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FinanceLegal · Fundraising

Term sheet red flags nobody warns first-time founders about

Most first-time founders focus entirely on valuation and miss the clauses that matter far more once things get difficult a year or two later.

Shaun Gold

Shaun Gold

VC & Top 1% Ghostwriter

May 28, 20269 min read15.6K reads
Legal documents and a pen laid out on a desk

In this article

  • The clauses worth slowing down for
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Founders fixate on the valuation number in a term sheet because it's the headline figure, the one that gets talked about at dinner parties. It's rarely the clause that causes the most damage two years later. That's usually buried three pages in, worded blandly, and skipped past because everyone's excited about the headline number.

The clauses worth slowing down for

  • •Liquidation preference stacking — multiple rounds compounding preferences can leave founders with far less than the cap table percentage suggests
  • •Broad protective provisions — veto rights over ordinary operating decisions, not just major ones, can quietly hand control away
  • •Anti-dilution mechanics — full ratchet versus weighted average makes a real difference in a down round, and most founders never model it out
  • •Founder vesting reset clauses — some term sheets quietly restart your own vesting clock on the money you already earned

None of these are inherently predatory — plenty of standard, fair term sheets include some version of each. The problem is founders signing without understanding what each clause does in the specific scenario where things go badly, because that's precisely the scenario nobody wants to picture while they're excited about closing a round.

“Get a lawyer who's read a hundred of these, not your general-purpose company lawyer reading their first one alongside you. The clauses that matter are exactly the ones that look boring.”

— Shaun Gold

Before you sign anything

Ask specifically: "walk me through what happens to my equity in a down round, and what happens if the board and I disagree on a major decision." If either answer is vague, that's the section to have reviewed properly.

Shaun Gold

Written by

Shaun GoldMentorLV38

Best-selling author and speaker. I help founders find the story that makes investors lean in.

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