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 planreferences/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
Source: alirezarezvani/claude-skills → c-level-advisor/skills/ma-playbook/SKILL.md
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.4---5
6
7# M&A Playbook
8
9Frameworks for both sides of M&A: acquiring companies and being acquired.
10
11## Keywords
12M&A, mergers and acquisitions, due diligence, acquisition, acqui-hire, integration, deal structure, valuation, LOI, term sheet, earnout
13
14## Quick Start
15
16**Acquiring:** Start with strategic rationale → target screening → due diligence → valuation → negotiation → integration.
17
18**Being Acquired:** Start with readiness assessment → data room prep → advisor selection → negotiation → transition.
19
20## When You're Acquiring
21
22### 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?
26
27### Due Diligence Checklist
28| 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 |
36
37### Valuation Approaches
38
39The ranges below are **illustrative, not current market data** — always verify against current market comps before using them in a model or negotiation.
40
41- **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 anchor
43- **DCF:** For profitable companies only (most startups: use multiples)
44- **Acqui-hire:** Illustrative range: $1-3M per engineer in hot talent markets
45
46**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.
47
48### Integration Frameworks
49See `references/integration-playbook.md` for the 100-day integration plan.
50
51## When You're Being Acquired
52
53### Readiness Signals
54- Inbound interest from strategic buyers
55- Market consolidation happening around you
56- Fundraising becomes harder than operating
57- Founder ready for a transition
58
59### Preparation (6-12 months before)
601. Clean up financials (audited if possible)
612. Document all IP and contracts
623. Reduce customer concentration
634. Lock up key employees
645. Build the data room
656. Engage an M&A advisor
66
67### Negotiation Points
68| 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 |
75
76## Red Flags (Both Sides)
77
78- No clear strategic rationale beyond "it's a good deal"
79- Culture clash visible during due diligence and ignored
80- Key people not locked in before close
81- Integration plan doesn't exist or is "we'll figure it out"
82- Valuation based on projections, not actuals
83
84## Verification Loop (before any LOI or signature)
85
86This skill frames the deal; two sibling skills verify it. Hand off — don't duplicate:
87
881. **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.
91
92Loop the findings back into the negotiation-points table above before the next counter.
93
94## Integration with C-Suite Roles
95
96| 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 |
106
107## Resources
108- `references/integration-playbook.md` — 100-day post-acquisition integration plan
109- `references/due-diligence-checklist.md` — comprehensive DD checklist by domain
110- `../general-counsel-advisor/SKILL.md` — term sheet analyzer + contract risk scanner
111- `../chief-data-officer-advisor/SKILL.md` — data diligence + data-asset valuation
112
113---
114
115**Source:** [`alirezarezvani/claude-skills`](https://github.com/alirezarezvani/claude-skills) → `c-level-advisor/skills/ma-playbook/SKILL.md`
thedixitjain