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Model the rounds between now and the exit, or your ownership estimate is fiction

Today's percentage is not what you will hold at an exit. Projecting future rounds and pool top-ups gives a realistic ownership figure and a much better sense of what an outcome would return.

12 min read · Level 3

The point

Almost every early-stage return estimate I have seen from individual investors uses today's ownership percentage, which makes every opportunity look better than it is. Running the dilution forward takes two minutes and typically cuts the projected outcome roughly in half. That is not pessimism; it is the arithmetic of how companies get funded.

What is it?

An investor who owns 5% after a seed round will not own 5% at exit. Each subsequent round and pool top-up reduces it.

A projection for a company expected to raise three more rounds:

Round Share sold (including pool top-up) Ownership after Now - 5.00% Series A 20% 4.00% Series B 20% 3.20% Series C 15% 2.72%

The investor's 5% becomes 2.72% - a 46% reduction - without anything going wrong. At a 300,000,000 exit:

2.72% x 300,000,000 = 8,160,000

If the investment was 250,000, that is about 32.6x before any preferences are applied.

The same model shows what pro-rata participation would change, and what happens if the company raises more rounds than expected. Companies that need five rounds instead of three dilute early holders considerably more, even when the outcome is good.

Projections should stay rough. The purpose is to avoid the error of treating today's percentage as permanent, not to predict the exact path.

Why does an investor care?

Because expected returns computed on current ownership are systematically too high. An investor comparing opportunities on today's percentages will overestimate every early-stage position.

It also informs reserve planning. Seeing ownership fall from 5% to 2.72% makes the value of follow-on capital concrete rather than theoretical.

Educational, not personalised financial advice. Nothing in the Investor Academy is a recommendation to buy, sell or hold anything — what is right for you depends on your own circumstances and the rules where you live.

Example

Two paths for the same seed investment of 250,000 for 5%.

Path Rounds to exit Ownership at exit Exit value Proceeds Efficient 3 rounds 2.72% 300,000,000 8,160,000 Capital hungry 5 rounds about 1.74% 300,000,000 about 5,220,000

The second path assumes two further rounds each selling 20%: 2.72% x 0.8 x 0.8 = about 1.74%. Same exit value, same company, about 2,940,000 less for the early investor because the business needed more capital to get there.

The common mistake

Estimating returns using current ownership without modelling the dilution from rounds the company still needs to raise.

How it works

Step 1: Estimate how many rounds remain

Based on the company's capital needs and stage, assume a realistic number of future financings.

Step 2: Apply a share sold per round

Use 15% to 25% per round including pool top-ups unless you have better information.

Step 3: Multiply through

Apply each round's retained share in sequence to find projected ownership.

Step 4: Test a capital-hungry path

Add one or two extra rounds and see how much your ownership and proceeds fall.

Step 5: Apply preferences to the result

Use the waterfall from the exits lessons to convert ownership into proceeds.

When to use this

When evaluating an early-stage investment or estimating what an existing position might return.

When not to use it

Do not present these projections as forecasts. They are a way of avoiding an obvious error, not a prediction of the financing path.

How investors actually did it

A recurring pattern: early holders diluted through long financing paths

Angel investors frequently describe seed positions falling to a small fraction of their original percentage by the time a company exits, particularly in capital-intensive businesses that raised many rounds, even where the outcome was strong.

Capital intensity is a dilution forecast. Businesses that need many rounds reward early holders less for the same exit value.

Do this now

  • Project your ownership in one position through three more rounds
  • Recompute your expected return using the projected figure rather than today's

Create a free account to read the rest and apply it to your own investing.

Related lessons

  • A smaller slice of a much bigger company is usually the good outcome — Each funding round reduces existing holders' percentage. Dilution is not a loss in itself; it becomes one when the company's value does not rise enough to compensate, as in a down round. (12 min)
  • A pro-rata right is an option to keep your share, and options are worth more on the right companies — Pro-rata rights let you invest enough in later rounds to maintain your ownership. They are valuable mainly in companies that are doing well, where access is hard to get, and costly in companies that are not. (12 min)
  • The headline sale price is not what investors receive — Proceeds from a sale flow through debt, transaction costs, preferences, escrow and earnouts before reaching each shareholder. The waterfall decides what a headline price is worth to you. (13 min)

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