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The Price: Your Valuation Can Wait. Your Dilution Cannot.

The cap has a denominator. The discount has a rival. Neither is a percentage of the company.

Post Money Problems6 min read
A cream ownership pie is sliced by two refined brass drafting compasses, with a small navy founder chair beside it
Post Money Problems, Editorial illustration, 2026. Illustration.
October 2026 dossier / Published October 1, 2026The complete collection ↗
Explainers / The Negotiation RoomTry the price before agreeing to it.Change the cap, discount, and pool treatment. Compare ownership and hear the investor’s objection.Open the interactive exercise ↗

Our fictional investor is happy to defer valuation. It has already specified two prices at which it would prefer to buy.

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.

A $5 million cap and 20% discount fit in one line. Understanding that line takes the share ledger, the capitalization definition, the new-money price, and the amount converting. The cap has a denominator. Bring it to the meeting.

These examples follow this specimen, not every note. Ordinary Machines begins with five million fully diluted shares: four million founder shares and one million reserved pool shares. There are no other notes, SAFEs, warrants, or promised awards. New money is priced against that specified capitalization excluding the note.

Two prices, one winner

Clause 3 / From the fictional note

Lower means better for the buyer

The price is the lower of the Cap Price and 80% of the cash price per share paid by the new investors.

Read the full clause and its qualifications ↗

What it means
Compute both prices and use whichever buys the note more shares. In the $10 million pre-money example, the cap gives $1 and the discount gives $1.60. The note uses $1. The discount does not reduce that dollar again.
Why it helps you
Alternative pricing is bounded and modelable. A qualifying round converts the debt automatically; our holder cannot insist on keeping it outstanding merely because it dislikes the result.
Where it bites
The investor benefits from the cap in a strong round and the discount in a weaker one. A cap is not a minimum company valuation or a promise of fixed dilution. Language applying the discount to the cap as well would be a materially worse additional concession.
Ask for this
Ask for a higher cap, a smaller discount, or only one pricing benefit. Model each proposal in strong, weak, and delayed rounds. Retain the explicit alternative-price formulation and confirm how new-money pricing treats existing convertibles.
A counterproposal to discuss with counsel

Use the lower of the cap price and 90% of the new-money price, with no stacked discount. Compare a $7 million cap against the current $5 million cap in the same three scenarios.

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

Source boundary. Cooley §2.1 offers discount pricing and an alternative lower-of cap/discount formula. These proposed cap and discount changes are our bargaining examples. [1]

On the first anniversary, 8% simple interest makes $540,000 convertible. New investors put in $2 million at $10 million pre-money, paying $2 per share under our stated convention.

The discount price is $1.60. The cap price is $1. Clause 3 chooses $1, issuing 540,000 note shares. No additional 20% discount applies to that dollar. A stacked cap-and-discount would issue 675,000 shares at 80 cents; that is a different bargain.

One million new-money shares take the fully diluted total to 6.54 million. The note owns about 8.26%; cash investors about 15.29%; existing capitalization about 76.45%. That last group includes the unissued pool, not just the founders.

The arithmetic

Worked example / Fictional terms
One-year balance: $540,000. New cash: $2 million.
CaseCash priceCap priceDiscount priceNote sharesNote ownership
$10m pre-money$2.00$1.00$1.60540,0008.26%
$4m pre-money$0.80$1.00$0.64843,75010.11%
$10m + pool top-up$1.6667$0.8333$1.3333648,0008.26%

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.

Every row converts the same $540,000. The percentages use the final denominator including note and new-money shares. These are stated transactions, not forecasts.

When the discount does the work

At $4 million pre-money, new cash pays 80 cents. The discount price is 64 cents, below the $1 cap price. The note gets 843,750 shares and new money gets 2.5 million. Total shares become 8,343,750.

The note owns about 10.11%, existing capitalization 59.93%, and new cash 29.96%. The cap did not protect the company from a lower financing price. It protected one of the investor's ways to enter.

Dividing $500,000 by $5 million and calling it final dilution omits interest, discount pricing, the capitalization definition, and the next check. Useful coffee arithmetic; incomplete closing arithmetic.

The pool has joined the negotiation

Clause 2 / From the fictional note

The cap's less photogenic half

including any increase approved in connection with the financing before conversion

Read the full clause and its qualifications ↗

What it means
This phrase puts a financing-driven option-pool top-up into the cap denominator. Divide the fixed $5 million cap by more shares and the cap price falls. A lower price gives the note more shares for the same converting balance.
Why it helps you
An explicit definition is better than leaving the capitalization to be invented at closing. A realistic hiring reserve also helps the business; the question is who absorbs its dilution.
Where it bites
In our stated pricing model, growing the defined pool by one million shares takes the cap price from $1 to about $0.8333. The one-year note gets 648,000 shares instead of 540,000. The founders still own four million shares.
Ask for this
Ask to exclude a pool increase imposed by the next financing from the cap denominator, or negotiate its size and allocation explicitly. Attach the actual fully diluted share schedule, including promised awards, warrants, and every convertible. An exclusion here does not erase the pool's separate dilution.
A counterproposal to discuss with counsel

Exclude the new financing's pool top-up from Company Capitalization for cap pricing. Keep the existing agreed reserve in the schedule and model the top-up separately.

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

Source boundary. Cooley §2.1 brackets whether reserved shares and a financing-related pool increase enter the denominator. Our specimen deliberately includes them. [1]

A one-million-share pre-closing pool increase raises the defined capitalization to six million. Under our chosen pricing convention, the cap price becomes about 83.33 cents and new money pays about $1.6667.

The note receives 648,000 shares and new money 1.2 million. Total capitalization is 7.848 million. The founders' unchanged four million shares now represent about 50.97%.

Exclude a specified top-up from cap pricing if you can negotiate it. That does not eliminate the reserve or its own dilution; it stops that reserve from also changing this particular conversion price. Put both effects in the model.

The round's definition must agree

A real priced round may allocate converting instruments differently from our example. Ask its lead and counsel for a closing capitalization schedule that implements the actual definitions. Several notes at different caps, interest balances, and pool conventions are not solved by one impressive spreadsheet cell.

Cooley's form offers alternative capitalization language.1 Fully diluted is the beginning of the definition, not the end of the negotiation.

The counterproposal with numbers attached

Send a strong-round, weak-round, and delayed-round case. Include every convertible, the pool, accrued interest, and cash raised. Ask the investor to confirm that the model expresses its proposed deal.

A higher cap helps when the cap governs. A smaller discount helps when the discount governs. Changing the interest or denominator can affect both ownership and later distributions. Compare the whole offer rather than celebrating a concession that never applies in your likely case.

We are delighted to postpone your valuation. The denominator has been available for discussion all morning.

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.
Editorial and image notes

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