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LEGAL

Equity & Ownership Deep Dive

409A Valuation — What Founders Need to Know

A 409A valuation sets the fair market value of your stock for option grants. It’s a legal requirement that also impacts taxes, compensation strategy, and fundraising.

Why it Matters

A 409A valuation sets the fair market value (FMV) of your startup’s common stock. You need it to issue stock options legally — and skipping it can trigger IRS penalties, employee tax surprises, and cap table chaos

Founders Checklist
  • Get a 409A valuation before granting any options

  • Update the valuation every 12 months or after a funding round or major milestone

  • Use a qualified third-party provider (Carta, Pulley, Shareworks, Aranca)

  • Ensure the board formally approves the valuation

  • Store valuation reports in your data room and cap table tool

Founder Fails
  • Granted options before getting a 409A > tax exposure

  • Let 409A lapse after fundraising > stale FMV caused strike price gap

  • Didn’t update cap table > mispriced equity grants

When to ask for Help
  • Before granting stock options to any employees or contractors

  • If your company raises funding, grows rapidly, or changes materially

  • To evaluate timing around option grants and pricing

  • When planning to let employees exercise early

  • If transitioning to an ESOP or formal equity plan

Frequently Asked Questions

Q: What exactly is a 409A?
A: It’s an independent appraisal of your company’s common stock value. It sets the minimum strike price for stock options to avoid IRS penalties.


Q: What happens if I don’t have one?
A: If you grant options below fair market value:

  • The IRS can tax employees immediately

  • Add a 20% penalty

  • You could also trigger company liability


Q: When do I need to refresh my 409A?
A: Every 12 months or sooner if:

  • You raise a priced round

  • You land a large contract

  • You make major changes to your business model or exec team

Fractional Executives

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