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npx skills add https://github.com/anthropics/financial-services --skill dd-checklist
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9 sections, as written by the author
Due Diligence Checklist
Workflow
Step 1: Scope the Diligence
Ask the user for:
Target company : Name, sector, business model
Deal type : Platform acquisition, add-on, growth equity, recap, carve-out
Deal size / complexity : Determines depth of diligence
Key concerns : Any known issues to prioritize (customer concentration, regulatory, environmental, etc.)
Timeline : When is LOI / close targeted?
Step 2: Generate Workstream Checklists
Generate a checklist across all major workstreams, tailored to the sector:
Financial Due Diligence
Quality of earnings (QoE) — revenue and EBITDA adjustments
Working capital analysis — normalized vs. actual
Debt and debt-like items
Capital expenditure (maintenance vs. growth)
Tax structure and exposure
Audit history and accounting policies
Pro forma adjustments (run-rate, synergies)
Commercial Due Diligence
Market size and growth (TAM/SAM/SOM)
Competitive positioning and market share
Customer analysis — concentration, retention, NPS
Pricing power and contract structure
Sales pipeline and backlog
Go-to-market effectiveness
Legal Due Diligence
Corporate structure and org chart
Material contracts (customer, supplier, partnership)
Litigation history and pending claims
IP portfolio and protection
Regulatory compliance
Employment agreements and non-competes
Operational Due Diligence
Management team assessment
Organizational structure and key person risk
IT systems and infrastructure
Supply chain and vendor dependencies
Facilities and real estate
Insurance coverage
HR / People Due Diligence
Org chart and headcount trends
Compensation benchmarking
Benefits and pension obligations
Key employee retention risk
Culture assessment
Union/labor agreements
IT / Technology Due Diligence (for tech-enabled businesses)
Technology stack and architecture
Technical debt assessment
Cybersecurity posture
Data privacy compliance (GDPR, CCPA, SOC2)
Product roadmap and R&D spend
Scalability assessment
Environmental / ESG (where applicable)
Environmental liabilities
Regulatory compliance history
ESG risks and opportunities
Step 3: Status Tracking
For each item, track:
| Item | Workstream | Priority | Status | Owner | Notes |
|------|-----------|----------|--------|-------|-------|
| QoE report | Financial | P0 | Pending | | |
| Customer interviews | Commercial | P0 | In Progress | | 3 of 10 complete |
Status options: Not Started → Requested → Received → In Review → Complete → Red Flag
Step 4: Red Flag Summary
Maintain a running list of red flags discovered during diligence:
What was found
Which workstream
Severity (deal-breaker / significant / manageable)
Mitigant or path to resolution
Impact on valuation or deal terms
Step 5: Output
Excel workbook with tabs per workstream (default)
Summary dashboard: % complete by workstream, outstanding items, red flags
Weekly status update format for deal team
Sector-Specific Additions
Automatically add relevant items based on sector:
Software/SaaS : ARR quality, cohort analysis, hosting costs, SOC2
Healthcare : Regulatory approvals, reimbursement risk, payor mix
Industrial : Equipment condition, environmental remediation, safety record
Financial services : Regulatory capital, compliance history, credit quality
Consumer : Brand health, channel mix, seasonality, inventory management
Important Notes
Prioritize P0 items that are gating to LOI or close
Flag items where the seller is slow to respond — may indicate issues
Cross-reference data room contents against the checklist to identify gaps
Update the checklist as diligence progresses — it's a living document