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If you invest everything in first cheques, you cannot back your winners

Planning reserves for follow-on investments before making initial investments protects your ability to support your best companies and to maintain ownership where it matters most.

11 min read · Level 5

The point

The investors who regret their reserve policy most are usually those who had none: they found their best company and could only watch as later investors bought what they could not. I think setting aside capital before the first cheque is one of the most practical disciplines in private investing, because the hardest time to create reserves is after the winners have become obvious.

What is it?

Reserves are capital set aside at the start for future follow-on investments. Without them, an investor who backs a company that does well cannot participate in its later rounds.

An angel plans to invest 200,000 over three years in early-stage companies.

Approach A: 10 initial cheques of 20,000, no reserves Approach B: 7 initial cheques of 20,000 (140,000), 60,000 reserved

With Approach A, when two companies raise strong rounds, the angel has no money left to follow on. With Approach B, the angel can put 30,000 into each of the two strongest companies.

Funds use a reserve ratio - reserves as a share of total investable capital. A fund of 50,000,000 might plan 50% reserves:

Initial investments 25,000,000 Follow-on reserves 25,000,000

The right ratio depends on strategy. Very early investors whose companies raise many later rounds often reserve more; investors writing larger cheques at later stages may reserve less.

Reserves should not be committed to any specific company in advance. Their value comes from being deployed selectively into the companies that turn out to deserve them.

Why does an investor care?

Because early-stage outcomes are concentrated. A small number of companies produce most returns, and those are exactly the companies raising larger rounds at higher prices. An investor without reserves is diluted most in their best investments.

It also helps avoid pressure to support weak companies. Reserves planned for selective use make it easier to say no to rounds that do not pass the fresh money test.

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 angels, same first cheques in the same winning company. Each invested 20,000 for 1% at seed. The company raises three more rounds, each selling 20%.

Angel without reserves: 1% x 0.8 x 0.8 x 0.8 = 0.512% Angel with reserves who kept 1% through each round: 1%

At a 200,000,000 sale, the first angel receives 1,024,000. The second receives 2,000,000, having invested additional capital in the rounds. Whether that additional capital was a good use depends on the prices paid, but only the second angel had the choice.

The common mistake

Deploying all capital into initial investments and leaving nothing to support the companies that turn out to perform best.

How it works

Step 1: Set a reserve ratio before investing

Decide what share of your total budget to hold for follow-ons, based on your stage and strategy.

Step 2: Size initial cheques around the reserve

Reduce the number or size of first investments to protect reserves.

Step 3: Deploy reserves selectively

Use them only in companies that pass the fresh money test, not proportionally across the portfolio.

Step 4: Keep reserves accessible

Hold them in a form you can use when rounds happen.

When to use this

Before starting an angel portfolio or planning a fund's investment strategy.

When not to use it

Do not hold reserves so large that you make too few initial investments to diversify. Early-stage portfolios need enough companies to have a chance of including a winner.

How investors actually did it

A recurring pattern: reserve strategies in venture funds

Venture funds commonly disclose planned reserve ratios to their limited partners, and industry commentary from fund managers and LPs frequently discusses reserves in the range of roughly a third to a half or more of fund capital for early-stage strategies, with wide variation by stage and approach.

Reserve planning is standard practice for professional early-stage investors, and individual angels benefit from the same discipline.

Do this now

  • Decide what share of your private investing budget to hold in reserve
  • Check whether your current number of initial cheques leaves room for it

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

Related lessons

  • Reserves and dry powder: the money you deliberately do not invest — Holding capital back looks like indecision and is frequently the most consequential decision in the portfolio. It is also not free, and the honest version of the argument prices both sides. (13 min)
  • Position sizing: how much of it to own — Sizing is where conviction gets converted into consequences, and it is the one variable in investing that is entirely within your control. Most people set it by feel and discover afterwards what they actually decided. (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)

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