- A risk-rated report the deal team could act on, not a technology essay
- Clear separation of proprietary AI from third-party models and services
- Data rights gaps identified with specific remediation conditions
- A post-close technology plan agreed with the target's leadership
Anonymised composite. Client names, identifying details and confidential figures are withheld; public facts are cited in the references.
The situation
A private equity investor was preparing to invest in a software company whose growth story rested on AI: models that automated part of its customers' work and data assets that, the deck said, competitors could not replicate. The commercial and financial diligence was well under way. What the deal team lacked was an independent view of whether the technology, the data rights and the team matched the story, and what it would cost to fix anything that did not.
The timeline was set by the deal, so the review had to be structured, evidence-led and focused on findings that could change price, terms or the post-close plan.
What had to be true
- Evidence over assertion: every finding tied to something inspected, not only something said in an interview.
- Proprietary versus borrowed made explicit: which capabilities the company built, and which depend on third-party models or APIs.
- Data rights traced from source to model to product, including customer data used for training.
- Costs that scale: inference and cloud spend modelled against the growth plan.
- A report the deal team can use: risk-rated, with recommended responses, readable by non-engineers.
Architecture
The review was organised into workstreams, each with its own evidence requests and interview plan. AI governance was assessed against the functions of the NIST AI Risk Management Framework (govern, map, measure, manage)1, with ISO/IEC 42001 used as the reference for what a management system for AI looks like2. The comparison is in ISO 42001 vs NIST AI RMF.
The data flow, end to end
- RequestIssue a targeted evidence list per workstream, prioritised by deal risk
- InspectReview architecture, repositories, pipelines, billing and contracts
- InterviewTest what was inspected with the people who built and run it
- TraceFollow data and models from source through training to the product
- RateScore each finding for severity and likelihood; record the evidence behind it
- ReportSummarise for the investment committee with recommended responses
Secure development practices were reviewed against the NIST Secure Software Development Framework, which groups practices into preparing the organisation, protecting the software, producing well-secured software and responding to vulnerabilities3. The full checklist I use is in the AI startup technical due diligence checklist, and supply chain questions in AI model supply chain security.
The hard part: proving data rights, not just data
Showing that a company has data is easy. Showing that it may use that data for the purpose the plan depends on is not. The provenance workstream asked, for each dataset behind a model:
- Where it came from, under which contract or licence, and whether that permits training and commercial use.
- Whether customer data was used to train shared models, and whether customer contracts allow it.
- Whether the dataset is documented in a form like a datasheet, covering motivation, composition and collection4.
- Whether models carry documentation of intended use and evaluation, in the spirit of model cards5.
Regulation was mapped to where the company sells. For customers in the European Union, the review considered how the EU AI Act might classify the product and which provider or deployer obligations could apply6.
In AI diligence, the most valuable finding is often not a technical flaw but a missing right. A gap in data permissions can matter more to value than any code quality issue.
How the engagement ran
- Set key questions
- Arrange access
- Decide price and terms
- Run workstreams
- Rate findings
- Present report
- Provide evidence
- Join interviews
- Respond to findings
- Deal thesis and key risks
- Evidence request list
- Access arrangements
- Architecture and code
- Billing and cost model
- Contracts and data sources
- Interviews
- Provenance tracing
- Draft findings
- Risk-rated register
- Committee briefing
- Post-close plan
Key decisions and trade-offs
| Decision | Alternative | Why |
|---|---|---|
| Scope to the deal thesis | Exhaustive technical audit | Effort goes to what can change price or terms |
| Repository access | Documents and interviews only | Inspection gives stronger evidence than representation |
| Dedicated provenance workstream | Fold into legal review | Data rights need technical tracing, not only contract reading |
| Recognised frameworks as reference | Ad hoc checklist | Findings are comparable and defensible |
| Recommended response per finding | List of issues | Deal team can act: price, condition, warranty or plan |
What I'd do again, and differently
Again: insist on repository and billing access early, and separate verified findings from representations in the report. Differently: start the data rights tracing on the first day, in parallel with legal counsel. It is the slowest workstream and the one most likely to change the deal.
If you're planning an investment, the technical due diligence page describes how I run these reviews, or analyse your challenge and bring the result to a call.
- 1
- 2
- 3
- 4Datasheets for DatasetsarXiv (Gebru et al.)
- 5Model Cards for Model ReportingarXiv (Mitchell et al.)
- 6Regulation (EU) 2024/1689 (Artificial Intelligence Act)EUR-Lex · 2024-06-13