DUE DILIGENCE
What Investors Actually Look For in Due Diligence Before Writing a Check
Due diligence is the point in a fundraise where an investor stops evaluating a pitch and starts verifying it. It typically happens after a term sheet is signed and before funds actually move, when the investor confirms that the claims made during pitching hold up, and that nothing material was left out that would change the terms of the deal. Knowing what investors actually check helps founders prepare for it instead of being caught off guard mid-process.
Corporate and legal structure
Investors review incorporation documents, confirm the capitalization table is accurate and complete, including every SAFE, note, and option outstanding, and check that intellectual property assignment agreements exist for every founder, employee, and contractor who has ever contributed to the product. This last point is one of the most common sources of diligence delay: if the company itself doesn't clearly own its own code and designs, that's a real problem, not a technicality. Investors also review any pending or threatened litigation and material contracts the company has signed.
Financials
Expect a close look at historical financial statements, burn rate and runway, revenue recognition practices, outstanding liabilities, and any existing debt. Investors are checking whether the numbers a founder presented in the pitch match what the underlying books actually show.
Team and hiring
Key employment agreements, the actual vesting status of founder equity (see the guide on how ESOP vesting works for the mechanics), and any non-competes or prior-employer IP claims that could affect ownership of the startup's core work all get reviewed here. A founder who built an early prototype while still employed elsewhere, without a clear release from that employer, can create a genuine ownership problem that surfaces during this stage.
Product and technology
Investors typically want to understand how the product actually works, not just how it's marketed: a technical architecture review, security practices, and the company's dependency on third-party platforms or providers all factor in here.
Market and customers
This includes real usage data rather than projected usage, actual customer contracts, concentration risk (how much revenue depends on a small number of customers), and churn. Investors are looking for the gap, if any, between the growth story in the pitch deck and what the underlying data shows.
What's different for AI and ML startups
Diligence on an AI-native company covers everything above, plus a set of questions specific to how the product is actually built:
- Model IP and provenance. Is the core model built in-house, fine-tuned from an open or licensed foundation model, or largely a wrapper around a third-party API? This shapes both defensibility and any licensing obligations the company carries forward.
- Data rights. Where did training and fine-tuning data come from, does the company have a clear legal right to use it commercially (licensed, properly consented user-generated data, purchased, or public), and does any of it carry restrictions that limit commercial use or redistribution?
- Compute costs and unit economics. How do inference and training costs scale with usage, and do gross margins hold up as the customer base grows? AI-heavy products can carry a meaningfully different cost structure than traditional software, and that shows up directly in margins.
- Model evaluation. How does the company actually measure whether the model is working, through benchmarks, held-out evaluation sets, or human review, rather than relying on demos alone?
- Vendor and platform dependency. How reliant is the product on a single foundation model provider or cloud vendor, and what happens if that provider's pricing, availability, or terms change?
How founders can prepare
Keep an organized, current data room so documents don't need to be assembled under time pressure. Get IP assignment agreements signed early, for everyone who has ever touched the code. Keep the cap table reconciled after every SAFE, note, or option grant rather than reconstructing it later, since inconsistencies here are one of the fastest ways to slow a deal down or change its terms. And be ready to walk through unit economics with real numbers, not projections dressed up as facts, since that gap is exactly what diligence is designed to find, and it directly affects how dilution and future rounds get modeled once the deal actually closes.
Frequently asked questions
When does due diligence usually happen in a fundraise?
Typically after a term sheet is signed and before the definitive investment documents are finalized and funds transferred, though some investors do lighter diligence earlier in the process to decide whether to issue a term sheet at all.
What is the biggest legal risk investors check for?
Confirming that the company, not an individual founder, employee, or contractor, actually owns the intellectual property behind the product. This means checking that everyone who contributed code, designs, or other core work signed proper IP assignment agreements.
How is diligence on an AI or ML startup different?
In addition to the standard corporate, financial, and team review, investors typically dig into where the underlying model and its training or fine-tuning data came from, whether the company has clear rights to use that data commercially, how compute costs affect gross margins as usage scales, and how dependent the product is on a single foundation model or cloud provider.
What can founders do to make due diligence go faster?
Keep a well-organized, up-to-date data room, make sure IP assignment agreements are signed and on file for every contributor, reconcile the cap table including all SAFEs and options before the process starts, and be ready to show real usage and cost data rather than only forward projections.
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