Sales
Agent Skills for AI-native startup founders — a founder-playbook hub + 12 per-function skills. Adapted from Linas Beliūnas's One-Person Unicorn + Anthropic's Founder's Playbook.
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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.
SKILL.md
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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 criteriareferences/cold-outreach.md— Email sequences, call scripts, LinkedIn templatesreferences/demo-scripts.md— Demo frameworks and objection handlingreferences/proposals-sow.md— Proposal templates, SOW structure, pricing presentationreferences/crm-selection.md— Tool-agnostic CRM guidance with selection criteriareferences/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:
| 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:
- Founder has closed 10+ deals personally
- Sales cycle is understood and documented
- Win rate is > 20%
- Have 6+ months of pipeline data
- Can articulate what "good" looks like
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
docxskill for creation
2. Cold Outreach Sequence
- 4-email sequence with templates
- LinkedIn connection message
- Call script for voicemail
- Use
docxskill for creation
3. Demo Script
- Discovery recap template
- Demo flow for 3-4 key features
- Objection handling cheat sheet
- Use
docxskill for creation
4. Proposal Template
- Customizable Word template
- ROI calculator
- Use
docxskill for creation
5. Pipeline Tracker
- Stage-based pipeline view
- Forecast roll-up
- Activity tracking
- Use
xlsxskill 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-validationskill first if ICP not validated - Use
business-modelskill for pricing strategy - Use
go-to-marketskill for overall GTM strategy - Use
fundraisingskill to pitch sales traction to investors - Use
docxskill for sales collateral - Use
xlsxskill for pipeline and forecast tracking
Adapted from Linas Beliūnas's The One-Person Unicorn founder skill set.