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Saul Fleischman
Saul Fleischman

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What real diligence on an early-stage startup actually looks like

At the early stage, there is not much to diligence in the traditional sense. There are no audited financials, the market is a guess, and the product may be three months old. So what are you actually checking when you do diligence on a seed or Series A company? Mostly, you are checking the founder and the story.

Start with the founder. At this stage you are underwriting a person more than a business. What is their track record, not just wins, but how they handled the losses? Do the things they claim hold up against primary sources, or only against their own retelling? Have they shown the specific kind of conviction that survives the first time the plan falls apart? A founder's history is the single most predictive thing you have, and it is verifiable if you do the work.

Then the round itself. Who else is in it, and what does their participation tell you? A credible co-investor is a signal; a round that cannot attract one is also a signal. If you are joining a syndicate, the other investors deserve the same scrutiny as the founder. Their history with past founders tells you how this round will be governed when it gets hard.

Next, the momentum. Diligence is not just interviews; it is evidence. The pattern of a company's public signals over time, hiring, shipping, press, customer mentions, either corroborates the founder's story of acceleration or quietly contradicts it. A founder who says they are scaling while every external signal is flat is telling you something.

Finally, write it down. The output of diligence is not a feeling; it is a memo your partners or committee can read and challenge. The act of writing forces you to confront the gaps, the claims you could not verify, the risks you had been waving away. A deal that looks great until you have to defend it in writing is a deal you did not understand yet.

Good early-stage diligence is fast but not shallow. It is a handful of high-signal checks, founder, syndicate, momentum, turned into a written case. Everything else is theater.

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