Should we volunteer negative information?

Yes — before diligence surfaces it. "Volunteered risk" builds trust; "discovered risk" destroys it. Investors know every company has issues; hiding them signals judgment problems.

Who runs diligence on the investor side?

Usually a mid-level associate or principal, coordinated with the deal partner. External diligence (legal, financial) is common at Series A+.

How much can we push back on scope?

Some. Push back on requests unrelated to the round size or clearly designed to slow-walk. Don't push back on standard requests — it signals you have something to hide.

Due Diligence: What Investors Actually Check

Due diligence is the phase where deals die from surprises. Here's what investors dig into and how to prepare so nothing derails the raise.

Due Diligence for Startup Founders

Due diligence isn't about proving what you claimed — it's about surfacing what you didn't. The founders who get through cleanly are the ones who volunteered problems before diligence found them.

The five diligence tracks

1) Financial (books, unit economics, forecast defense). 2) Legal (cap table, IP, contracts, litigation). 3) Commercial (customer references, pipeline verification, churn analysis). 4) Product/tech (architecture, security, key-person risk). 5) Team (background checks, reference calls).

What kills deals in diligence

Cap table surprises (unresolved SAFEs, forgotten advisor grants). Churn that doesn't match reported numbers. Customer references who are lukewarm. IP not properly assigned. Missing 83(b) elections. A single lawsuit not disclosed. Any of these can kill the deal, not just haircut the valuation.

Prepare before the term sheet

Have the data room ready before it's asked for. Fix cap table cleanup issues 6 months ahead of raising. Pre-brief customer references so they're not surprised. Draft your own "diligence memo" internally listing weaknesses and how you'd answer them.

The timeline

Term sheet signed. Confirmatory diligence: 3-6 weeks. Legal drafting parallel. Closing: 6-10 weeks from term sheet. Delays here are usually diligence surprises, not legal. Move fast on document requests — silence signals problems.

Frequently asked questions

Should we volunteer negative information?: Yes — before diligence surfaces it. "Volunteered risk" builds trust; "discovered risk" destroys it. Investors know every company has issues; hiding them signals judgment problems.
Who runs diligence on the investor side?: Usually a mid-level associate or principal, coordinated with the deal partner. External diligence (legal, financial) is common at Series A+.
How much can we push back on scope?: Some. Push back on requests unrelated to the round size or clearly designed to slow-walk. Don't push back on standard requests — it signals you have something to hide.

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