Pricing, tax & closing

409A Valuation vs. Last-Round Pricing

Why the price on your common stock is usually well below the number in the last funding headline.

A company's "valuation" from its last funding round is a preferred-stock price — set by investors who also hold a liquidation preference stack that pays out ahead of common stock in most exit scenarios. A 409A valuation is a separate, independent appraisal that estimates the fair market value of the common stock specifically, and it is almost always meaningfully lower than the last preferred round price per share.

This gap catches new secondary buyers off guard constantly: they see "last round priced the company at $X" and assume that's the per-share reference for the common stock they're buying, when the real anchor should sit much closer to the 409A figure, adjusted for how likely the preference stack is to actually erode common's share of an eventual exit.

How it works

  1. The company commissions an independent 409A appraisal (typically refreshed every 12 months or after a material event) to set the strike price for options and the IRS-recognized fair value of common stock.
  2. The appraisal explicitly discounts for the liquidation preferences, and other rights preferred holders have that common stock does not.
  3. A secondary buyer of common stock should negotiate off this 409A figure, not the headline preferred-round price — adjusted upward somewhat for the buyer's own view of how likely those preferences are to matter at exit.

Worked example

The last preferred round priced the company's common-equivalent share price at $5.00. The company's most recent 409A sets common fair value at $1.20 per share, reflecting the preference stack ahead of it.

Last preferred round price
$5.00 / share
409A common fair value
$1.20 / share
Gap
76% below headline price
Buyer's negotiated secondary price (409A + premium)
$1.80 / share

Why it matters: A buyer who anchored to the $5.00 headline number would be overpaying by roughly 3x relative to a price grounded in the actual 409A fair value of the common stock they're buying.

Watch out for

Frequently asked questions

Is the 409A the price I should pay, exactly?
No — it's a conservative, tax-driven fair value floor. Real secondary prices for common stock typically land somewhere between the 409A and the last preferred price, depending on how the market views the preference stack risk.
Why does the preference stack matter so much to common stock value?
In most exit scenarios below a certain size, preferred holders get paid their liquidation preference first, in full, before common holders receive anything — which shrinks or eliminates common's share of smaller exits.
Is this tax or legal advice?
No. This is independent educational content, not investment, tax, or legal advice — every figure in the worked example above is illustrative, not a real transaction. Confirm your specific situation with a qualified advisor before acting on it.