B2B Sales Skill
Guide founders through designing, executing, and scaling B2B sales—from closing the first deal as a founder-seller to building a repeatable sales engine.
Reference Files
references/sales-process.md — Stage-by-stage sales process design with exit criteria
references/cold-outreach.md — Email sequences, call scripts, LinkedIn templates
references/demo-scripts.md — Demo frameworks and objection handling
references/proposals-sow.md — Proposal templates, SOW structure, pricing presentation
references/crm-selection.md — Tool-agnostic CRM guidance with selection criteria
references/pipeline-forecasting.md — Pipeline stages, metrics, forecasting models
Workflow
Step 1: Diagnose Stage & Sales Motion
Ask: "Where are you in your sales journey?"
| Stage |
Signals |
Focus |
| Pre-sales |
No paying customers, still validating |
→ Founder selling, discovery calls |
| First 10 customers |
Closing initial deals, learning process |
→ Sales process documentation |
| 10-50 customers |
Repeatable motion emerging |
→ CRM setup, pipeline management |
| Scaling |
Hiring first sales reps |
→ Playbook, forecasting, team |
Sales Motion Selection:
| Your Product |
ACV Range |
Recommended Motion |
| Self-serve tool |
< $1K |
Product-led, no sales needed |
| SMB SaaS |
$1K-$10K |
Founder-led → Inside sales |
| Mid-market |
$10K-$50K |
Inside sales → AEs |
| Enterprise |
$50K+ |
Field sales, solutions engineering |
Step 2: Design Sales Process
Use references/sales-process.md for detailed guidance.
Core B2B Sales Stages:
| Stage |
Goal |
Exit Criteria |
Typical Duration |
| Lead |
Identify fit |
Responded to outreach |
1-7 days |
| Discovery |
Understand pain |
Pain confirmed, budget exists |
1-2 calls |
| Demo/Evaluation |
Show value |
Champion engaged, next steps |
1-3 weeks |
| Proposal |
Present solution |
Proposal reviewed, feedback |
1-2 weeks |
| Negotiation |
Agree terms |
Verbal commitment |
1-4 weeks |
| Closed Won |
Signed deal |
Contract executed |
— |
Stage-Appropriate Methodology:
| Situation |
Use This Framework |
| Complex enterprise, multiple stakeholders |
MEDDIC (Metrics, Economic Buyer, Decision Criteria, Decision Process, Identify Pain, Champion) |
| Quick qualification, SMB deals |
BANT (Budget, Authority, Need, Timeline) |
| Differentiated product, need to change behavior |
Challenger Sale (Teach, Tailor, Take Control) |
| Relationship-heavy, consultative sales |
SPIN Selling (Situation, Problem, Implication, Need-payoff) |
| Early-stage, still learning |
Start simple, add methodology as you scale |
Step 3: Build Outreach Engine
Use references/cold-outreach.md for templates.
Outreach Channel Effectiveness (B2B):
| Channel |
Response Rate |
Best For |
| Warm intro |
30-50% |
Any deal size, always prioritize |
| Personalized email |
5-15% |
Mid-market, enterprise |
| LinkedIn InMail |
10-25% |
Decision makers, executives |
| Cold call |
1-3% connect |
Enterprise, high ACV |
| Mass email |
1-2% |
SMB, volume play |
Cold Email Sequence Structure:
| Email |
Timing |
Focus |
| Email 1 |
Day 0 |
Hook + specific value prop |
| Email 2 |
Day 3 |
Social proof or case study |
| Email 3 |
Day 7 |
Different angle + question |
| Email 4 |
Day 14 |
Breakup email |
Key Outreach Metrics:
- Open rate target: 40-60%
- Reply rate target: 8-15%
- Meeting book rate: 2-5% of outreach
Step 4: Master the Demo
Use references/demo-scripts.md for frameworks.
Demo Structure (30-45 min):
| Phase |
Time |
Actions |
| Rapport & Agenda |
3 min |
Build connection, set expectations |
| Discovery Recap |
5 min |
Confirm pain points, goals |
| Demo |
15-20 min |
Show 3-4 key workflows, tie to their pain |
| Social Proof |
3 min |
Relevant customer stories |
| Pricing Overview |
5 min |
If appropriate, or schedule follow-up |
| Q&A + Next Steps |
5-10 min |
Handle objections, book next meeting |
Demo Principles:
- Show, don't tell — Live product beats slides
- Use their words — Reference what they said in discovery
- 3 features max — Deep on value, not feature tour
- Leave them wanting more — Don't show everything
- Always end with next steps — Never leave without commitment
Step 5: Close with Strong Proposals
Use references/proposals-sow.md for templates.
Proposal Structure:
| Section |
Purpose |
| Executive Summary |
1-page: Problem, solution, ROI, ask |
| Understanding Your Challenges |
Show you listened in discovery |
| Proposed Solution |
How your product solves their problem |
| Implementation & Timeline |
What happens after they sign |
| Investment & ROI |
Pricing with value justification |
| About Us |
Credibility, relevant customers |
| Next Steps |
Clear path to "yes" |
Pricing Presentation:
- Always anchor high, then show value
- Present 3 options when possible (Good/Better/Best)
- Tie pricing to outcomes, not features
- Include ROI calculation if possible
Step 6: Set Up Your CRM
Use references/crm-selection.md for detailed guidance.
CRM Selection by Stage:
| Stage |
Recommendation |
Why |
| 0-10 customers |
Spreadsheet or Notion |
Free, flexible, learn your process first |
| 10-50 customers |
HubSpot Free/Pipedrive |
Easy setup, good for founder-sellers |
| 50-200 customers |
HubSpot Paid/Close/Salesforce Essentials |
Automation, reporting, team features |
| 200+ customers / Enterprise deals |
Salesforce / HubSpot Enterprise |
Customization, integrations, scale |
CRM Selection Criteria:
| Factor |
Weight |
Questions |
| Ease of use |
High |
Will reps actually use it? |
| Your sales motion |
High |
Matches inbound vs outbound? |
| Integrations |
Medium |
Works with your stack? |
| Reporting |
Medium |
Gives insights you need? |
| Price |
Medium |
Fits budget as you scale? |
| Customization |
Low (early) |
Can grow with you? |
Essential CRM Setup:
- Define pipeline stages (match your sales process)
- Set required fields per stage
- Create deal properties (ACV, close date, source)
- Build basic reports (pipeline, conversion, velocity)
- Integrate email for activity tracking
Step 7: Manage Pipeline & Forecast
Use references/pipeline-forecasting.md for detailed methods.
Pipeline Health Metrics:
| Metric |
Formula |
Healthy Range |
| Pipeline Coverage |
Pipeline value ÷ Quota |
3-4x quota |
| Win Rate |
Won deals ÷ Total deals |
20-30% (varies by ACV) |
| Sales Cycle |
Avg days from lead to close |
Track by segment |
| Deal Velocity |
(# deals × win rate × ACV) ÷ cycle |
Increasing MoM |
| Stage Conversion |
% moving to next stage |
Define per stage |
Forecasting Methods:
| Method |
How It Works |
Best For |
| Pipeline-based |
Sum of (deal value × probability) |
Early-stage, few deals |
| Historical |
Based on past conversion rates |
6+ months of data |
| Weighted pipeline |
Stage-based probability weights |
Standard approach |
| Bottoms-up |
Rep-level commit + best case |
Larger teams |
Weekly Pipeline Review:
- Review each deal in negotiation stage
- Identify stuck deals (no activity > 14 days)
- Validate close dates and amounts
- Update forecast (commit, best case, pipeline)
- Identify gaps and plan outreach
Decision Checkpoints
When to Hire First Sales Rep
Ready to hire when:
First hire profile:
- Ideally: Previous startup experience at similar stage
- Avoid: Big company reps who need infrastructure
- Compensation: 50/50 base/commission typical for startups
When to Add Sales Methodology
Start simple, add complexity as needed:
| Your Situation |
Start With |
| < $10K ACV, fast cycle |
Simple qualification checklist |
| $10K-$50K ACV |
BANT + basic discovery framework |
| > $50K ACV, multiple stakeholders |
MEDDIC |
| Selling change, not just software |
Challenger principles |
Deliverables
1. Sales Process Document
- Stages with clear exit criteria
- Key questions for each stage
- Required CRM updates
- Use
docx skill for creation
2. Cold Outreach Sequence
- 4-email sequence with templates
- LinkedIn connection message
- Call script for voicemail
- Use
docx skill for creation
3. Demo Script
- Discovery recap template
- Demo flow for 3-4 key features
- Objection handling cheat sheet
- Use
docx skill for creation
4. Proposal Template
- Customizable Word template
- ROI calculator
- Use
docx skill for creation
5. Pipeline Tracker
- Stage-based pipeline view
- Forecast roll-up
- Activity tracking
- Use
xlsx skill for creation
6. CRM Recommendation
- Comparison of top options for their stage
- Implementation checklist
- Essential fields and stages
Common Sales Mistakes
Process Mistakes:
- No defined stages — Deals get stuck, no visibility
- Skipping discovery — Demo without understanding pain = low close rate
- Feature dumping — Showing everything instead of solving their problem
- No mutual action plan — Hoping vs. driving deals forward
- Single-threaded — Only one contact = deal dies when they leave
Outreach Mistakes:
- Too much "I/we" — Make it about them, not you
- No personalization — Generic = ignored
- Asking for too much — "30 min call" vs. "quick question"
- Giving up too early — Most responses come after 3+ touches
- No follow-up system — Leads fall through cracks
Forecasting Mistakes:
- Hoping vs. knowing — Commit only what you can defend
- Outdated close dates — Update weekly or forecast is fiction
- Ignoring stuck deals — If no activity for 2 weeks, it's not real
- Single best-case scenario — Always have commit/best case/pipeline
Integration with Other Skills
- Use
idea-validation skill first if ICP not validated
- Use
business-model skill for pricing strategy
- Use
go-to-market skill for overall GTM strategy
- Use
fundraising skill to pitch sales traction to investors
- Use
docx skill for sales collateral
- Use
xlsx skill for pipeline and forecast tracking
Adapted from Linas Beliūnas's The One-Person Unicorn founder skill set.
1---2name: sales3description: Guide founders through B2B sales from first deal to scalable sales engine. Use when a founder says "help me design my sales process", "how should I start selling this?", "write a cold email sequence", "create a demo script", "help me build a proposal", "how do I forecast my pipeline", "what CRM should I use", "SOW template", "sales playbook", or asks about outbound sales, closing deals, pipeline management, or sales team hiring.4---56# B2B Sales Skill78Guide founders through designing, executing, and scaling B2B sales—from closing the first deal as a founder-seller to building a repeatable sales engine.910## Reference Files1112- `references/sales-process.md` — Stage-by-stage sales process design with exit criteria13- `references/cold-outreach.md` — Email sequences, call scripts, LinkedIn templates14- `references/demo-scripts.md` — Demo frameworks and objection handling15- `references/proposals-sow.md` — Proposal templates, SOW structure, pricing presentation16- `references/crm-selection.md` — Tool-agnostic CRM guidance with selection criteria17- `references/pipeline-forecasting.md` — Pipeline stages, metrics, forecasting models1819## Workflow2021### Step 1: Diagnose Stage & Sales Motion2223Ask: "Where are you in your sales journey?"2425| Stage | Signals | Focus |26|-------|---------|-------|27| **Pre-sales** | No paying customers, still validating | → Founder selling, discovery calls |28| **First 10 customers** | Closing initial deals, learning process | → Sales process documentation |29| **10-50 customers** | Repeatable motion emerging | → CRM setup, pipeline management |30| **Scaling** | Hiring first sales reps | → Playbook, forecasting, team |3132**Sales Motion Selection:**3334| Your Product | ACV Range | Recommended Motion |35|--------------|-----------|-------------------|36| Self-serve tool | < $1K | Product-led, no sales needed |37| SMB SaaS | $1K-$10K | Founder-led → Inside sales |38| Mid-market | $10K-$50K | Inside sales → AEs |39| Enterprise | $50K+ | Field sales, solutions engineering |4041### Step 2: Design Sales Process4243Use `references/sales-process.md` for detailed guidance.4445**Core B2B Sales Stages:**4647| Stage | Goal | Exit Criteria | Typical Duration |48|-------|------|---------------|------------------|49| **Lead** | Identify fit | Responded to outreach | 1-7 days |50| **Discovery** | Understand pain | Pain confirmed, budget exists | 1-2 calls |51| **Demo/Evaluation** | Show value | Champion engaged, next steps | 1-3 weeks |52| **Proposal** | Present solution | Proposal reviewed, feedback | 1-2 weeks |53| **Negotiation** | Agree terms | Verbal commitment | 1-4 weeks |54| **Closed Won** | Signed deal | Contract executed | — |5556**Stage-Appropriate Methodology:**5758| Situation | Use This Framework |59|-----------|-------------------|60| **Complex enterprise, multiple stakeholders** | MEDDIC (Metrics, Economic Buyer, Decision Criteria, Decision Process, Identify Pain, Champion) |61| **Quick qualification, SMB deals** | BANT (Budget, Authority, Need, Timeline) |62| **Differentiated product, need to change behavior** | Challenger Sale (Teach, Tailor, Take Control) |63| **Relationship-heavy, consultative sales** | SPIN Selling (Situation, Problem, Implication, Need-payoff) |64| **Early-stage, still learning** | Start simple, add methodology as you scale |6566### Step 3: Build Outreach Engine6768Use `references/cold-outreach.md` for templates.6970**Outreach Channel Effectiveness (B2B):**7172| Channel | Response Rate | Best For |73|---------|---------------|----------|74| Warm intro | 30-50% | Any deal size, always prioritize |75| Personalized email | 5-15% | Mid-market, enterprise |76| LinkedIn InMail | 10-25% | Decision makers, executives |77| Cold call | 1-3% connect | Enterprise, high ACV |78| Mass email | 1-2% | SMB, volume play |7980**Cold Email Sequence Structure:**8182| Email | Timing | Focus |83|-------|--------|-------|84| **Email 1** | Day 0 | Hook + specific value prop |85| **Email 2** | Day 3 | Social proof or case study |86| **Email 3** | Day 7 | Different angle + question |87| **Email 4** | Day 14 | Breakup email |8889**Key Outreach Metrics:**90- Open rate target: 40-60%91- Reply rate target: 8-15%92- Meeting book rate: 2-5% of outreach9394### Step 4: Master the Demo9596Use `references/demo-scripts.md` for frameworks.9798**Demo Structure (30-45 min):**99100| Phase | Time | Actions |101|-------|------|---------|102| **Rapport & Agenda** | 3 min | Build connection, set expectations |103| **Discovery Recap** | 5 min | Confirm pain points, goals |104| **Demo** | 15-20 min | Show 3-4 key workflows, tie to their pain |105| **Social Proof** | 3 min | Relevant customer stories |106| **Pricing Overview** | 5 min | If appropriate, or schedule follow-up |107| **Q&A + Next Steps** | 5-10 min | Handle objections, book next meeting |108109**Demo Principles:**1101. **Show, don't tell** — Live product beats slides1112. **Use their words** — Reference what they said in discovery1123. **3 features max** — Deep on value, not feature tour1134. **Leave them wanting more** — Don't show everything1145. **Always end with next steps** — Never leave without commitment115116### Step 5: Close with Strong Proposals117118Use `references/proposals-sow.md` for templates.119120**Proposal Structure:**121122| Section | Purpose |123|---------|---------|124| **Executive Summary** | 1-page: Problem, solution, ROI, ask |125| **Understanding Your Challenges** | Show you listened in discovery |126| **Proposed Solution** | How your product solves their problem |127| **Implementation & Timeline** | What happens after they sign |128| **Investment & ROI** | Pricing with value justification |129| **About Us** | Credibility, relevant customers |130| **Next Steps** | Clear path to "yes" |131132**Pricing Presentation:**133- Always anchor high, then show value134- Present 3 options when possible (Good/Better/Best)135- Tie pricing to outcomes, not features136- Include ROI calculation if possible137138### Step 6: Set Up Your CRM139140Use `references/crm-selection.md` for detailed guidance.141142**CRM Selection by Stage:**143144| Stage | Recommendation | Why |145|-------|----------------|-----|146| **0-10 customers** | Spreadsheet or Notion | Free, flexible, learn your process first |147| **10-50 customers** | HubSpot Free/Pipedrive | Easy setup, good for founder-sellers |148| **50-200 customers** | HubSpot Paid/Close/Salesforce Essentials | Automation, reporting, team features |149| **200+ customers / Enterprise deals** | Salesforce / HubSpot Enterprise | Customization, integrations, scale |150151**CRM Selection Criteria:**152153| Factor | Weight | Questions |154|--------|--------|-----------|155| **Ease of use** | High | Will reps actually use it? |156| **Your sales motion** | High | Matches inbound vs outbound? |157| **Integrations** | Medium | Works with your stack? |158| **Reporting** | Medium | Gives insights you need? |159| **Price** | Medium | Fits budget as you scale? |160| **Customization** | Low (early) | Can grow with you? |161162**Essential CRM Setup:**1631. Define pipeline stages (match your sales process)1642. Set required fields per stage1653. Create deal properties (ACV, close date, source)1664. Build basic reports (pipeline, conversion, velocity)1675. Integrate email for activity tracking168169### Step 7: Manage Pipeline & Forecast170171Use `references/pipeline-forecasting.md` for detailed methods.172173**Pipeline Health Metrics:**174175| Metric | Formula | Healthy Range |176|--------|---------|---------------|177| **Pipeline Coverage** | Pipeline value ÷ Quota | 3-4x quota |178| **Win Rate** | Won deals ÷ Total deals | 20-30% (varies by ACV) |179| **Sales Cycle** | Avg days from lead to close | Track by segment |180| **Deal Velocity** | (# deals × win rate × ACV) ÷ cycle | Increasing MoM |181| **Stage Conversion** | % moving to next stage | Define per stage |182183**Forecasting Methods:**184185| Method | How It Works | Best For |186|--------|--------------|----------|187| **Pipeline-based** | Sum of (deal value × probability) | Early-stage, few deals |188| **Historical** | Based on past conversion rates | 6+ months of data |189| **Weighted pipeline** | Stage-based probability weights | Standard approach |190| **Bottoms-up** | Rep-level commit + best case | Larger teams |191192**Weekly Pipeline Review:**1931. Review each deal in negotiation stage1942. Identify stuck deals (no activity > 14 days)1953. Validate close dates and amounts1964. Update forecast (commit, best case, pipeline)1975. Identify gaps and plan outreach198199## Decision Checkpoints200201### When to Hire First Sales Rep202203**Ready to hire when:**204- [ ] Founder has closed 10+ deals personally205- [ ] Sales cycle is understood and documented206- [ ] Win rate is > 20%207- [ ] Have 6+ months of pipeline data208- [ ] Can articulate what "good" looks like209210**First hire profile:**211- Ideally: Previous startup experience at similar stage212- Avoid: Big company reps who need infrastructure213- Compensation: 50/50 base/commission typical for startups214215### When to Add Sales Methodology216217**Start simple, add complexity as needed:**218219| Your Situation | Start With |220|----------------|------------|221| < $10K ACV, fast cycle | Simple qualification checklist |222| $10K-$50K ACV | BANT + basic discovery framework |223| > $50K ACV, multiple stakeholders | MEDDIC |224| Selling change, not just software | Challenger principles |225226## Deliverables227228### 1. Sales Process Document229- Stages with clear exit criteria230- Key questions for each stage231- Required CRM updates232- Use `docx` skill for creation233234### 2. Cold Outreach Sequence235- 4-email sequence with templates236- LinkedIn connection message237- Call script for voicemail238- Use `docx` skill for creation239240### 3. Demo Script241- Discovery recap template242- Demo flow for 3-4 key features243- Objection handling cheat sheet244- Use `docx` skill for creation245246### 4. Proposal Template247- Customizable Word template248- ROI calculator249- Use `docx` skill for creation250251### 5. Pipeline Tracker252- Stage-based pipeline view253- Forecast roll-up254- Activity tracking255- Use `xlsx` skill for creation256257### 6. CRM Recommendation258- Comparison of top options for their stage259- Implementation checklist260- Essential fields and stages261262## Common Sales Mistakes263264**Process Mistakes:**2651. **No defined stages** — Deals get stuck, no visibility2662. **Skipping discovery** — Demo without understanding pain = low close rate2673. **Feature dumping** — Showing everything instead of solving their problem2684. **No mutual action plan** — Hoping vs. driving deals forward2695. **Single-threaded** — Only one contact = deal dies when they leave270271**Outreach Mistakes:**2721. **Too much "I/we"** — Make it about them, not you2732. **No personalization** — Generic = ignored2743. **Asking for too much** — "30 min call" vs. "quick question"2754. **Giving up too early** — Most responses come after 3+ touches2765. **No follow-up system** — Leads fall through cracks277278**Forecasting Mistakes:**2791. **Hoping vs. knowing** — Commit only what you can defend2802. **Outdated close dates** — Update weekly or forecast is fiction2813. **Ignoring stuck deals** — If no activity for 2 weeks, it's not real2824. **Single best-case scenario** — Always have commit/best case/pipeline283284## Integration with Other Skills285286- Use `idea-validation` skill first if ICP not validated287- Use `business-model` skill for pricing strategy288- Use `go-to-market` skill for overall GTM strategy289- Use `fundraising` skill to pitch sales traction to investors290- Use `docx` skill for sales collateral291- Use `xlsx` skill for pipeline and forecast tracking292293---294295*Adapted from [Linas Beliūnas's](https://linas.substack.com/p/onepersonunicorn) **The One-Person Unicorn** founder skill set.*