Module 7: Building a Repeatable Sales Process

Document what works, set up metrics, and prepare to transition from founder-led to a scalable sales organization.

Module Progress0 of 5 tasks completed

Module Tasks

Document your sales process

Write down every step of your sales process from lead to close, including templates, scripts, and playbooks.

4 hoursNotion/ConfluenceCRM documentationSales playbook v1

Define and track key metrics

Set up dashboards to track conversion rates, deal velocity, win/loss reasons, and other key metrics.

2 hoursCRM reportsSpreadsheet/dashboardSales metrics dashboard

Create your first sales hire profile

Define the ideal profile for your first sales hire based on what you've learned from founder-led sales.

2 hoursJob description templateInterview questionsSales hire profile

Build onboarding materials

Create training materials that would let a new hire ramp up quickly on your product, process, and customers.

3 hoursRecorded callsKnowledge baseSales onboarding guide

Plan your transition from founder-led sales

Decide when and how to hand off sales responsibilities, and what founder involvement should look like long-term.

2 hoursRole definitionTransition timelineTransition playbook

Define Your Sales Stages

A clear pipeline with defined stages enables forecasting, coaching, and process improvement.

StageDefinitionEntry CriteriaKey Metric
LeadAny company/contact that might be a fit
  • Matches basic ICP criteria
  • Contact info available
Lead volume, ICP match rate
QualifiedConfirmed fit, identified decision maker
  • ICP confirmed
  • Budget authority identified
  • Timeline discussed
Qualification rate
DiscoveryActive conversation about needs
  • Pain points documented
  • Decision process mapped
  • Next steps agreed
Discovery completion rate
ProposalProposal sent, awaiting decision
  • Proposal delivered
  • Pricing discussed
  • Stakeholders identified
Proposal to close rate
NegotiationActive negotiation on terms
  • Budget confirmed
  • Terms being discussed
  • Timeline agreed
Negotiation duration
Closed WonContract signed, payment received
  • Contract executed
  • Payment processed
Close rate, deal size
Closed LostDeal did not close
  • Explicit no
  • Went with competitor
  • No decision made
Loss reasons analysis

Key Sales Metrics to Track

Lead-to-Qualified Rate

% of leads that become qualified opportunities

Benchmark: 20-40%Measures ICP targeting and outreach effectiveness

Qualified-to-Won Rate

% of qualified opportunities that close

Benchmark: 20-30%Measures sales effectiveness and product-market fit

Average Deal Size

Average revenue per closed deal

Benchmark: VariesCritical for revenue forecasting and unit economics

Sales Cycle Length

Average days from lead to close

Benchmark: 30-90 days for SMBImpacts cash flow and capacity planning

Win/Loss Ratio

Wins vs losses in competitive deals

Benchmark: Target 40%+Measures competitive positioning

Pipeline Coverage

Pipeline value / quota

Benchmark: 3x coveragePredicts ability to hit targets

When to Hire Your First Sales Rep

You're consistently closing deals

You've proven the sales motion works and can be replicated

Not yet if: If you're still figuring out what works, a rep will struggle more than you

You're turning away leads

You have more demand than you can handle as founder

Not yet if: If lead gen is the bottleneck, hire for marketing first

You have documented playbooks

A new hire has something to follow and learn from

Not yet if: Without playbooks, they'll flounder and you'll waste time

Your deal size supports the economics

Deal size × volume can support a salary + commission

Not yet if: If deals are too small, consider self-serve or PLG first

You can invest 20+ hours in onboarding

New reps need heavy founder involvement early

Not yet if: If you can't dedicate time to training, wait

Your First Sales Hire Profile

Must-Haves

Startup experience
Can handle ambiguity and wear multiple hats
Full-cycle experience
Needs to prospect, demo, and close - not just one
Your industry/buyer familiarity
Reduces ramp time and brings credibility
Process-oriented
Will help build and improve the sales machine
Coachable and curious
Will learn quickly and adapt to your specific motion

Avoid

Enterprise-only background
Won't be able to move fast enough for startup sales
Needs extensive support/resources
You don't have a sales ops team yet
Only wants to close, not prospect
Early-stage sales is full-cycle
Rigid playbook adherence
Process will evolve - need someone adaptable

Compensation Guidelines

Base Salary
$60K-$100K
Higher base for more senior hires, lower for SDRs
OTE (On-Target Earnings)
1.5-2x base
Total comp if 100% of quota achieved
Commission Split
50/50 to 70/30 base/commission
More variable = more hunting focus
Equity
0.1%-0.5%
Early sales hires should get meaningful equity

Onboarding Transition Playbook

How to transition from founder-led to rep-led sales without losing momentum.

Phase 1: Shadow

Weeks 1-2
Founder: Lead all calls, new hire observes
New Hire: Shadow, take notes, learn product
Goal: New hire understands your pitch and process

Phase 2: Co-Pilot

Weeks 3-4
Founder: Attend calls, let new hire lead portions
New Hire: Lead discovery or demo portions, founder closes
Goal: New hire practices with safety net

Phase 3: Reverse Shadow

Weeks 5-6
Founder: Observe calls, provide feedback after
New Hire: Lead full calls, founder as backup
Goal: New hire handles full cycle independently

Phase 4: Independent

Week 7+
Founder: Weekly deal reviews, available for escalations
New Hire: Own full pipeline, run independently
Goal: New hire at full productivity

Founder Involvement Long-Term

Even after hiring sales reps, founders should stay involved in these areas:

Strategic dealsAs needed

Join calls for enterprise or strategic accounts

Deal reviewsWeekly

Review pipeline, coach on specific deals

Win/loss analysisMonthly

Deep dive on what's working and what's not

Product feedback loopBi-weekly

Translate sales learnings into product insights

Hiring and trainingAs needed

Interview candidates, train new hires

Pricing and packagingQuarterly

Adjust based on market feedback

Key Takeaways

  • 1.Document everything - your playbook is what makes sales scalable beyond you.
  • 2.Track metrics from day one - you can't improve what you don't measure.
  • 3.Don't hire too early - wait until you have a repeatable motion and documented process.
  • 4.Your first sales hire should be a full-cycle closer who can operate independently.
  • 5.Stay involved in strategic deals, win/loss analysis, and product feedback even after hiring.

Congratulations!

You've completed the Founder-Led Sales learning path. You now have the frameworks, techniques, and playbooks to close your first customers and build a scalable sales process.