M&A Playbook
Frameworks for both sides of M&A: acquiring companies and being acquired.
Keywords
M&A, mergers and acquisitions, due diligence, acquisition, acqui-hire, integration, deal structure, valuation, LOI, term sheet, earnout
Quick Start
Acquiring: Start with strategic rationale → target screening → due diligence → valuation → negotiation → integration.
Being Acquired: Start with readiness assessment → data room prep → advisor selection → negotiation → transition.
When You're Acquiring
Strategic Rationale (answer before anything else)
- Buy vs Build: Can you build this faster/cheaper? If yes, don't acquire.
- Acqui-hire vs Product vs Market: What are you really buying? Talent? Technology? Customers?
- Integration complexity: How hard is it to merge this into your company?
Due Diligence Checklist
| Domain |
Key Questions |
Red Flags |
| Financial |
Revenue quality, customer concentration, burn rate |
>30% revenue from 1 customer |
| Technical |
Code quality, tech debt, architecture fit |
Monolith with no tests |
| Legal |
IP ownership, pending litigation, contracts |
Key IP owned by individuals |
| People |
Key person risk, culture fit, retention risk |
Founders have no lockup/earnout |
| Market |
Market position, competitive threats |
Declining market share |
| Customers |
Churn rate, NPS, contract terms |
High churn, short contracts |
Valuation Approaches
The ranges below are illustrative, not current market data — always verify against current market comps before using them in a model or negotiation.
- Revenue multiple: Industry-dependent (illustrative range: 2-15x ARR for SaaS, varying with growth rate, NRR, and rate environment)
- Comparable transactions: What similar companies sold for — the most defensible anchor
- DCF: For profitable companies only (most startups: use multiples)
- Acqui-hire: Illustrative range: $1-3M per engineer in hot talent markets
Sources to verify against (check the latest edition): the SaaS Capital Index (private SaaS revenue multiples, updated monthly), Software Equity Group (SEG) Annual/Quarterly SaaS M&A Reports (transaction multiples), and Aventis Advisors' SaaS valuation multiples reports. Cross-check at least two before anchoring a price.
Integration Frameworks
See references/integration-playbook.md for the 100-day integration plan.
When You're Being Acquired
Readiness Signals
- Inbound interest from strategic buyers
- Market consolidation happening around you
- Fundraising becomes harder than operating
- Founder ready for a transition
Preparation (6-12 months before)
- Clean up financials (audited if possible)
- Document all IP and contracts
- Reduce customer concentration
- Lock up key employees
- Build the data room
- Engage an M&A advisor
Negotiation Points
| Term |
What to Watch |
Your Leverage |
| Valuation |
Earnout traps (unreachable targets) |
Multiple competing offers |
| Earnout |
Milestone definitions, measurement period |
Cash-heavy vs earnout-heavy split |
| Lockup |
Duration, conditions |
Your replaceability |
| Rep & warranties |
Scope of liability |
Escrow vs indemnification cap |
| Employee retention |
Who gets offers, at what terms |
Key person dependencies |
Red Flags (Both Sides)
- No clear strategic rationale beyond "it's a good deal"
- Culture clash visible during due diligence and ignored
- Key people not locked in before close
- Integration plan doesn't exist or is "we'll figure it out"
- Valuation based on projections, not actuals
Verification Loop (before any LOI or signature)
This skill frames the deal; two sibling skills verify it. Hand off — don't duplicate:
- Legal terms →
general-counsel-advisor: run the LOI/term sheet through ../general-counsel-advisor/scripts/term_sheet_analyzer.py (12-dimension 0-100 score) and the definitive docs through ../general-counsel-advisor/scripts/contract_risk_scanner.py (12 founder-killer patterns: earnout traps, uncapped indemnity, vague IP, etc.). Any 🔴 finding goes to outside counsel before signing.
- Data diligence →
chief-data-officer-advisor: run ../chief-data-officer-advisor/scripts/ai_training_data_audit.py (training-data rights, GDPR Art. 6 basis) and ../chief-data-officer-advisor/scripts/data_asset_valuator.py (data-asset value, M&A multiplier with carve-out penalties) on the target's data estate. Undocumented consent provenance is a price-reduction or walk-away item.
- Valuation math →
cfo-advisor tools for the quantitative model; this playbook stays qualitative.
Loop the findings back into the negotiation-points table above before the next counter.
Integration with C-Suite Roles
| Role |
Contribution to M&A |
| CEO |
Strategic rationale, negotiation lead |
| CFO |
Valuation, deal structure, financing |
| GC |
LOI/term sheet review, contract risk scan, regulatory triggers |
| CDO |
Data diligence: training-data rights, data-asset valuation |
| CTO |
Technical due diligence, integration architecture |
| CHRO |
People due diligence, retention planning |
| COO |
Integration execution, process merge |
| CPO |
Product roadmap impact, customer overlap |
Resources
references/integration-playbook.md — 100-day post-acquisition integration plan
references/due-diligence-checklist.md — comprehensive DD checklist by domain
../general-counsel-advisor/SKILL.md — term sheet analyzer + contract risk scanner
../chief-data-officer-advisor/SKILL.md — data diligence + data-asset valuation
1---2name: ma-playbook3description: M&A strategy for acquiring companies or being acquired. Due diligence, valuation, integration, and deal structure. Use when evaluating acquisitions, preparing for acquisition, M&A due diligence, integration planning, or deal negotiation.4license: MIT5---67# M&A Playbook89Frameworks for both sides of M&A: acquiring companies and being acquired.1011## Keywords12M&A, mergers and acquisitions, due diligence, acquisition, acqui-hire, integration, deal structure, valuation, LOI, term sheet, earnout1314## Quick Start1516**Acquiring:** Start with strategic rationale → target screening → due diligence → valuation → negotiation → integration.1718**Being Acquired:** Start with readiness assessment → data room prep → advisor selection → negotiation → transition.1920## When You're Acquiring2122### Strategic Rationale (answer before anything else)23- **Buy vs Build:** Can you build this faster/cheaper? If yes, don't acquire.24- **Acqui-hire vs Product vs Market:** What are you really buying? Talent? Technology? Customers?25- **Integration complexity:** How hard is it to merge this into your company?2627### Due Diligence Checklist28| Domain | Key Questions | Red Flags |29|--------|--------------|-----------|30| Financial | Revenue quality, customer concentration, burn rate | >30% revenue from 1 customer |31| Technical | Code quality, tech debt, architecture fit | Monolith with no tests |32| Legal | IP ownership, pending litigation, contracts | Key IP owned by individuals |33| People | Key person risk, culture fit, retention risk | Founders have no lockup/earnout |34| Market | Market position, competitive threats | Declining market share |35| Customers | Churn rate, NPS, contract terms | High churn, short contracts |3637### Valuation Approaches3839The ranges below are **illustrative, not current market data** — always verify against current market comps before using them in a model or negotiation.4041- **Revenue multiple:** Industry-dependent (illustrative range: 2-15x ARR for SaaS, varying with growth rate, NRR, and rate environment)42- **Comparable transactions:** What similar companies sold for — the most defensible anchor43- **DCF:** For profitable companies only (most startups: use multiples)44- **Acqui-hire:** Illustrative range: $1-3M per engineer in hot talent markets4546**Sources to verify against (check the latest edition):** the SaaS Capital Index (private SaaS revenue multiples, updated monthly), Software Equity Group (SEG) Annual/Quarterly SaaS M&A Reports (transaction multiples), and Aventis Advisors' SaaS valuation multiples reports. Cross-check at least two before anchoring a price.4748### Integration Frameworks49See `references/integration-playbook.md` for the 100-day integration plan.5051## When You're Being Acquired5253### Readiness Signals54- Inbound interest from strategic buyers55- Market consolidation happening around you56- Fundraising becomes harder than operating57- Founder ready for a transition5859### Preparation (6-12 months before)601. Clean up financials (audited if possible)612. Document all IP and contracts623. Reduce customer concentration634. Lock up key employees645. Build the data room656. Engage an M&A advisor6667### Negotiation Points68| Term | What to Watch | Your Leverage |69|------|--------------|---------------|70| Valuation | Earnout traps (unreachable targets) | Multiple competing offers |71| Earnout | Milestone definitions, measurement period | Cash-heavy vs earnout-heavy split |72| Lockup | Duration, conditions | Your replaceability |73| Rep & warranties | Scope of liability | Escrow vs indemnification cap |74| Employee retention | Who gets offers, at what terms | Key person dependencies |7576## Red Flags (Both Sides)7778- No clear strategic rationale beyond "it's a good deal"79- Culture clash visible during due diligence and ignored80- Key people not locked in before close81- Integration plan doesn't exist or is "we'll figure it out"82- Valuation based on projections, not actuals8384## Verification Loop (before any LOI or signature)8586This skill frames the deal; two sibling skills verify it. Hand off — don't duplicate:87881. **Legal terms** → `general-counsel-advisor`: run the LOI/term sheet through `../general-counsel-advisor/scripts/term_sheet_analyzer.py` (12-dimension 0-100 score) and the definitive docs through `../general-counsel-advisor/scripts/contract_risk_scanner.py` (12 founder-killer patterns: earnout traps, uncapped indemnity, vague IP, etc.). Any 🔴 finding goes to outside counsel before signing.892. **Data diligence** → `chief-data-officer-advisor`: run `../chief-data-officer-advisor/scripts/ai_training_data_audit.py` (training-data rights, GDPR Art. 6 basis) and `../chief-data-officer-advisor/scripts/data_asset_valuator.py` (data-asset value, M&A multiplier with carve-out penalties) on the target's data estate. Undocumented consent provenance is a price-reduction or walk-away item.903. **Valuation math** → `cfo-advisor` tools for the quantitative model; this playbook stays qualitative.9192Loop the findings back into the negotiation-points table above before the next counter.9394## Integration with C-Suite Roles9596| Role | Contribution to M&A |97|------|-------------------|98| CEO | Strategic rationale, negotiation lead |99| CFO | Valuation, deal structure, financing |100| GC | LOI/term sheet review, contract risk scan, regulatory triggers |101| CDO | Data diligence: training-data rights, data-asset valuation |102| CTO | Technical due diligence, integration architecture |103| CHRO | People due diligence, retention planning |104| COO | Integration execution, process merge |105| CPO | Product roadmap impact, customer overlap |106107## Resources108- `references/integration-playbook.md` — 100-day post-acquisition integration plan109- `references/due-diligence-checklist.md` — comprehensive DD checklist by domain110- `../general-counsel-advisor/SKILL.md` — term sheet analyzer + contract risk scanner111- `../chief-data-officer-advisor/SKILL.md` — data diligence + data-asset valuation