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Acquisitions 11 min readUpdated Jun 8, 2026

Due Diligence Checklist for AI Acquisitions

The 47-item due diligence checklist every AI startup buyer needs — financial, legal, model, data and operational risk.

TL;DR

Cover five buckets: financial (Stripe/bank reconciliation), legal (IP, contracts, TOS), model (weights, training data, provider lock-in), data (PII, retention, deletion) and operational (SLAs, on-call, cost per request).

Financial diligence

Reconcile Stripe against bank deposits for 12 months. Match refund rates to public reviews. Confirm the MRR trend against product analytics — mismatches are the number-one hidden risk.

Model & IP diligence

Get a written statement of every third-party model used, its license, and rate limits. For fine-tuned models, verify training-data provenance — a single scraped dataset can void a deal.

Data & compliance

Confirm GDPR/CCPA deletion flows work. Audit prompt logs for stored PII. Verify SOC2 status if enterprise customers exist.

Frequently asked questions

How long should diligence take?

For sub-$500k deals, 10–14 days. Longer than that usually means the seller is stalling or the buyer is a tire-kicker.

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