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Readings and musings

Notes on The Sales Development Playbook by Trish Bertuzzi

10/14/2025

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Next up on my sales education reading list was The Sales Development Playbook: Build Repeatable Pipeline and Accelerate Growth with Inside Sales by Trish Bertuzzi, and it was excellent. It reminded me a lot of The Sales Acceleration Formula and built on top of it.

It explained building up a sales dev function across several key areas: Strategy, Specialization, Recruiting, Retention, Execution, and Leadership. I learned a lot from all of those sections, especially around specialization and recruiting. I also really liked how it gave industry benchmarks and actual recommendations rather than just saying everything depends on the situation.

I highly recommend this book for anyone building a sales team. My main notes and takeaways are below.

​Intro
Strategy
Specialization
Recruiting
Retention
Execution
Leadership 
Bridge group consulting she does

Part 1 strategy

1 selling in 21st century

2 consider five why’s
AIDA
Attention
Interest
Decision
Action
Five why’s of buyer journey
Why listen
Why care
Why change
Why you
Why now
Why listen and why care is domain of sales development 
Evolve curiosity into interest

3 let requirements guide your model
Two models: setting intro meetings (just why listen stage) or generating qualified opps (why listen and why care stages)
Equal number of orgs use either model
Use intro meeting model when market immature and account execs need more at bats
Key is to just have right profile, right  person, right pain
AE should develop interest into actual opp
When calendar not full enough, use intro meeting model
Qualified opps
Full BANT
PACT qualification: pain, authority, consequence, target profile
Consequence is they realize the problem of not acting
Target profile is checking for cultural or organizational red flags to make sure it’s a fit

4 build a solid foundation
Market message fit

Part 2 specialization

5 go allbound for pipeline
Role specialization
Inbound + outbound is allbound

6 sell to everyone, close no one
ABCDs
Tier A accounts: dream list, named accounts
B: bread and butter accounts
C: compelling events 
D: dead ends
Prioritize prospects
A list rarely comes inbound
A list is where outbound reps should focus effort
B list is inbound SDR focused
C list good for prospecting but competitive 
D list look for red flags

7 specialize to accelerate
Specialize inbound vs outbound reps
Inbound and outbound skills differ in some ways listed in exhibit table
Inbound teams structure
Hard to equalize territories and lead flow
Round robin uniform quotas better or territory based different quotas
Round robin simplest
1 inbound SDR can do 200-300 inbound leads per month
Outbound team structure
Partnering outbound SDRs with specific account execs
Assigned outbound SDRs named or strategic accounts
Combo of above two
1 outbound SDR can target 100-200 accounts per month (cumulative not new new)
Rules of engagement
Cooling off periods based on average cycle length
Channel conflicts

8 consider the research role
Lead researcher role
Streamline data gathering for dialing and providing personalization context
Access
Data hygiene
Update the data in the crm so the reps don’t need to spend time on that 
Org charts
Context
Scanning earnings reports and other research to find nuggets to personalize
Pre sales analyst role

9 follow the early adopters

Part 3 recruiting

10 hire with urgency
Hire in groups
Start with at least 3 reps
Camaraderie
Onboarding efficiencies

11 spot qualities of qualified candidates
Passion
Perseverance
Grit
Stamina 
What’s something you’re obsessed with right now
What gives you a sense of accomplishment 
What’s the hardest task you’ve recently tackled
Competitiveness
Compassionate competitors
Tell me about the last time you were competitive
Where are you currently competing like fantasy sports and where are you in ranking 
Would you rather be the number one rep while the team misses the number or the number two rep while the team hits the goal
Curiosity
Ask how they prepared for the interview
When’s the last time you had to learn a new skill and how did you go about it
What is the last book you read
In prepping for this interview, what surprised you about our company 

12 write job descriptions 
Don’t make it dreary
Sell the job
Role elevator pitch
One minute job specific marketing video

13 compensate at market rate
Region
Required sales experience
Model (intro meetings or qualified opps)
Average sales price
Type of product
72K OTE, 64/36 split
Calculator in pdf

14 build attractive compensation plans
Clarity
Payment follows action
Reps control own destinies
Pay commissions monthly
Most use number of meetings for incentive
Pay on meetings held with right person, profile, pain
Use accelerators to pay more for meetings after quota
18 meetings monthly quota 
0-9 meetings at 80% of base rate
10-17 meetings: 100% of base rate
18 or more: 160% of base rate
Uncapped
Qualified opps model: balance of quantity and quality so reps have skin in the game 
50/40/10
Bucket 1: opps generated is 50% of incentive comp
Bucket 2: opps accepted is 40% of incentive comp
Bucket 3: opps won is 10% of incentive comp
If sales cycle longer than 90 days, make first bucket 60% and use second bucket more for promos and career path
Don’t tie more than 20% of comp to opps won
If sales cycle over 120 days, don’t tie any incentive comp to wins

15 source candidates effectively
Green candidates 
post on campus recruiting 
Career fairs
Experienced SDRs
Pitch them
Not job boards
Go after passive candidates
Messenger
CEO reach out
Ask
Sell convo not the role or applying
Sell the next step (quick convo)
LinkedIn plus messenger plus ask
Standout subject, short and sweet 
Why listen
Why care
Sell next step, 1 line reply or 5 min call instead of fill out application 
Use their name or their school
Be specific about why reaching out
Ask for referral to another good candidate 
Prompting employee referrals
Forced referral
Go through new rep’s network and make list of all their contacts that could be a fit for the role
Share list of names with rep and ask them to review and reach out 
Setting a networking quota
Always be recruiting 
Set quota for self for sourcing
Phone interview daily
Onsite interview weekly

16 Glassdoor like a pro
Stars
Percent who recommend to friend
Percent who approve of CEO
Want 3.7+ and over 80% recommended
Beef up profile page
Videos about company photo
Photos of real employees 
Encourage, respond to reviews
Ask for reviews a few months after hire and after promotion

17 treat hiring like sales process
Application plus survey
Which of our products interest you most and why
Which of the following do you consider our closest competitors (pick list of 2 real ones and 2 wrong ones)
In what year was our company founded (pick list of correct and wrong options)
If you had only 30 seconds, how would you explain what we do to somebody in an airport
Phone screen
Recruiter
Screen for red flags
Phone interview
What do you know about our company
What do you know about me personally
Great candidates come prepared
Onsite interview
Show up on time
Ask what they know about your product and market
In what situation did you have to learn a new skill
Look for clear beginning, middle, and end to answers
Candidate should try to close you
SDR shadow on site
Have them sit with current rep who operates by the book and ask them candid questions  
After shadowing, ask them do you see yourself in this role now
Offer
Lean interview process
10 days from application to offer
Offer from founder or CEO

Part 4 retention

18 lead your people
Rep tenure: usually takes 3-4 months to ramp up, 8-14 months tenure average 
Managers matter
Need to be hands on
Longer training 

19 prioritize coaching
Coaching improves NPS

20 Coach to improve
Desk to 5C program in pdf 
Define commitment
Create a schedule 
Measure results
Vary method and setting
Recorded call reviews
Side by side coaching with Coach listening live while rep works
Group coaching
Self assessments by reps of specific calls
Leader does 10 outbound calls per day to validate everything and set example

21 develop to grow
Give reps 10% time to sit in on other jobs and departments and learn
Quarterly buy business book for reps
Sales book
Industry book
What buyers are reading
Book club session date scheduled
Each rep shares top 3 takeaways
Leader creates action plan to implement what learned
Fund outside learning opps like events and webinars
Require reps to present what learned back to group 
American association of inside sales professionals
Use contests to keep it fun
Change up the contests
Team based contests
Split team into 2
Winner is highest average meetings per rep
Team prize like jerseys or catered dinner
22 build career paths
Expectation gap
Overselling during hiring
Build in micro promotions
Build steps within roles like from junior to senior
5-9 month cadence
Ramp, achieve, advance and repeat
Promote on achievement not tenure
3 month quota attainment
3 month opportunity acceptance rate
Recommendation of peers
Embed expectations into hiring
Moving from prospector to closer
Sit in on calls they generate
Let them run first call
Need skills beyond just metrics
Average sales price affects timing to promotion to AE
Higher price takes longer to promote
9-16 months for mid
Put SDRs through same hiring process for AEs as external candidates
Give off-ramp for AEs who don’t perform in a quarter 
Go back to SDR
Find another role
Go on 45 day pip

Part 5 execution

23 master blocking and tackling
Efficient onboarding
Chunking, sequencing, and connecting
Learn new subject in bite sized chunks
Sequence proper order of learning
Connect the dots
Not just shadowing top reps and role playing
Learn then do

24 onboard by a process not an event
White glove training with specific schedule for first few weeks
Why before what
Why company exists
Purpose and beliefs
Teach about urgency of solving the problem
Template at http://sdrbook.io/3WEEKONB for onboarding topics
Film some customer Q&A sessions about day in their life for new hires to listen to
What was life like before our solution
Why was status quo not ok
Leverage internal prospects
Eat own Dog food
Exit the bubble
Sessions with other departments
There will be a test
Certification process
Role plays
Verbal and written tests
Why do customers choose us
Which trigger events create the need
What red flags identify a bad fit
Write down expected answers for each
Several modules of certification 
Prospect evaluation
Process ready, dry run with tool usage
Message ready
Pre call planning and personalized emails to dummy leads
Phone role play
Hundreds of live connects on phone to be ready
Live calling end of first week and reflect over weekend. 
Sample 3 week onboarding calendar in book

25 create compelling conversations
Suspend your ego to get people to like you
Be interested in other people
Buyer based messaging
Cross functional team to share perspectives on customer targeting and messaging 
Persona cheat sheet, titles, objectives, responsibilities, challenges, success metrics, risks and fears, consequences of status quo, big win we deliver
Buyer based inbound
Create campaign specific call backs
Specific questions per content piece
Event prep cliff notes
Sample cheat sheet for messaging and questions in pdf
Pre call planning
Personalization
3 C
Company, contact, conversation starters
Ideas in pdf

26 architect your outreach
Multitouch cadence
Reps give up too quickly
takes 6-10 attempts
Multimedia approach
Voicemail
Email
LinkedIn
Texting
6 touches across channels minimum

27 formalize your cadence
Consistency across reps
9 touches in 14 days in pdf
7 touches in 7 days

28 instill a love of voicemail
Warms up calls and emails for future
Be different and relevant
Be specific with the ask
Offer relevant research
Don’t reference previous attempts
Don’t trick prospects with something too vague 
Focus on what’s relevant to prospect and put name and company at end

29 engage with email
Open
What’s in it for me
Generate interest, don’t teach everything 
Ask

Part 6 leadership

30 choose the right captain
Director to set strategy
Managed to manage people
Skill for spotting talent
High motivational energy
Ability to sit at exec table
Team lead to also be individual contributor
Not good idea
Usually promoting rep to manager is a bad idea

31 equip the team
Sales dev toolkit
Blueprint in pdf
Understand the target
Strategize and plan
Contact
Messaging
Overcoming
Execute

32 set approximate quotas
Hit team goal
Ok if 35% don’t hit quota
Monthly passed meetings 21
Qualified opps monthly 13
Ramp up plan over 4 months

33 build your process
Speed to contact
Not all leads created equally 
Speed to lead needs preset plays
Speed limits
Account centric prospecting
When someone in a company comes inbound, if unresponsive, reach out to others in that company and reference the inbound activity 
Two no rule: need two separate contacts to say no
Lead and their boss

34 perfect the handoff
Rules of engagement 
Text prospect to confirm meeting day before
SDR listens in on discovery call

35 measure what matters
Results
Objectives
Activities
Count number of quality conversations

36 manage with meaningful metrics
Activities per day
Accounts per rep
SLA for inbound
Objectives metrics
Number of connects
Email response rate
Number of quality convos over 2 minutes
Results
Number of disco calls
Show rate
Accept rate of the opps
Win rates of deals
21 meetings set, 11 accepted opps
No Show rate 15-20%
Promote on show rate above 75% for prior 90 days
Amount of pipeline sourced and % of pipeline sourced by sales dev
Dashboard to see all metrics in pdf
Which metrics
Which timeframe
Which audience

37 enable with technologies
Tools not toys
Alleviate the burdens
Automated dialers and email trackers
Account and contact data
Sales intelligence
Automated personalization research
Dialing platform
100 dials per day results in 10 quality conversations per day
Local presence 
Email platforms
Schedule send

References
Agile selling 
Cracking sales management code
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