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The Exit: Congratulations. Please Review the Waterfall.

The sale premium, the conversion election, and the difference between a claim and available money.

Post Money Problems5 min read
A cream exit doorway opens onto a stepped navy staircase where one small golden coin must pass several toll gates
Post Money Problems, Editorial illustration, 2026. Illustration.
October 2026 dossier / Published October 1, 2026The complete collection ↗
Explainers / The Negotiation RoomRun the acquisition before the announcement.Change the principal premium and available proceeds. See when the investor chooses cash or common conversion.Open the interactive exercise ↗

The acquisition announcement will say everybody is thrilled. The closing statement will specify the exceptions.

The shaded passages are from our fictional note, not verbatim Cooley clauses. Comments explain the trade, suggest a counterproposal, and translate our imaginary investor’s incentives. Structural references: Cooley’s CC0 Series Seed form; the tougher selected economics and fictional commentary are ours. An ask is not an agreed change or a guarantee you will get it.

Before conversion, clause 7 lets our fictional holder choose doubled original principal plus interest or common conversion at the defined cap price. These are alternatives, not cumulative payments. Cooley's source form offers optional sale-premium and conversion mechanics; this premium and selected combination are ours.1

After a priced conversion, stock follows its own rights. Part IV's preferred-stock issue is not this unconverted-note sale election.

The arithmetic

Worked example / Fictional terms
Before any priced round. No senior claims or transaction deductions.
Available proceedsCash claimAs convertedInvestor paidResidual equity
$700,000$1,040,000$68,231$700,000$0
$10,000,000$1,040,000$974,729$1,040,000$8,960,000
$20,000,000$1,040,000$1,949,458$1,949,458$18,050,542

Swipe or scroll the table for all columns →

Illustrative arithmetic, not a forecast or transaction-specific advice. Definitions and exclusions appear in the specimen and accompanying text.

Assume a clean cash sale on the first anniversary: five million defined capitalization shares, a $5 million cap, and $540,000 converting. There are no other notes, preferred stock, senior claims, fees, taxes, escrows, earnouts, or buyer stock in this model.

Doubled principal plus interest is $1.04 million, not $1.08 million. The premium doubles $500,000, not the whole balance.

Common conversion issues 540,000 shares and gives the holder about 9.75% of 5.54 million shares. No new-money round occurred, so importing Part II's 8.26% would add shares that this sale never issued.

Three prices for the same congratulations

At $10 million of available proceeds, common conversion would receive about $974,729. The $1.04 million cash election wins and leaves $8.96 million to existing equity under the clean assumptions. The holder does not take its conversion percentage from that remainder too.

At $20 million, common conversion receives about $1,949,458 and wins instead.

At $700,000, the note's cash claim exceeds the whole pot. This sole noteholder receives at most $700,000 in our simplified model; existing equity receives nothing. The unpaid claim is not another check waiting offscreen.

That last row is not a bankruptcy waterfall. Actual legal priorities and other claims can change the result.

Premiums should have names

Clause 7 / From the fictional note

The acquisition has an early-withdrawal fee

Before closing, the Holder elects either cash equal to twice original principal plus accrued interest, or conversion into common shares of the Conversion Amount at the Cap Price calculated immediately before the transaction.

Read the full clause and its qualifications ↗

What it means
Before conversion, the holder chooses one sale outcome. At the first anniversary, the cash claim is $1 million of doubled principal plus $40,000 interest: $1.04 million. The alternative is common conversion and its attributable consideration, not both payments.
Why it helps you
An agreed election can avoid inventing the sale treatment while a buyer waits. A sale premium can compensate an early investor whose hoped-for long equity ride ends early.
Where it bites
A modest sale can pay the investor well and leave common little or nothing. The cash claim is subject to prior obligations, law, and available proceeds. It does not conjure cash from buyer stock, an earnout, or an empty bank account.
Ask for this
Ask to remove or reduce the premium and specify whether it applies to principal or the accrued balance. Negotiate the exact trigger, notice, election deadline, escrow, earnout, and noncash allocation. Model both investor choices before agreeing the acquisition economics.
A counterproposal to discuss with counsel

Offer principal plus accrued interest or the common-conversion outcome, with no additional premium and no double recovery. Document how each election shares contingent and noncash consideration.

Commercial request, not execution-ready legal language. It is not an agreed change to the specimen.

Source boundary. Cooley §2.4 offers a repayment premium and an optional common-conversion alternative. Our 100% principal premium and selected election mechanics are deliberately investor-friendly example choices. [1]

A premium can compensate early risk and interrupted upside. It can also make a modest acquisition much more attractive to the investor than to the people holding common.

Ask for the exact premium, exact base, exact trigger, and actual alternatives. A new financing, equipment sale, or internal reorganization should not casually become a control-sale premium. Coordinate the definition with the charter and other instruments.

The buyer is not purchasing your clean example

What if half the price is an earnout? Does the noteholder get cash at closing while common waits for performance? What if the buyer pays stock? Who bears escrow and indemnity exposure?

Our specimen does not fully resolve those questions. A real transaction needs documented elections, valuation, timing, withholding, and allocation. Putting a cash claim in the note does not turn contingent consideration into cash.

Bring those cases to counsel before promising distributions. Work it out at exit is an efficient way to give somebody else's acquisition deadline control of your negotiation.

Creditor status is not a parachute

Clause 8 leaves this note unsecured and behind specified bank and equipment borrowing. A larger senior balance can reduce recovery without changing the cap.

Ordinary winding-up uses principal plus interest, not the sale premium. Default accelerates that balance; it does not add the premium either. The note does not personally guarantee recovery through the founder.

Draw the waterfall while the buyer is imaginary. It is easier to adjust the terms before anyone is waiting to issue a press release.

The receipts

Sources and qualifications for the factual claims in this piece.

  1. Cooley LLP — Series Seed convertible promissory note. Public-domain CC0 form in Cooley's repository, reviewed October 1, 2026. Its alternatives inform the mechanics examined here. Our fictional note is an original educational example with deliberately selected terms, not a Cooley-endorsed form.
  2. Cooley Go — Convertible Debt. A short primer on debt that may convert to equity. Transaction-specific advice and documentation still require counsel.
  3. Cooley Go — Understanding the Valuation Cap. Context for capitalization definitions and the liquidation-preference issue. Our numbers use the explicit convention printed in the fictional note.
  4. Y Combinator — Safe Financing Documents. Primary reference for the distinct SAFE instrument. Do not import a SAFE's mechanics into this interest-bearing, maturity-bearing note.
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