct phone, mobile phone
Send reminder email ahead of meeting
Need phone if doesn’t make meeting to reschedule
Ask if others in the company want to be included in the call and get their contact info for the invite
Hot transfers
Asking for demo right now
Treat it as a demo lite because you haven’t done as much prep and personalization 
Do your relevant discovery and offer a preview of what a fuller meeting might be to sell the full demo for which you’re able to better prepare
Rejection 
If keep hearing same answers, can say up front what you’re not doing in a humorous way
Rejections are only not now, not never
“Ok I understand. It sounds like this is something that might not be a priority right now. My only goal was to seek to understand (your business pain) and see how we can help with a 15 minute scheduled call. I know you weren’t expecting my call, but are you sure you wouldn’t be open to a conversation at a more appropriate time?”
If fails, “I underhand. While I’m confident that we may be able to help your organization be more effective, we can table this for now. It will be my responsibility to be in touch at a more appropriate time.”
This is still relevant and inevitable for you and I’m not going to give up
Send a follow up email immediately with a subtle variation of initial outreach message crossed with conciliatory message in call retreat (templated “Rejected call template”)
Thank them for time, show metrics of how your solution helps
Close with call to action to get something on calendar and statement that you look forward to being in touch in the future
Objection
Never just comply and disengage 
Need to handle objections and help prospect understand why concern is unfounded in this case
This is when the fun begins and is a good sign since the prospect is actually engaging
Every objection is an opportunity to ask more questions and engage in a better convo about their situation and where your solution can help
Record objections and responses to them
Standard phone ones
“Call me later”
“I’d be happy to do that but if possible maybe we could spend 30 seconds right now to make sure that this is relevant to you. And if not, in a quarter, I won’t unnecessarily bug you and you won’t have to deal with irrelevant out reach. Great, right?”
“I don’t have a budget”
BANT (budget, authority, need, timeline)
“that’s not a problem because I really just want to understand more about your organization‘s way of (solving this problem). If it turns out we’re relevant, there will be time to talk about that later. Based on what I saw about (your demand signifier), I am confident that a 10 minute conversation will definitely be worth your time. Can we schedule something for Thursday?”
“Just send me info”
“I'm totally happy to do that. But if I do, I’m going to do an amazing job and it’ll take me 30 minutes to put together something very personalized to you. I don’t want to do that if our solution is not relevant. Can I take 30 seconds to explain what we do and ask some questions to make sure this is a relevant conversation? That way if it’s not I won’t be in your inbox chasing you and asking about information that wasn’t even helpful.”
If declined again and asked to just send info, then sell the demo: “well I’m happy to do that. But honestly given that I know this is relevant to you, a scheduled demo will really be a much better way of making sure you’re fully informed. I promise that you’ll learn things that are very relevant to (the thing you do).”
“Oh we already use (competition)”
This is a good sign since they are qualified and spend money solving the problem
“That’s great. X has historically been the benchmark for Y problem. The good news is that we can help you do Z ten times better unlike X. Sounds pretty helpful right? I’d love to get 20 minutes on the calendar to show you how we are like X with rocket boosters attached.”
“Do you have XYZ feature?”
Assumptively close and set the appointment as he’s admitted interest 
“These are fantastic questions and show you really know the space inside and out. Typically folks find it more efficient and get a lot more out of putting 20 minutes on the calendar at a set time. Do you have 20 minutes on Thursday or Friday or we could spot that in?”
“How much does it cost?”
Don’t answer too quickly because you don’t know the magnitude of their pain and they don’t understand the value of your solution
Parry the question and drive to a demo
“While the solution does have a cost; it’s really contingent on a variety of factors associated with how much value a given customer would get out of it. People typically find it most effective to schedule a 20 minute demo so we can get a better sense of whether the solution is relevant and how helpful it could be to your business. Do you have 20 minutes this Thursday or Friday for that conversation?”
“I can’t make that decision”
“Got it. Well it sounds like this is relevant to your company but that you might be the wrong person to talk to about it. I tried to use LinkedIn to figure out who would be the most relevant contact but I guess I got it wrong. which of your colleagues should I be engaging instead?”
Can also ask if you should talk to their manager
Make the contact look like a hero for passing you along and bringing your solution to the fore
Setting up the appointment
Meeting invites
First dozen customers: visit in person
ClearSlide, join.me
Send meeting invite and repeat location in description even if online
Rich title to remind goal of meeting
Consider including teaser material like demo video link in body of invite
Invite all relevant participants mentioned in call 
Time blocking
Block 15-30 min on your cal before and after the appointment to prepare and follow up
Calling demos “$5,000 bills” based on average contract value and win rate
Deserves adequate preparation and follow up 
Block travel time before and after if necessary 
Remindering
Add reminder to meeting invite (notification)
Use Yesware or Boomerang Send Later function to stage a reminder email to send early in the morning of the meeting in question
If meeting gets moved, need to go into your Scheduled Emails and modify the date of the staged email
Good opportunity to set expectations 
“Hey, Sarah. Looking forward to speaking with you and going over X. I understand that when we reached out to you to schedule this call, you had expressed specific interest in learning more about Y and Z. I will cover these in depth with you.”
Cadencing: putting it all together
Will need to interleave various touches like emails, calls, voicemails
Outreach and SalesLoft can do this
Email and call on day 1, call on day 2, call and voicemail on day 3, skip a day, email on day 5, then “I’m breaking up with you” email on day 7
Can tweak the cadence based on open and click activity
Referral prospecting
Connection discovery
Use LinkedIn to see which prospects have a shared connection to someone on your team or in your network
Reach out to joint connections and ask if they could connect you to the target, why it will be valuable to them, and that you can send a separate email that’s easy to forward along
If one person connected to multiple targets, note them all at once
Or sit with a contact and have them open their LinkedIn and tell you which of their connections would be good for you to talk to
Contact outreach
Qualify the orgs and contacts
Send an intro request email for each target
Subject: “Intro to (target name)?”
In email, write why you want to be introduced and how it will be valuable to them, why you know their org is qualified for your solution, quick value prop statement
Use Yesware to track email to see if it was forwarded by tracking how many unique IPs opened it
If you get added to the thread, BCC requester and ask for call, providing times a week out
Speed is critical
If don’t hear back, go directly to target using same email thread
Hook up referrer with gift card and another if you close the deal
Teamable has software to consolidate all the contacts of your staff, advisors, investors into unified database you can query
Inbound lead capture and response preview
Request a demo button on website
Email notification on form fill
Need to respond fast


6 early inbound lead capture and response
Intro
Unlikely people will know who you are early on or that they have the problem you solve 
Creating content, blog posts, tweets, infographics, making sure they are well SEOd
Mark Roberge book (sales acceleration formula) focuses on this
Outbound inbound: sometimes you reach out to them and later they find you
Sometimes need to qualify more carefully inbound leads vs outbound ones that you have already researched and prequalified
Inbound lead qualification 
Need to ask them relevant questions 
Inbound lead capture forms
Form for demo request with structured fields
Make sure it works well on mobile
Salesforce web to lead form
Minimum info is work email and phone
Name, title, company, email, phone
Ask on phone what’s not observable from LinkedIn or target company website
Can ask what other relevant tools they use if that helps or matters
Can ask how someone found out about us
Can put your phone number on your demo request form for those who want to call you up
Inbound lead response
Respond asap
100X dropoff in connect rate between 5 minute response time and 30 minutes
10X dropoff between 5 min and 10 min
Can send auto response email with your phone number and thank you
Chat interfaces like Drift and Intercom
Can ask prospects automated questions via chat
Lightweight discovery
Confirm all pain points and demand signifiers
Figure out what other people should be on the call
Figure out size of prize
Figure out who should be involved in purchasing decision
Qualify the account not the lead. If that contact not qualified, respect their time and don’t do demo
Work with them to loop in more qualified candidate
Follow-up on inbound leads
Each attempt to reach out again adds 15% chance of connecting, falling off after 6 attempts
After 6 attempts, you have a 90% chance of connecting
They asked for it, so you have nothing to fear
Leave voice mails and use lead response email template
If lead comes in looking unqualified, send a hard qualifier email. Say who the product is for and why you think it might not be relevant for that lead and ask to clarify if your thinking is wrong
Sample email in book

7 pitching: preparation, presentation, demos, objections
Intro
Goal of pitching
Persuading to end in a sale
Persuade they have this pain and it is large enough that it must be solved, that your solution will solve it, and they will capture value (return on investment) by implementing your solution
Pitching is about persuading them they need this now
Opportunity cost of waiting is too high
Not a one-call close
New technology sales persuasion formula
Potential value x value comprehension x belief = likelihood and magnitude of sale
Maximize all these terms
Potential value: target accounts with greatest need
Comprehension: effective presentation, materials, tooling
Believability: proof points, demos, customization of demos, proof of concept and pilots
Inside or outside sales
At beginning start in person
Initially target accounts close to home 
Later can get more calls selling on phone/computer
Batch travel to do multiple visits at once
Pre-call planning
Worth it to prep for a demo but not a cold call
Calendar management
Put prep on the calendar
Block 15 min before on your calendar when sending demo invite
Block travel time if needed. Arrive 30 minutes before so you can prep for 15 min and then check in 15 min early. 
Have list of known unknowns for discovery in your head for you to ask about
Pain points and size of prize
Outwardly identifiable demand signifiers
Use LinkedIn to figure out count of potential users 
Complementary products, competitive products, and the capacity to pay
Know the other tools the org is using
Datanyze
Builtwith
Sniff out any competition prospect is using which tells you they are spending money to solve the problem
Know their funding amount to know capacity to pay
Potential users
Use LinkedIn to scout out potential users in the company
Shareholders and influencers
Have awareness of others in the org as a credible threat
“And you can imagine how happy Christina will be knowing that field reps you work with will be closing more business in less time because they’re not stuck in coffee shops updating salesforce!”
Customization information
Put in their info in your demo
Use dev tools to drop in your app on their website and screenshot it
Conversational guides/icebreakers
Use LinkedIn to figure out what small talk to start on
Shared contacts including existing customers of yours and mention that 
See where they worked before, schools
Personal interests they posted about
Concurrent side projects
Twitter 
Follow prospects
Known unknowns
Note down what you weren’t able to find
Pre-call planning checklist
Discovery question checklist
Log all these into CRM
Stated pitch goal
Either purchase decision or next call with decision maker
Pre-call attitude
Get in the zone
Project confidence in solution and recommendation to prospect
Jumping jacks
Take sales calls standing
Pitch materials and concepts
Tools and materials
Laptop and connectors for projector 
Show your own screen and sit side by side
Bring own mini projector
Personal hotspot
Lab notebook to take notes in while machine is presenting and prepared with your pre-call planning notes
Videoconferencing software
Headset
Have offline proof version of demo with key screens preloaded
Sales deck
Demo script
Pitch format
Quick pleasantries
Discovery (so you can late show ROI)
Might need separate dedicated disco call
Initially don’t separate into 2 meetings until need more time for demo
Slideshow
Live demo
Success proof points
Pricing
commercial discussion
Who are you talking to?
3 personas
Individual users
Care about
Make job easier
Please internal customers
Look good to manager
Career progression 
Less worried about ROI
First line managers
Care about
ROI
Budget
Efficiency
Second line managers/CXO managers
Care about
Top line business value
Cash flow
Speak the right language to each
Pitch introduction
Rapport building and opening chitchat
Deploy nuggets of info you researched before
Transition topics by asking “how long have you been in (industry)?” Or talk about professional components of his role
Discovery
Quality them
Spend 5-10 min on it
Characterize as a benefit to prospect
“I like to start with some questions so I have a better idea of how your team goes about its day to day and so I can do a better job of focusing on things you will get more value out of.”
BANT
Budget, authority, need, timeline
ANUM
Authority, need, urgency, money
ChAMP
Challenges, authority, money, prioritization
Need to know they have the problem but also a process for purchasing solutions and who makes those decisions
Need to know their level of urgency
Show them the homework you did in checking they were qualified before and verify it’s accurate
“You’re probably aware that your company has a 2.5 Glassdoor rating. Do you find it frustrating that negative employee content is crowding out the employer story you’d like to tell?”
Preparation/research can help you ask leading questions
“Based on what I saw on LinkedIn, you have sales reps in the Bay Area and Dallas. Do you find that, like with most outside sales teams, they have a tendency to do a poor job of x?”
Document your discovery questions in a doc
Pain and urgency
Most important thing is if they have the pain, magnitude of it, have they tried to solve it previously and how successfully 
Keep cascading further asking leading questions about scope of the pain. “Are you like most of the people I talk to struggling with x?”
Size of pain, urgency, downsides of existing approaches and record all this in notebook
Touch on downstream business implications of not solving this pain point. “What will happen if you don’t solve this?”
Ask discovery questions to validate the existence of the business pain your product features intend to solve
Team, authority, commercials
Ask how the org purchases things
Find out about user team first
Then ask who is the person who makes decisions about buying solutions for the org
Do they know what the process is? Have they done it before? Is there a formal evaluation period? Any discretionary budget outside of typical cycles?
Presentation, demo, and asking for the sale
Overarching guidelines
Repetition
Key points that tie back to sales narrative 
Validation of attention and understanding
Ask things like “can you see this right here?”
Ask questions
Does that make sense?
Have you heard of some of these (other programs) before? It’s ok if you haven’t. Many are fairly new, and I didn’t even know about them before we even started TalentBin.
Ask specific question that requires a specific answer, ideally correlated to a pain point, proof point, or feature 
“Do you find your reps have this same issue?”
Ask a leading question to elicit agreement with one of our core points (“can you see how this sort of automation would reduce the amount of manual follow-up required to increase candidate response rates?”)
Do you have any questions for me so far?
Rolling discovery
Ask more questions throughout the demo about pain points and existing solutions 
When showing pain point slides, ask if prospect has those challenges
If asked before, repeat back what they said
When demoing, repeat back what heard from prospect during disco 
Building agreement
Elicit agreement that their worldview aligns with yours throughout
Score points and ask for agreement at each step
Leading questions they can agree to
Pacing and pausing
Frequent breaks
Customization and curation
Focus the demo on what you researched before will matter most to the customer
Micro-contract creation and execution
Before you do a step in the process, you articulate what you want to do and why and ask if they are in agreement that it is the correct next step
Sandler Sales Methodology “upfront contracts”
“It seems to me that you believe the solution can help your organization solve (problem) and that you believe it would be a good fit but in order to progress we need to involve Alice so she can validate the conclusion we have come to. Is that right? If so let’s get another presentation on the calendar for you, her, and me. Do you have her calendar and yours available to you?”
Real objection will surface if won’t book the call
Restate the contract at the start of the next meeting to establish the deal in flight: “Bob and I met last week to discuss your company's challenges in X. Based on the outcome of our conversation Bob and I believe that this is a very worthwhile investment for your organization and stands to provide a lot of value. But it is my understanding that we need to share this case with you so you can validate our conclusion before we progress to a commercial agreement. And that is the purpose of this call today. Does that align with your expectations?“
If prospect diverges from a commitment, “I’m confused. We agreed that you believed the solution made sense for your organization and is well positioned to help you save X dollars per year. Our next step was to meet with your CFO to help her validate your conclusion. But two of those meetings have been canceled at the last minute. Can you confirm for me that this is something that is a priority and that you believe is important for your organization?”
Presentation
Set mental model and context first
Make sure pitch is interactive and not “show up and throw up”
“Thank you so much for sharing all that great information with me. It’s really going to make this a productive conversation. So based on what you shared with me, I think that what we’re up to is definitely relevant to what you guys at X company are doing as related to Y problem. What I’d like to do next is share some slides that help set the tone on what we do before we get into the product live demo. Does that work for you?”
Disqualification 
“You know what, Bob, based on everything we just talked about, I don’t think that what we’re up to is going to be super helpful in X efforts. We mainly help out people and organizations that (fill in a specific thing that your solution solves). I know you’re a busy person and don’t want to waste your time on something that isn’t helpful. I’m happy to send you some slides or demo videos but I would propose that we just go ahead and conclude this call and I can give you back 30 minutes of your time. What do you say?”
Introducing your narrative
Convey things harder to see in love drmo (pain points, failures of current solutions, how our solution works conceptually, qualitative and quantitative proof of why it’s better
Features better for demo
Can jump back to slides for a relevant point like benefits or ROI
Demo
Slides set mental model
Demo shows actual product delivering on the promises
Synchronous conversation live
Customization 
Heavily tailored to the prospect as opposed to slides that are not as tailored 
Best is to use actual data or materials from the prospect
Demo-ready data
Clean up demo data
Every time a new feature ships, update slide in sales deck and update demo data to showcase it
Focusing on features that matter
Speak language of prospect
Use info learned in discovery
Proof demonstration
Switch to slides to explain why we know this works and why this is a great investment
ROI and other proof points and visuals
Feature by feature ROI studies
Aggregated customer ROI info
Customer by customer ROI info
Qualitative proof
Pricing and asking for the sale
“Given all we’ve covered, is this something that you see being useful in solving your challenges?”
Presenting pricing
Frame the pricing in context of existing solutions, best alternatives, or opportunity costs
“It’s $30 per rep per month so if you consider that your average rep is making 150,000 it’s 15 minutes of salary expense per rep; of course this will save them hours and hours per week.”
Projected ROI
Typically we charge one dollar per monitored submission per year; based on your organization's submission volume, that would be around $10,000. We would anticipate finding between 10 to 20 missed fees over the course of a year, representing between 125,000 and 250,000 in recovered fees for you. Not a big deal right?
Start at most extreme case knowing you will be negotiated down
Present a single unit of pricing (one seat)
Don’t offer a discount. Just state the pricing and rationale that backs it up and shut up. 
If the reaction is positive or neutral, ask for the sale and close. If negative, handle the objection. 
Asking for the sale
Ask directly
Based on what we discussed this sounds like a great fit. Is this something that you would want to progress with?
Is there anything that is preventing us from getting you started as a customer?
If need to present multiple options, “excellent. Would you like me to put together a proposal that covers some options that you could go with?”
If only one option, go to contract: “that’s fantastic. If you’d like, I can send over an order form that you can execute via digital signature and we can get started today“
Proposals
Reserve proposals only for those who said they want to buy
Don’t send order form until agreed to price and quantity
Proposal can present a couple options
Present 3 options where middle one is your target and each one has higher discount levels
Middle option right below their budget. Lowest option very expensive per seat. Highest option super cheap pet seat. 
Don’t worry early on about cannibalization by discounting. Just get cash into bank now. 
Proposals can frame the ROI associated with each option
Conga Composer, Drawloop, Optiv good tools to make proposals automatically
Objections
Respectful contentiousness - challenger sale
Challenge existing mindsets 
Change minds to popularize a new approach to a business problem
When a prospect surfaces an objection that runs counter to their business reality, you must address it head on
If prospect being vague, ask “what specifically is blocking us from progressing right now?”
Generic objections
Lack of decision-making authority
During discovery, you were supposed to figure out the org’s process for making judgments about tooling and who makes final decisions
Now you come back to that
Make sure prospect is fully bought in to serve as champion and help you navigate the org to get the sale
“Is the authority to make this decision the only thing that is blocking us from getting you started?”
If yes then project manage the next step
You should be the one running point on setting up incremental meetings with other decision makers. Treat it as another demo. Don’t give up control over the next step to your prospect; they can drop the ball and won’t be as good at advocating for your solution as you
“Fantastic, I am very excited to work with you to help X understand how helpful this will be for Y problem. I know you’re busy, so I would love to take point one setting an appointment so we can both present this to her. Is her calendar available to you? If so, we can get 15 minutes scheduled right now, and keep this ball rolling!”
If calendar not available, volunteer to start email thread with champion and decision maker wherein scheduling takes place
Assumptively propose times
Treat the call like a second demo where you’re selling the decision maker on the fact that her deputy is bought into this solution. Make it clear this will be a good expenditure of budget. Have good ROI documentation in slides and proposal. 
We don’t have a need
Find objective external signifiers of demand
I’m confused. Based on our discussion at the beginning of this call and my research on LinkedIn, your company has 50 outside sales reps. And from what we talked about earlier, your sales management struggled with getting those reps to log meetings, emails, and contact info into the CRM because they’re mobile all day long. Is this not the case?
Well from everything I can see, it appears to me that your organization definitely has the need for this, but perhaps there’s something else blocking us from progressing that we haven’t discussed yet? you can be straight with me, I can take it!
We are happy with how we do it right now/fear of change
Better than “we don’t have the need” because at least they acknowledge they have the need and now need to discuss why they should adopt a new way of attacking the need
Take the hidden cost of business as usual and make it visible
“Proof of a better solution” language from sales narrative and sales materials chapters works here. Quantitative and qualitative proof. Do the math on what they are missing out on. 
“ by continuing your current approach you’re wasting $15-$40,000 a year. That’s half a recruiting coordinator salary. Saving that from your budget would make you a hero to your CEO and your VP of engineering.”
Flip to slides with proof points. Samples in text
FOMO arguments
Our solution is the emerging industry standard
Which competitors are using it
Frame the purchase as inevitable and the next logical thing
This is an opportunity to look advanced and to advance his career because competitors will do so
If truly afraid of change, explain how we will make this easy
Proofs of success
Real customer success stories
“Here are all the resources we haven’t placed in sure that you capture the value. We both agreed is on the table for you. We will make you successful.”
Timing is bad/we have higher priorities
They agreed they have the need, the solution addresses it better than what they do now, they will get value out of progressing with the purchase
Reduce the perception that implementing your solution will be a lot of work
Explain how easy you will make it
If says too busy rolling out another tool, say, “ that’s actually a great time to start using our solution because you’re already going to be changing business process around how you do X. It’s a great time to cement new, better habits. And the good news is we have six customer success specialists on staff who could run daily webinars for your team to get the best use of our solution and ensure that all your users have attended and passed out of the training. this is fantastic because as you roll out your new other system, you’ll see even better ROI from it by mixing the two solutions.”
Or explain why working on your solution should be a higher priority
Do some discovery around other programs they are considering implementing
Position yours as higher ROI
Use numbers to compare opportunity cost of not adopting your solution versus other one
Get buy-in now and get deal done now and have it be on their list for a future date
Pricing inducement (free months) or say pricing will go up next year
Buy now and start contract in a month
Price/value
Need to know if talking about value or about discounting
Ask, “I’m happy to talk about the value the product provides, and we believe that our pricing is a fair split of the value created. But could you help me understand what you think would be a fair price?” Or “Are we far apart here? How far would you say?”
If answer is 10%, then about discounting and negotiation
If answer is 50%, then talking about value
Walk her through the way, the offering will create value piece by piece along with the projected return on investment associated with it or the relevant market comparables
“Based on your submission volume and recruiter counts, we quoted you a price of 40,000 for the year. From the hundreds of customers we’ve serviced and hundreds of thousands of candidates submissions we’ve tracked, we know that over the ensuing 12 months, we will most likely catch 20 missed fees for your organization, not to mention the ones that we will identify from the last 18 months of suppression data and given that you make an average fee of $30,000 we anticipate that our product will drive an incremental $600,000 of revenue that you would otherwise miss. Given that, we feel that 40,000 is a very fair price and will be nearly paid for by your first collected fee. Can you help me understand where my analysis is falling down?”
If pricing based on market comps, “you currently pay $9000 per year for a seat of LinkedIn recruiter. Our product only costs 7000 per year. Not only do we have 10 times the number of potential candidates, We also provide personal email addresses, something that can double the response rate. We also don’t capyour outreach. Lastly, we have Automation functionality. Given all that, can you help me understand how this isn’t a fair price for the value we will offer your recruiters?”
Can make exceptions if value to customer is indeed more limited or they can’t use all your functionality or they already have a partial solution in house
Better to get the deal done even if at a discount or a modified price. Document why it was modified so the concession can be removed at renewal time and so others don’t think it’s standard pricing
Don’t sell to folks who won’t get enough value and not willing to pay because will just churn later and be a distraction and suck on resources
We don’t have the budget for this
Help them find the budget
In discovery, did you validate that the organization does actually purchase tools for solving business pains, and that the decision maker has done this before, or knows that it can be done?
Now I just need to make it clear that this solution is worth spending money on in much the same way that the organization has done before
Figure out what the current budget is for solving the problem your address, and if it is recurring in nature, or already fully committed
Ask if there is any existing source of budget that is coming up for renewal soon and propose that some portion of that could be allocated to this new better solution and bridge the time gap with free months
Or find another budget like for hiring staff that could be reallocated here if this tool means less staff needs to be hired
Propose using smaller experimental budget to land and expand 
Propose one-off budgetary justification to run by CFO with solid ROI argument
If timing issue with budget cycle, get deal done now and just haha it start in the future or providing free months to bridge the gap
I need a trial/I need a reference
Demo with prospect actual data is close to a trial
Could just be avoiding saying no or surfacing actual objection or putting off decision 
Risky if they don’t use trial or delay decision 
“I’m happy to help you get more comfortable with the value the solution provides. What sort of further proof would you be looking for?”
Might just need more marketing collateral around customer success stories, ROI studies and customer references
Alternatives to trial can include guided walkthrough and ride along. Let user control the mouse. 
Unless invested in tools to help a user get to value quickly, can’t just give them an unattended trial
Some may want formal pilot: time bounded experiment to use product in key ways
Frame pilot to outline success criteria and keep prospects accountable for participating in training sessions and check-in meetings and acting on defined activities which will be instrumented and reportable
Biggest risk in trials is non-usage
Only do this for the largest deals
For small deals, instead of trial, do hour-long guided session where user has control
Or invest eng resources to make unstructured pilots and self serve usage easier
Solution specific objectives
If you hear an objection more than once, build a slide to address it in appendix
Keep running google doc of objections and handling
If an objection shows up frequently, can include it in main part of pitch and narrative
Competition objectives
Don’t just address one-off feature comparison questions but address underlying and holistic issues to show broader benefits of your solution
Answer the question you wanted them to ask
Have slide that presents the competitive framework pertinent to you and how you win out in those buckets versus one competitor
Don’t put multiple competitors per slide of tell the prospect about other solutions they should research
Have competitive mini decks for each competitor of merit with a handful of slides describing how you are superior to each competitor in each bucket of your messaging framework 
Generic objection flow loop
Catch objection, turn it to the question under the question, respond with quantitative and qualitative arguments supported by visual materials, validate understanding
Keep uncovering more like “do you have any other questions or are you satisfied that this would be a fit for you?”
Demo follow-up and further meetings
Directly and concretely start the next action and hold prospect accountable with this micro-contract
If further meeting or decision maker required, get meeting on calendar
Set specific follow up appointment even if they need to discuss internally
Even if they say to touch base in a month, get it calendared now and set the agenda to be reviewed (namely what’s keeping us from progressing right now and whether it has changed).
Set crm task also to note whether prospect executed on their commitment
Have time blocked off after demo for immediate execution of follow up actions
Be quick in delivery of what you promised
Always follow up a demo with a summary email, in the thread that set up the appointment or confirmation email
Include the “for sending” version of sales presentation used in the call with any appendix slides used in their call
Practice and iteration
Do practice demos with objection handling and continuously mix those in when calendar light with non-sales teammates 

8 down funnel selling: negotiation, closing, pipeline management
Negotiation 
Start with inflated pricing in anticipation of being negotiated down
Try to look for trades or exchanges of value 
Levers: price, amount, duration of contract, payment terms, legal terms like automatic renewal and opt-outs
Priorities for startups: faster payment, longer contracts
Retreat one increment of a given lever at a time
If someone asks for a discount, move a different lever in your direction
Basic negotiation tactics
Cheaper price per unit
Lower price if they buy more (seats or contract length)
Cheaper total
Remove seats or volume and make the per unit price more costly
Reduce length of contract
Shorter duration
Make the per time price for shorter duration at least 2-3x what it would be for the full year
Note that onboarding is a fixed cost that is very hands on with lots of customer success labor
Split up payments
Raise price
Urgency
Offer rest of month for free if partway through
Customer success team only has limited slots available for onboarding
Pricing and discounts only valid this month
Pricing may go up in the future so lock in rate now
Pushing back against discounts
Remind about price/value
Have authority backstop like manager
Explain that the pricing needs to be this way because the company needs money to deliver the service and our engineers cost money and need to eat and there are only so many deals we can close in a month and each needs to be a certain price to keep the lights on
Refer to the prospect’s product and that they don’t give it away for free for the same reasons
Competitors and pricing
Have a better product and charge for it
Demonstrate the ROI and reflect in pricing
If competitor offering lower price, ask for proof and can match or go partway
Only offer discount if prospect agrees to execute contract the day the pricing is delivered
Close winning
Order forms and contracts
Order form, contract, e-signature software
Example order form
Host contract somewhere and have it linked to your order form
Have an actual MSA
Getting paid
Have contracts paid up front by credit card
Customer success prep
Intro via email
Set up training session
Close losting
Better to mark lost early to save time if not going to happen
When to close lost
Often it’s not a no but a not now
Always have the next meeting on the calendar
If they’re not showing up to meetings, give them an easy off ramp. Spend time on good opps. Attitude of plenty not scarcity. 
Send an email like “we’ve missed a couple follow up appointments. While I think that our solution would be extremely valuable to your organization as we agreed that <the measure of ROI specific them>, I don’t want to occupy your time if it’s unlikely will be able to help you out, but I’d really like to know so I can prioritize my time effectively and also not bother you unnecessarily. Are you still interested in working toward becoming a customer? Is now a bad time? Or does it turn out that this is something that doesn’t make sense for your company after all? I can take the truth, but I would like to have clarity.”
Closed lost metadata
Document reason in CRM to inform product roadmap
If lost to competition, have a picklist of competitors in CRM to choose from
Closed lost notes
You’ll be resurrecting these opps in 2-3 months so will want these notes
Coming back around
Ask when timing is better to follow up then
If timing unclear, re-engage in 60 days
“Hi there. We spoke a few months ago about how TalentBin can help you guys accelerate your technically recruiting, but it just wasn’t the right time. We’ve shipped a ton of great new features, making our solution even better, and from what I can see on your jobs page, you are still hiring lots of engineers. Want to hop on the phone and catch up on what’s new in your world and the new hotness we’ve made?”
Inevitability mindset
Pipeline management
Staging
Concrete deal stages and asking direct questions early on
Demo scheduled, qualified, seeking approval, sent proposal, negotiation, verbal agreement, contract sent, closed won, closed lost, closed unqualified
Each stage has clear definition
Need explicit next step captured in CRM at each stage and calendared time for each action to happen 
Cadencing
Pipeline review
Forecast call
Block an hour daily for pipeline follow up work
Prioritization and cleaning
Start at end of funnel
Prioritize by magnitude of sale and ease of closing
Send final breakup email to any that are stuck
Report of down-funnel opps that haven’t had activity in 7 days
Report of opps stuck in a stage for more than 2 weeks
Report of opps without future meeting on calendar (“uncovered opps”)
Calendar management and role specialization
Calendar management
Split calendar into blocks and each block focuses on a role (SDR, AE, CS)
2 hour chunks
2 hours prospecting
2 hours outreach
2 hours follow ups
Early morning good for prospecting
Planning calls and demos for midday and early afternoon
End of day for follow ups, deliverables
Mondays and fridays have high cancel rates for demos
Double up on prospecting and pipeline management on Monday and Friday
Role specialization
Hire new college grad SDR to fill calendar with demos and respond to inbound 

9 customer success basics: implementation, ongoing success, renewals
Need to ensure success early and quickly and not let it drag, even if you have a long contract
Fulfill the promises you made during the sales process. Have them hit the KPIs you promised. 
Methodical implementation, Cadenced check-ins, instrumentation of success markers, documentation of ROI achieved
Mechanisms
Implementation
Credentials
Training for users and managers 
Integrations
Consider one time implementation fee (triple the labor costs associated with the implantation process)
Implementation calls: one and done
Single 60 min call
Go on-site 
Pre call planning and prework
Review crm notes from sale
Set up User credentials
Customize their instance with their logo
Read customer’s site
Understand their reason for buying
Rediscovery
Start kickoff call with what you believe customer’s goals are and how solution will be used and let them confirm or update
Document the new goals in CRM
Agenda items
Crucial first, then important, then optional
Setup and login items
Core actions taken in solution
Sometimes show a few slides of context and why the solution will help them
Have the user execute the actions and do actual productive work
Use your pointer to show them where to click
Group calls vs. one on ones
Group calls have lack of accountability if you just hope they follow along
1:1 training better
Homework, follow-up calls, monitoring
Set a check meeting for a couple weeks out
Assign specific homework to be executed in the interim, which they know you will review by monitoring their usage
Tell them you will monitor to ensure success and report to deal sponsors that the promised ROI is being achieved
Doing x action y times by the end of the first week
Tell them users who do this have x% more success than those who don’t which is why it’s assigned
Don’t end the implementation call until next meeting is on calendar
Materials and support contacts
Explain how to get in touch for support and with you
Send onboarding call recording
Share script and checklist too
Missed meetings and re-implementations
Reschedule
Video recorded canonical implementation call good collateral to have
Weekly group implementation calls for anyone to join like when there is someone new on the team
Implementation projects and multistage implementations
Like multistage sales process
Meetings should be calendared 
Use same micro-contract approach to ensure you have commitment for the next step at each stage
Project kickoff calls and discovery
Kickoff with all stakeholders to review timelines and what needed from each participant 
Get collective commitment in front of all others
Involve sponsors and internal vendors
Restate customer’s goal for the solution and walk them through what they need to do to get there and timeline 
Have visuals. Major steps, timeline, google sheet with deliverables, customer owner, target date, status
Templated google sheet
Create copy for each customer
Ahead of kickoff, identify with deal sponsor the various customer stakeholders for each item
Progressions and status reporting
Update plan sheet
Implementation thread in email
Advanced progress tracking
Move the sheet info to CRM
Implementation item execution proactivity
Do the work for the customers as much as possible
Make it as easy as possible what they need to do themselves
Snags and people wanting to diverge
Reschedule if meetings canceled
“The reason we need to hand this call is because I need 15 minutes with you to xyz. This is uk protest because it’s required for the next step of the implementation, which (sponsor) was hoping to get completed by (date). What can I do to help get this completed so we can attain that goal?”
Don’t tattle to sponsor. Just keep pushing forward and keep all in the loop politely. 
Completion
Notify deal sponsors when fully implemented 
Charging for implementation 
If requires lots of labor on your end or hooking into multiple enterprise systems
Inducements for users/stakeholders
Explain how this will make the users more in-demand in the future
Create an actual certification in your solution 
Lightweight text after implementation, open book, and completing a certain set of actions x times
Digital pdf certificate and entry into a registry that employers can check
Send company swag to users who get through implementation
Shirts, post-its, pens
Evaluate CS staff not only on renewal metrics but on success precursor metrics (proportion of users they are responsible for who have logged in or attained some measurable outcome in last 30 days)
Or compensate on net promoter score or customer satisfaction survey score
Inbound response and support tickets
Inbound support request capture
Support email address
Front, help scout
Zendesk, freshdesk, servicecloud
General support tenets
Take all the blame for the issue
Validate the frustration
Probably your fault in some way (app wasn’t clear)
Rapid response
Direct phone call back
Great support can paper over issues in an early solution
Response tracking
Only close tickets when it’s clear you have solved the problem. Want affirmative statement you fixed the problem. 
Canned responses and macros
If someone complains, then probably many more out there with the problem who aren’t complaining
Fix it in the product
Write faq answers
Links to support articles
Ticket tagging/product feedback
Bug fixes
New features for unmet desires
Add tags to tickets for areas of product like editor and feature requested like saving 
Other inbound support tools
Live chat
Faster resolution
Social support
Social listening to tell you when people talking about your solution
Treat as inbound support ticket
Acknowledge, let them know what you’re doing to solve
Public reply saying you emailed them
Phone
Expensive but good to offer in case people prefer
Proactive customer monitoring
Look at usage metrics
Inspection
Allow support to log in as a user
Look for value precursors and value outcomes that show the promised value is happening
Custom reporting
Trailing time intervals showing key value indicators and outcomes for each user and customer
Reports showing which data sets need help and fell below designated usage levels
Users who haven’t logged in for a while
Dedicated tooling
Gainsight or catalyst to pull user activity and act on it with templates, playbooks
CS pipeline
Acting on data
Review the info periodically
Find those with big success to give kudos and log as customer references
Find those not doing well and act
Reach out politely saying you want to help them be successful and learn what’s keeping them from being able to achieve success and fix it
Pitch implementation and the user facing value props
Later can involve their management and original decision makers
Suggest they block off time and use calendar reminders and you help manage the process
If someone with a license leaves, talk to decision maker to secure new user and run them through onboarding
Instrument usage even for managers to do same for them if they leave
Stubborn users: make case about how this will help them do all the great things they want now and in their future jobs. Show them opportunity cost. Involve deal sponsor to get a different user. 
Focus time on the C+/B- users not the D or F or A
Success outcome capture
Document and capture outcomes showing value and success
In product
Show evidence of outcomes
Survey/conversation 
Ask what they’ve accomplished
30 day check-in call
Net promoter score
Survey after 45 days
Capture all this into CRM as activities with time stamps so you can report on them
How quickly do customers get to ROI payback?
What portion of our customers get to what level of success in first/second/third month?
Quarterly business reviews
Reflect back the success they are having
Reconfirm value
Upsell to other groups
Promote to their friends in other companies
Participants
Same folks who bought the software including the decision maker who spent the budget
Customer wants you to give them the ROI info to make them look smart
Tooling and approach
Nice slide deck
List shared goals that drove the purchase
Chance to do rediscovery and sure same pains are still priorities
When you bought x, you had y problem. I’d that still the primary challenge you’re facing?
Note opportunities for more ROI with more adoption
If some users aren’t using, show the high cost of non-adoption and sell retraining for them
If they’re all using, sell participation in marketing collateral like videos, slides, and case studies where metrics of success are reviewed and documented in an easily shareable format to get in front of potential customers and make the client look like a brilliant thought leader
Recommendations at end and buy-in from decision maker that these are the right next steps and proposed action plan to achieve them
Can do on-site or virtual
Can offer live retraining, Q&A, customer appreciation like pizza, cookies, swag
Record if digital
If product is low cost, develop automated QBR to deliver same metrics and proof via email and in the product
Outcomes and next actions
Summarize in follow up email
Crank on agreed actions
Reporting on QBRs
Spreadsheet listing each QBR in a row which you populate when you first onboard the customer
Eventually inside CRM
Have an event of type QBR with completion state either to be scheduled or scheduled or completed
When opportunity is closed won, set the QBR field to automatically populate at quarterly intervals so you can easily report on the to be scheduled QBRs in next 60 days to schedule and prepare materials for
Support sites and asynchronous support materials
Post a fully recorded kickoff call, ideally broken up by section
New product announcements
If a question comes up more than once, make a support article and a macro
Send note and offer to help live if needed
New release communications/ongoing training
Tell existing customers about new features
Materials
Support site note as part of release process
Animated gif demo video of new feature
Webinar about new feature and record it
Email to customers
New feature announcement banners in portico
Intercom can do this
Send in email campaigns to introduce users to features over the first few months of onboarding
Recipients
Send to users and decision makers
Type field in CRM for user or manager to allow different communications to each
Implementation and monitoring
Set up new implementation calls with all accounts when new feature comes out that is important and will require some customization 
Add to onboarding training for new accounts
Renewals
Automatic renewals
Order form and MSA should have automatic renewal clause
Just run the card on file
Provide a courtesy email a month out
Renewal calls
Similar to QBR
Summarize success to date compared to promised goals
Customer goals for period ahead
Jumbo QBR
Timing
Close enough to renewal to send renewal contract right away
Renewal call 6 weeks before end of term
Calendar the renewal call when final QBR happens
If there are issues, extend the contract a month or two 
Materials and prep
Prepare success metrics
Grand finale QBR deck
Closing and upselling
Ask for the business again
Glad that we got to review this and that we’re helping you with x. Your contract renews on x date, and we’re looking forward to working together in the year ahead. 
Ask about customer goals for year ahead to find upsell opportunities 
More hiring? Buy additional seats now so they can get volume discount rather than adding one at a time over the year. 
Learning from your customer success team
Product development 
Which features too hard and create too many support requests
Sales
When a customer leaves one company to go to another, tell sales team
Tell sales which customers willing to do reference calls with prospects (rabid fans)
Marketing
Point to real world examples of success
Usage data
Success proof
Document successful outcomes in CRM to create “proof of success” collateral
Events/customer advisory
Identify cheerleaders who can help at conferences, events, feedback on new products
Tell CS to look for these opportunities 
Incentivize CS for each upsell and new opportunity
Customer success calendar management and specialization 
Block segments of time on calendar
Meetings for CS (implementation, kickoff, check-ins, QBRs) get on calendar as soon as deals are closed so future is burdened appropriately 
Track all these in CRM with different activity types for Implementation Meetings, QBRs, etc. so a simple report can tell you all accounts that have a closed won opportunity but not yet had an implementation meeting
After a dozen customers, hire someone to take this over
Codify playbook (tracked in CRM) 
Get one CS person to success then copy more of them
Responsibility specialization and compensation 
Who will do renewals? CS? AM? Or original AE?
AEs should focus on new business
Variable comp for renewals and upsells
CS can do renewals or can specialize that in AMs and CS just does implemtations, training, support, etc.
Early don’t need to split CS and AM
Each CS rep can manage 100-300 accounts
Later specialization
Split out inbound response support vs implemtation vs ongoing success vs account management and renewals

Part 2 scaling mode
Taking what you’ve proven can be done and getting others to do it too

10 early sales management and scaling concepts
One sales pod (1 SDR, 2 AEs, 1 CS) working then can scale up
Scaling antipatterns and when to hit the gas
Premature scaling
Adding sales staff before proving that the sales motion works
Hiring a VP of Sales to figure it out and hire their own sales team
First need to do founder sales for a couple dozen deals
Then prove you can repeat it with a couple reps the founder hired
Premature scaling result in getting bad or wrong customers
Lagged scaling
Founders doing sales too long creates opportunity cost
Need to package up playbook
When is the right time to scale
Good win rate in B2B is 15-30%
Of all demos, 15-30% turn into closed won deals eventually
If win rate higher, raise pricing
Then see if other reps get same rate
Total cost of AE and SDR and sales engineer should not add up to more than 20-25% of the revenue they close
Full cycle rep costing $100K should close 500K in revenue per year
Cost of sales should be 20-30% at most
Must have high enough win rate and average contract value and reliable and consistent deal cycle to be ready to scale up
Abstraction and specialization of sales roles
Role specialization 
Benefits from focus and less context switching
Specialization and sales maturity stages
Step by step and validating hypotheses
Founder doing it all
Founder does appointment setting, sales, CS, renewals
Antipattern is hiring a sales guy to figure it out
Antipattern is not charging for the solution
Antipattern is not investing time to prove the customer attains the promised value
Founder plus SDR / founder plus CSM
Success criteria is a few dozen customers acquired, onboarded, and getting to success with clear, repeatable, documented sales motion ready to be tested on one or more non-founder sellers all while maintaining healthy sales KPIs like win rate, attainment
Antipattern is hiring a VP Sales to gifugre it out or acquiring a bunch of customers only a fraction of which get to success (spraying and praying)
Founder plus SDR and two AEs
Hiring, training, management to success of one or more sellers (typically two to start) aside from the founder seller
Training, management, coaching, inspection, correction, tooling
Exit criteria is engaging prospects, presenting, closing ideal customer profile customers who then get to success and value at least as efficiently as you were previously
Antipattern: you want to do it “just right” (too much time playing instead of coaching)
Antipattern: hiring too many too fast
Initial sales pod of 1 SDR, 2 AE, 1 CS
Founder fully steps out of selling day to day
Prove out performance of a complete unit (lead gen, selling and closing, onboarding)
Founder focused on sales orchestration refinement and management, process definition and implementation, tooling creation and adoption
Introduce sales development and customer success roles and interactions and rules of engagement so they are tight and without gaps
Exit criteria is unit producing revenue at predictable rate, all members hitting their KPIs (meetings booked by SDRs, deals closed by AEs, onboarding customers with high NPS scores by CS) with smooth handoffs and proper backchecks to prevent dropped balls
Unit of revenue production and retention has solid unit economics, paying for its own salary costs and throwing off cash to the business
Confident you can clone this
Sales pod abstraction and initial scale
Clone initial pod
More managerial complexity
More focus on metrics and analytics
Add a professional sales manager, maybe after proving successful hiring and onboarding of another cohort or two of additional reps to fully develop the management motions before handing them off
Exit criteria is for unit to be producing predictable revenue, all members hitting KPIs, returning lots of contribution margin to the business
Confident you can hand a unit to a professional sales manager and they could manage and clone it
Antipattern is handing the beginnings off to a manager before fully baked, not tending to additional complexity, or ensuring there is sufficient lead gen to power incremental AEs
Fully scaled sales team of teams
Leadership: Sales ops, VP Sales and Success
Management: SDR manager, 2 AE managers, CSM manager
IC: 6 SDR, 12 AE, 6 CSM
Sales operations
Sales enablement, sales strategy, sales effectiveness
Metrics, process refinement, technology
Makes sense when you have enough reps that a single sales ops headcount salary, blended across reps will be worth the time savings and revenue lift that stems from the addition of the headcount
Could be as early as 10 reps
Product management of the sales org
Removing friction/bugs
Adding functionality/features
Early sales management
Enabling, coaching, inspecting, correcting, celebrating group of reps
Raise quantity and quality of activity
Role of sales manager
You should not be doing the selling and instead should be managing it
Better scale by figuring out how others can sell even if you are better
Hiring pipeline and onboarding and training reps
Manager activities
Building playbooks, materials
Hiring, onboarding
Monitoring and coaching reps
Does this action have recurring impact and make more than 1 person successful?
Don’t jump on calls
Phone screen new candidates
Mock pitches with new reps
Review team metrics
Hiring and onboarding
The pipeline above the pipeline
Use same rigor, process orientation, execution as selling activities
Rigorous and excellent onboarding and ramp to success
Process construction, adherence monitoring, tooling adoption
Process documented in bullet points or graphical chart
Rules of Engagement
Metrics harness construction and monitoring
Quantity and quality of activity done by reps, who is meeting the bar and why
Inspection, coaching, correction
Dig into issues the metrics show and find root cause with rep
Radical Candor book and article
Atrium article on making performance conversations easy
Materials and documentation
Document objection handling
Central repo of best demos
New slides for newly shipped features
Docsend, showpad, highspot
Performance management, professional development, offboarding
Identify growth opps for individuals and soft spots that need correction and working to resolve them
1:1s
Quarterly, biannual, annual performance reviews
Frequent, regularly cadenced, documented performance management convos need to be happening
Tactics to improve desired sales outcomes: for AEs more and bigger deals; for SDRs, more and better opp creation
Issues discovered during metrics reviews discussed, solutions prescribed, progress against those checked until resolved
Long term career development convos
Identify desired path for each rep. SDR to manager or AE? AE into more complex deals or into management?
Then actions to achieve that goal in set timeline
Give one management task off your plate like “owner of all objection handling info” assuming rep hitting all numbers from output standpoint and they can do this as a 10% project (4 hours per week blocked on public cal and identifiable)
Or someone who wants to move into enterprise selling to ride along with more senior rep on a deal
Monitor employee engagement and morale
Not player but coach. Not doer but teacher. 
Modern metrical sales manager
Not just riding along or inspecting calls randomly but being driven by metrics to find soft spots or activity or quality issues
Goal setting
$80k in new business bookings per month per rep
10 new qualified meetings per SDR per week 
Sales methods definition and benchmark setting
Need to know stages a deal needs to go through and how many of each stage needed for a number of deals
Meetings per AE per week. How many first versus follow up
How many opps should a rep interact with per week
How many new opps should an SDR create per month
How many emails per week
How many accounts engaged per month
Baselines allow validation that reps engaging in necessary quantity and quality of activity
Recording and capturing activity
Deals closed
Meetings held
Emails sent
CRM or whiteboard with names and tallies daily/weekly/monthly for various tracked items
Metrics consumption
Bake metrics review into daily and weekly cadences
Call out divergences from intended baselines
Monthly postmortem where you review metrics in aggregate and per-rep level
Anomaly detection
Why one rep diverging from others and from intended baselines
Root causing issues
Metrics tree to drill into
Sales motion inspection
Inspect actual calls, meetings, and emails
Listen to recorded calls (chorus, gong) or ride along on rep’s new deals
Focus based on metrics 
Coaching and spreading success
Diagnose the issue
Identify the the shortfall
Teach the solution
Repeat it by mock repetitions until the rep gets it right
Dig in and be hands on and forget concerns of micromanagement
Prevent problems through rigorous new rep onboarding training
Identify new best practices through improved metrics and teach it to the rest of the team
Stage-specific management rigor
Rarely there are downsides to being too rigorous too early
Early on
First couple of reps 
More organic
Overinvest time in monitoring and inspection
Want to prove the solution can be sold by non-founders
Sit on calls, be CC’d on prospect communications 
Learn where reps have trouble to add that to onboarding and training materials
At scale
Half a dozen reps or more
Solid metrics
Zoom in on potential hot spots
Goals
Ensure good yields (few hires that flame out)
Quick ramps to success
Quicker identification and exiting out of bad hires
Just like early on you were creating the model for selling the solution, now creating the model for managing reps
Sales performance instrumentation
Quantity, quality, mix
Successful sales comes from high quantity of high quality activities
Can’t look at just outputs
Quantity metrics are counts (meetings booked, emails sent, pipeline value, etc.)
Number of customer facing meetings, number of first meetings, number of new opportunities created, number of emails sent, number of calls made, number of presentations made, number of proposals sent, number of opportunity forward progressions, number of contacts engaged for the first time, number of accounts engaged, Number of opportunities currently in the pipeline, amount of pipeline value, number of deals won, number of deals lost, amount of revenue booked
Start with quantity metrics but add quality ones soon
Quality metrics typically ratios and averages like win rate, deal size, deal age, age of opportunities in pipeline, pipeline conversion rate, average time between interactions with an opportunity, average age of an opportunity in a stage, ratio of first meetings to follow up meetings
Metrics change by role
SDRs do more activity less deeply versus AEs opposite
SDR quantity metrics 
Meetings created, amount of pipeline created, emails sent, calls made, connected calls, talk time, number of accounts engaged, number of contacts engaged, number of meetings held
SDR quality metrics
Response rate on emails, connect rate on phone calls, contacts engaged per account, number of activities per contact, activities per account, conversion rate of accounts engaged to meetings created, win rate on opportunities created, average deal size
Compare between reps
Track historical changes
Report on deals with bad execution
Track untouched opportunities over time to assess how on top of the pipeline a given account executive his compared to colleagues
Use the list of opportunities now as to do list for a rep 
For an SDR, it might be the list of accounts that have fewer contacts engaged than a specified goal (3 per account for enterprise sales)
Reading metrics
Will tell you what your best reps do and how
Maybe higher win rate due to involving more stakeholders earlier which shows up in higher number of contacts engaged per account
Can track changes in rep performance over time and evaluate new classes of hires 
If a rep’s metrics get worse can indicate attrition
Managerial operational cadence
Standups
Team meetings
Pipeline reviews
Individual 1:1s
Monthly retros
Quarterly business reviews
Recurring meetings with set purpose
Put agenda in meeting description 
Breadth of attendance: split into multiple meetings if not everyone required
Cadencing: check in on what was agreed to in last meeting
No need for weekly all hands
1:1s more often than monthly
Time frame not too long: prioritize, use tracking document to record what was covered and action items
Timing of meetings: lunchtime or start or end of day to not stomp on productive time
Content and format set explicitly 
Examples of sales operational cadence meetings
Example of an operational cadence calendar
Adding managerial layers
Add layers under you when you drop balls and don’t have time for all the management tasks you need to do
The better metrics harness you have, the farther you can manage alone
Initial capacity is 6-9 reps or just one pod; beyond that need management help
Add an SDR team lead to manage day to day metrical performance of SDR team
Nominate an outperformed to manage metrics monitoring and report out and first line of defense on questions about product, rules of engagement
You focus on higher leverage managerial activities like hiring, onboarding, performance management
Team lead doesn’t get people management topics like 1:1s, performance management, professional development, hiring, onboarding
Professional development and promotion paths
SDR to AE
Midmarket AE to enterprise
AE closing $40K ARR per month at 10-20K/deal
Enterprise AE closing $50K deals can do 1-2M/year
SDR to senior SDR to junior AE
Practicing disco calls, open ended questions, presentation and demo, objection handling
Topics normally covered in AE onboarding 
Recurring basis: couple of hours scheduled weekly with managers or riding along with AEs on disco calls and demos or listening to recordings of those outside of calling hours
AEs and CSMs working larger and more complicated clients
Managerial development path
Helping others on team be more successful
Helping with your management tasks
Tooling and process projects
Analyzing and improving specific part of sales motion
Prospecting
Outbound engagement
Inbound response
Pipeline management
Building a strong org culture
Who gets rewarded, promoted, let go
Specification
What org to run
Who to sell to
Who to hire
Documentation
Bullets in google doc
Repeat values over and over
Articulation
Hire for it
Onboarding
Team meetings
All hands
Spot bonuses
Shoutouts
Screenshots
Kudos channel

11 high impact sales hiring
Scale sales through hiring and execution of sales work
Starting to scale and the criticality of quality sales hiring
Huge opportunity cost
Scaling by specialization
First add market development reps to load your calendar
Then when you are overloaded on closing can add account execs
Then when enough customers approaching renewals, add account managers
Determining hiring profile
Profile different than job description
Set of characteristics of ideal hire, raw and professional ones
Sales staff should be of same quality as engineering staff and hiring methodology should reflect this
Don’t just hire mediocre people and fire them if they don’t work out
Raw characteristics
High intellectual acumen
High “figure shit out” quotient (practical, resourceful, street smarts)
High grinder quotient
Need smart sales staff
Need to quickly stay up to speed on new features and market dynamics
Ability to work through large amounts of not terribly pleasant work because it’s important for their success
Understand well the Space operating in
Smarts
Referral by people you trust
College 
Resourcefulness
Starting businesses
Clever hacks
Competitiveness
Sports activity
Coachability 
Competitive athletes who were coached
Likability, charisma, leadership
Leadership in teams, clubs, winning elections
Detail orientation
Look for errors in details, typos, grammatical errors
Ask in written screen how they organize their lives
What does their gmail inbox look like
Photo of their desk
Persistence
Crew, swimming, cycling, long distance running, track
Eagle Scout
Positivity
Even 35% win rate means most deals lost
Pay attention to how they discuss failures or difficult experience
Teamwork
Team sports
Founding a business
Participant in service org
Professional characteristics 
Market development reps out of college so look mostly at personal characteristics 
More senior staff consider prior experience
Best to cultivate AEs from SDRs but sometimes need to hire AEs directly and can look at prior orgs as a heuristic
Industry focus
Look for those who sold to same decision makers at similar price point and budgetary tempo
Role execution focus
Did they focus on one part of the process or everything (focus is ideal)
Sales cycle tempo mismatch
High volume/quick cycle vs not
Industry bellwethers
Be wary of pulling staff from incumbents because they had a brand behind them
Poor technical adoption, CRM misuse
Mid stage startups
Orgs that have hit escape velocity and sales staff looking to jump onto next rocket ship
Customers
People in the industry you sell to
Achievement characteristics
Ask about quota attainment, activity metrics
Ask for screenshots of CRM revenue leaderboards showing the candidate
Shows you the other top performers to recruit
Screenshots of activity graphs
Relationships or hiring a Rolodex
Dead notion
Use LinkedIn, jigsaw/data.com, Hoovers/D&B to find decision makers
Articulating and documenting hiring profile
Write down desirable characteristics 
Sources of hire or how to find your profile
Staffing agencies
Sales specific one
TheLions, Betts Recruiting, Rainmakers
Push back when getting bad resumes
Look for candidates with good networks who can refer more future hires
Tell recruiters to only submit one resume at a time and wait until you process it so they give you the best first
Referral recruiting
Best source
Referral bonus
Remind staff about it and engage in it proactively
Bake into recurring team meetings
Sit down with staff and review their LinkedIn and Facebook connections and build a lead list
Share successes with team when it works
Give feedback to referrers even if someone doesn’t work out
Job boards
Lower quality 
Worse signal to noise ratio
Need thorough screening
Be clear on required and nice to have things
Specify interview process like mock pitches etc. 
target a dozen high quality resumes per week
Direct sourcing
Complex search queries on LinkedIn
Find personal emails on profiles and contact those
Sell, screen, sell
Screening, interviewing, and closing
Prove that they have the skills necessary
Screening
Asynchronous as much as possible
Artifact-based pre-screens
Written screen
Dozen open ended questions for them to respond to
Instructed to spend no more than an hour
Lighthearted and pithy
Examples
Tell me about something you built that you’re proud of
What do you think about Google glass?
What sort of team sports did you play in high school or college? What was your favorite?
Scale of 1 to 10 how messy is your room? Be honest.
Tell me what you like about sales or recruiting in your awards
Document for me a deal, either sales or recruiting, that went terribly. Be totally honest.
Looking for clear communication with beginning, middle, and end and free of typos
Mini homework assignment involving account research and  voicemail pitching
At end of written test, ask candidate to send me 30 sec voicemail pitching TalentBin as if I were head of recruiting at Airbnb
Don’t leave your cell phone but instead see if candidate finds it in email signature or online
Written GMAT questions
Don’t skip written screens for senior reps
Templated google doc that gets forked and shared with candidates
Phone screen
Authenticate intellectual acumen
Ask them to talk through a lead gen and sales funnel they’re familiar with
What were the inputs to the sales funnel
What were the characteristics of the prospects and how could we find more of them scalably
What were the competitive characteristics of the market
What would lead to higher conversion of the sales funnel
Can they keep up with the questions and explain their answers, can they problem solve with a scalability focused mindset
How would they solve the issue of insufficient customers for the example sales funnel
If you were king of the world, how would you solve this
Could the funnel be more efficient by serving more product in a given time
How to ensure customers were happy with the value provided
How do we know they like the product and will tell others
How to allow reps to do more demos in a given time period
30 min phone screen, last 10 min for their questions and selling them on the org
Have candidates call you to test punctuality 
Purposefully miss their inbound call to test voice mail game, do they immediately email you, when do they call back, persistence
Write down notes of green, yellow, red flags 
Mock presentation screening
Sell me their existing solution 
I act as mock prospect which they can assign to me or I can concoct
Instruct candidate to treat me as a prospect who has agreed to a demo and run the process all the way for real
Send me a cal invite with screen sharing instructions
Execute full presentation and demo for 30-60 min
Follow up with proposal
Things to look for
Is the cal invite clear
Do they send an email confirming the meeting
Do they send a reminder
How do they conduct the call
What pre-call prep did they do to ensure they know pertinent details about my mock business which they assigned me
Do they start with discovery questions
Do they proceed to problem and solution statements in a way that is tailored to what we discussed in the discovery questions
Are they consultative in their approach
Do they engage in presentation comprehension check-ins, making sure I’m paying attention
Are they facile with ROI and business driver calculations pertinent to my business
Do they build agreement through the presentation 
How do they react when I feign confusion on an important topic
How do they handle objections
How do they react to aggressive, verging on combative, questions
How do they handle my questions about competition
Do they ask for the sale
Judge coachability
Stop them partway, give some pointers, request they start the section again
Based on outcome, will progress to on-site interviews or end the process
Interviewing
Do all prior screening yourself before wasting team time
Get team’s perspective
Team interviews
Specific goals for each staff member
Recruiting acumen
Tool adoption and tech understanding
Culture fit 
Selling them on the job
Script out each person’s questions
Note down green, yellow, red flags and overall summation recommendation 
Block time for note taking after the interview
Look for red flags missed before
Group cultural interview by taking candidate out for beer
Social beer interview
Invite broader team beyond just interview team
Require all staff to provide feedback in green/yellow/red flag format and summary recommendation
Mainly looking for red flags
Deciding between multiple candidates
If too many good ones, hire extra as they will be revenue positive soon
Reference checking
Provided references
On a scale of 1-10, how likely would you recommend them? Must be 8 or above or else find out why lower
What would you need to do to become a 10?
Backchannel references
Look for shared LinkedIn and Facebook connections
Look for people closer to you than them
What are the top 3 characteristics of the candidate (to 3-4 people to see patterns)
Post interview
Move fast
If there’s doubt, there is no doubt
Compensation 
Look at market rates
Glassdoor, payscale
If average deal size is 10K and rep can close 5 per month netting you 50K in bookings, at a 20% cost of sales can’t be paying then more than 10K per month in base and commission. Can’t pay 100K base and 200K OTE
Variable compensation 
50/50 for AEs
60/40 or 70/30 for SDRs and CSMs
Quotas a bit old school. CRM with metrics and charts and ratios better for management. But quotas still useful. 
Quotas best when you know the natural rate of sales
New hires will ask what percent of reps are hitting their quota 
SDRs
Salesforce SDR in SF makes 50K base and 70K OTE
Variable comp based on verified qualified opportunities; AE has the meeting and confirms they’re qualified 
Weekly goals depend on deal size and type
100 calls and 100 emails per day that are high quality
$50/appt set and held for 8 target per week for $20K variable comp
Do not cap upside
Don’t make variable comp all or nothing 
AEs
50/50 split
50-60 base and OTE 100-120K
Expensive software like Workday could be $100K base and $200K OTE
Want cost of sales not to exceed 20% of revenue
Quotas should be attainable
CRM should be able to show win rates, number of opps a typical rep gets a month from SDRs
Figure out your rate of sales as a founder and then extrapolate to someone doing it full time
Pay commissions on cash in the door not just bookings collected over time
Jason Lemkin idea of rep gets no commission until they cover their base salary and then they get double commission 
Equity
Substantially lower than for engineers
A few basis points vested over 4 years
Offering and closing candidates
Verbal offer via phone followed by formal offer letter after they’re interested in progressing
If not proceeding, just say it wasn’t a fit and not much else
Just talk about what you pay and rationale behind it instead of asking for candidate expectations 
Get verbal agreement before sending offer letter
“I only want to send an offer letter if you’re going to sign it, so will you accept this offer when I present it?”
Don’t negotiate comp
Don’t want disparities on team
Explain market comp and business economics rationale and why it’s fair
Large supply of qualified sales professionals 
Sell other parts of the role like personal development, career progression, put role and salary review 6 months after start
After closing
Move to start date as quickly as possible
Target starting classes together
Line up materials for onboarding and assignable pre-work

12 high impact sales onboarding and training
Rigorous 1-2 week sales bootcamp
Pre-onboarding homework
Company culture
Market subject matter and product
Tooling and process training
Drilling and repetitions
Ramp
Monitoring
Onboarding 101
University style
Give team names to classes; sparring drills. Camaraderie and competition 
Hire in classes and onboard that way too
Really big google doc you fork for each class
Then a series of google docs linked to google sheet checklist to track execution of each class
Onboarding software like Parklet or Kin
Pre-work
Assign not-insignificant amount of work
Readings, presentations, recordings
Library of awesome calls and terrible calls organized by customer type; watch a set ahead of time
Recorded feature demos and webinars
Support portal with video content
Provide a series of hyperlinks to work through
Assign some reading including some books
Or assortment of blog posts
The Goal
Getting Things Done
The Score Takes Care of Itself
10 hours of work over 2 weeks
Tell them their execution will be monitored and audited. This is not optional. It’s important. There will be a test. 
Deliver in way you can openly track progress and which they know you have ability to track
Sharing in google doc and asking them to highlight sections as they complete them
Standard admin work
W2, etc.
Cultural onboarding
Explicitly share tenets and values of sales team and how it operates
Nice example values from TalentBin
Mention those values during hiring process
Frame them in your organizational history
Business and market subject matter onboarding
Market understanding
Full hour session on the history and state of the art of the industry, impacts from latest trends, other solutions in the market and nearby that work together
Business driver understanding 
How does client business work, key cost and revenue drivers, how solutions impact them
Diffenrces between verticals
Common metrics to measure the drivers
Have teammate do the training for an hour and record it and test people on it
Technical understanding 
Key technical details in the industry
Product and presentation onboarding
Initial product walkthrough
Key elements, use cases, business drivers
Abridged version of customer facing demo
Present and test with quizzing software
Sales presentation and segments
Walk through all parts of the presentation and explain context of each part 
Customer facing demo and demo segments
Mock demo to class as if customer
The point of this section is to demonstrate abc which help users do xyz to solve pain mno
Objection handling
Go through list of common ones
Competition
Go over landscape
Tools and process onboarding 
Provisioning and configuration
High quality equipment
Pre-provision software
Google apps, salesforce, act-on sales account, yesware, ClearSlide, insidesales.com click to call, insidesales.com power dialer, ringcentral
Add to recurring meetings
Shwag ready on day one
Configure accounts like email signatures in a group setting together
Google chrome setup and bookmarking
Gmail setup: email signature, keyboard shortcuts, undo send, send and archive, auto advance, other enablers of inbox zero
Adding browser and gmail plugins like rapportive, Yesware
Voicemail setup for phone
Jing for screenshotting and screen casting
Corporate email on cell phone
Demo environment in product they will sell
Training: basic tools
Cover all tools they’re expected to use
Browser
GTD mindset
Closing tabs that aren’t needed anymore
Creating a new window for a new task that may create multiple tabs
Closing windows when a task completes
Keyboard shortcuts
Email for sales
GTD
If no next action, archive
Audit this: when reps have already read unimportant email in inbox, tell them
Remove email push notifications
Close email and work out of CRM and calendar
Teach well written emails
Clear topical subject lines
How to use CC properly and reply all
Messages with whitespace for readability, bold, bullets, headings, calling out individuals and action items
Write for searchability so it’s easy to find 
 How to proofread and expectations for rigor and grammatical excellence in client-facing communications
This will be audited in the CRM
Templating mindset
Save time and reduce errors
Provide templates for new product releases
Encourage reps to create own
Culture of template sharing
Keystroke shortcuts
Print out cheat sheet for all reps
J, K
X
E
Command enter
Enter
R
G I
Calendaring
Using calendar to manage prospects
Using calendar to manage self
Sending, confirming, declining
Compelling invites
Venue in the where
Clear and actionable title
Agenda items in body with repetition of venue
Removal of items that aren’t relevant
Prep and follow up blocks for meetings and no back to backs 
Blocking stretches for follow up time, midpipeline management, inbox maintenance
Painting the calendar: book block by block the entire day so you spend time on the correct things
Training: sales tools
CRM
If it’s not in salesforce, it doesn’t count or get paid
Audit it
Data model
Explain accounts, contacts as children, opps as unit of potential commerce with an account, activities record info about interactions and as to-dos for future
Show how to create each object and important fields like projected revenue, stage, size of opp/size of prize, contact info and title
How to disposition items like marking a demo as held and recording notes, retiring tasks, noting closed won and lost opps
Key reports and task views
Bookmark key ones
Console viewer for easy task viewing and execution
Pipeline reports
Error checking reports like open opps with insufficient activity or demos or tasks in unexecuted states
Sales-enabled email
Act-On marketing automation suite
Yesware to BCC to salesforce, open and click track, templating
IHance for catching and pushing to Salesloft inbound emails from prospects
BCCing to salesforce
Open and click tracking
Templating and mass mailing
Mass mailing to midpipeline template to “check out this new feature”
How and when to use open and click tracking (how MDR outreach is received and how follow-up collateral is shared)
Presentation software
Clearslide, zoom
Standard slide decks
Recording 
Post follow up like sending instrumented deck hyperlinks
Dispositioning of demo notes
Power dialing software
Making calls
Leaving pre-recorded voicemails
Sending follow-up emails
Sales cycle and cadence
How customer purchases
Budgetary cycles
Walk through tempo of typical deal
Who is responsible for what part
Sales org cadence
Solid weekly, monthly, quarterly cadence
Review goals of each meeting
Weekly hour long Monday call
Previous week stats and revenue progress
Share product and customer success progress
Team wins
Team learnings and mistakes
Twice daily standup (before lunch, at close) to review activity, wins, learning
Weekly hour long pipeline meeting to review deals, drive accountability, get team feedback
Monthly company all hands
Weekly happy hour close of Fri
Drilling, repetitions, shadowing
Group drilling and repetitions
Must drill demo and presentation
Don’t burn valid opportunities doing this
Have each rep present each chapter of the presentation and demo step by step to the whole class and stop to get feedback from instructor/you and rest of team
Sparring
Split class into groups of two
Each pair trade off as presenter and prospect
Series of mock presentations 
Do this for presentation and negotiation calls and cold calling for lead gen
Run sparring in full game situation using normal tools not just sitting in room looking at each other
Pair programming/ride alongs
Recorded calls as assigned pre-work better than riding along during selling hours
Pair programming: pair new hire with seasoned individual in their role to follow key workflows in a production environment
Can do it for SDRs and AEs
Bluebirding, ramp, monitoring
Bluebirding, proactive call review, KPI tracking
Bluebirding, throwaways, and teaming
When AEs starting, give them bluebird opportunities (easy ones likely to close such as those that come in inbound like lead capture forms)
Team with reps on early calls
You’re not there to correct slight wobbles, just if wheels come off
Give reps printed script for presentation and demo
Opposite is throwaways that are inbound and unqualified. Helpful as practice demos for onboarding
Proactive and ambient call review 
Sitting in on live calls too expensive if done too long
Record all sales calls
Require reps to surface to team at standups when they’ve had an awesome or heinous call
Awesome ones to in hall of fame used for future onboarding
Heinous ones discussed and listened to to analyze
Listen to calls happening around you 
KPI tracking and 1:1s
Hold rates for demos by MDRs
Win rates for AEs
Activity levels and stuck opportunities
Ongoing learning and development 
Train on product and market updates and test on it
Cadenced coaching and professional development 
An hour blocked at end of day Fri
SDRs do drilling with management and each other on objection handling, messaging review, demo practice
AEs work on different parts of sales motion
Invest in building machine that can take junior SDRs and train them into top AEs
Releases and market changes
Embed product updates into a cadenced meeting
Have product management or product marketing come for 10 minutes of weekly sales team meeting to show what just shipped and what’s on deck 
Plus one off training exercises on new releases
New slides for deck
New part of demo
Special event over catered lunch or take over Fri training session for it
Same with market changes or competitors; treat it like a product release

13 where do you go from here
Conclusion 
Are you ready to hire a sales leader?
Exit criteria is a set of sellers selling as well as you were
Who to hire?
Want hands on tactical sales leader
Similar sales motion and average price
Someone who scaled farther than you but not to massive conglomerate
Reference and backchannel reference
References
Selling
Transparency sale
Challenger sale
Triangle selling
Spin selling
Sales management
Cracking the sales management code
Revenue acceleration formula
Blueprints for a SaaS sales organization
Prospecting and SDR management
Sales development playbook
Leading sales development
Fanatical prospecting
Startup sales
David skok blog forentrepreneurs.com
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