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Can you use AI for startup due diligence? What it catches and what it misses

Adam Yohanan

By Adam YohananPublished

You can use AI for the first pass of startup due diligence, but keep the decision for yourself. A language model will summarize a deck, map competitors, draft questions and spot inconsistencies in minutes. It can't verify claims against primary sources, call references, read a private codebase, or tell you which of its confident sentences is wrong. Here's where the line sits and how to use it well.

The short answer

Yes for the first pass, no for the decision. A language model will summarize a deck, map competitors, draft questions and flag inconsistencies in minutes. It won't verify a claim against a primary source, call a reference, read private code or tell you which of its fluent sentences it made up. Use it to decide what to check, never as the check.

A steel drafting compass standing on a stack of blank cards, the top card embossed with the Olivent markUse the model to decide what to check. Don't use it as the check.

That split matters more in venture than in most research, because the material you're working from is written by the party asking for money. A pitch deck is an argument. The data room is curated. And the public web on a two-year-old company is thin and often written by the company itself. Hand that to a model trained to produce a plausible answer and you'll get a plausible answer. That's the problem.

What AI does well in a startup diligence

It handles the work that used to eat the first two days. Ask a model to restate the deck as testable claims (revenue, customers, team history, technology, market size) and you have the checklist for everything after. Ask it for the obvious competitors, including incumbents and open-source or commodity alternatives the deck leaves out, and you have a starting map.

A navy wooden index-card box full of slate dividers, the Olivent mark pressed into its frontIt clears the first two days of reading fast and finds the loose threads worth pulling.

It'll also read the SAFE or term sheet against a standard form and list every departure, which gets you a fast first read of the terms. And it's good at consistency checks inside documents you give it: headcount that doesn't match the org chart, a revenue figure that differs between the deck and the model, a founder bio whose dates don't match the data room. Those are the loose threads a human reviewer should pull, and a model finds them quickly.

Where it fails

The danger is a model that sounds sure and is wrong. It rarely says "I don't know." Researchers at Stanford's RegLab and Human-Centered AI institute tested commercial legal research tools built on retrieval and still found them giving incorrect or misgrounded answers on a meaningful share of queries. General chat models did worse.

A house of blank grey cards standing on a navy plinth pressed with the Olivent markThe danger is a model that sounds sure and is wrong, and it rarely says it doesn't know.

Startup diligence has the same shape: a narrow, fact-specific question where the right answer often isn't on the public web at all. Four gaps matter for a check writer:

  • Primary sources. A model can tell you what a company says about itself. It can't pull a certificate of incorporation, confirm an IP assignment, or check that the entity raising is the entity that owns the code.
  • The private layer. Reference calls, back-channel conversations, a look at the repository, a technical interview with the CTO. Most real findings come from here, and a model can't get in.
  • Fact versus inference. A model blends what it retrieved with what it inferred into one smooth paragraph. A usable memo keeps them apart, sentence by sentence, so you know which parts to rely on.
  • Accountability. When the answer's wrong, nobody is responsible for it. That matters if you're an advisor who has to explain a recommendation to a client.

The "proprietary AI" question

Proprietary AI is the single most common technology claim in a 2026 deck, and it's the claim a model is worst at testing, because the evidence sits inside the company. What separates a real model from a wrapper around someone else's API comes down to a handful of concrete questions, and you only get the answers from the team.

An empty navy box with its lid set beside it, the Olivent mark pressed into the lid, crumpled wrapping paper nearbyWhether it's a real model or a wrapper, the evidence sits inside the company, so ask the team.

Ask what data the company owns that a competitor can't buy. Ask what happens to margins if the upstream model provider raises prices or ships the same feature. Ask what's actually trained or fine-tuned in-house, and whether the team can show you. Answering those means reading the architecture and, ideally, the code, then having the technical founder walk you through it.

How to use AI in your own process

If you're investing without a venture team, split the work like this. Let the model do the reading and draft the questions, then do the verifying yourself, with people and primary documents. The four steps below get you from a deck to a written record of which conclusions are verified and which are inference.

Four sheets of cream paper fanned out with a steel paperclip, the top sheet embossed with the Olivent markThe model does the reading and drafts the questions. You verify with people and primary documents.

  1. Give the model the deck, the terms and any data-room documents, and ask for a list of claims and a list of inconsistencies.
  2. Ask it for the competitive map, then check the three names that matter yourself.
  3. Turn what it gives you into a short list of things to verify: documents to request, references to call, technical questions to ask.
  4. Verify those things with people and primary documents, and write down which conclusions rest on verified facts and which on inference.

Step four is the diligence. The first three just make it faster.

When to bring in an outside read

If the deal is big enough that being wrong matters, and step four needs skills you don't have in house (reading a codebase, a cap table, an Israeli grant agreement), an independent read costs less than the mistake. Olivent Diligence uses a model-assisted pipeline for exactly the first-pass work above, then separates verified fact from inference in every sentence and puts a named GP's judgment on page one. Only the investor pays: a Pre-Wire Screen is $2,500 in 48 hours and a Full Diligence is $8,500 in five business days.

A closed navy leather notebook with the Olivent mark pressed into the cover, a fountain pen and a cobalt cup beside itModel-assisted first pass, then verified fact kept apart from inference, and a named GP's judgment on page one.

Frequently asked questions

Can I just use ChatGPT for due diligence on a startup?
For the first pass, yes: summarizing the deck, listing claims to test, mapping competitors and flagging inconsistencies. For the decision, no. A chat model can't check primary documents, call references or read a private codebase, and it states inference and fact in the same confident voice.
How often do AI research tools get facts wrong?
In a 2024 Stanford RegLab and HAI benchmark of commercial legal research tools, Lexis+ AI and Ask Practical Law AI gave incorrect information more than 17% of the time, and Westlaw AI-Assisted Research more than 34%. Earlier work cited in the same study found general-purpose chatbots wrong on 58% to 82% of legal queries.
How do I tell if a startup's AI is proprietary or a wrapper?
Ask what data the company owns that a competitor can't buy, what's trained or fine-tuned in house, and what happens to margins if the upstream model provider raises prices or ships the same feature. Then have the technical founder walk you through the architecture. The evidence is inside the company, so a public-web search won't answer it.
What parts of due diligence should never be delegated to AI?
Verifying the entity and IP ownership against primary documents, reference calls (especially ones the founder didn't suggest), a technical review of the code, and the final judgment. That's where most real findings come from, and it takes access and accountability a model doesn't have.
Are AI due diligence tools useful for angel groups?
Yes, as a way to screen more deals faster and prepare questions for the founders. They're most useful when their output becomes a list of things for a person to verify, and least useful when it gets circulated to members as if it were a memo.

Sources

olivent.os/next

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Educational content, not tax, legal or investment advice. Nothing here is an offer to sell or a solicitation to buy securities; any offer is made only to eligible investors through the fund's offering documents.