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Convertibles trade speed and low cost for an unsettled price

SAFEs and notes close quickly and cheaply but defer the valuation and the governance. Priced rounds cost more and take longer, and they settle ownership, rights and price now.

11 min read · Level 3

The point

Convertibles are usually framed as founder-friendly and priced rounds as investor-friendly, which I think misses the real trade. What convertibles actually do is postpone a hard conversation about price and rights. That is genuinely sensible when there is nothing yet to price, and it is a warning sign when there is.

What is it?

Comparing the two ways to invest in an early company:

Feature Convertible (SAFE or note) Priced round Time to close days to weeks weeks to months Legal cost low substantially higher Valuation deferred, subject to a cap set now Shareholder rights usually none until conversion voting, information, preferences Board seats no often Certainty of ownership depends on the next round known immediately

Convertibles suit situations where speed matters and a valuation is genuinely hard to set: a pre-product company, a bridge between rounds, or a small first cheque where legal costs would consume a large share of the investment.

Priced rounds suit larger investments where the investor needs defined rights, or where the company has enough evidence to support a valuation.

For investors, the main risks of convertibles are that ownership is unknown until conversion, that stacked instruments can dilute more than expected, and that no governance rights exist in the meantime. The main risk of insisting on a priced round is that it costs both sides time and money the company may not have.

Why does an investor care?

Because the choice affects what you own and what you can do. An investor who puts a meaningful sum into an uncapped convertible has no ownership figure and no rights until an event that may never happen.

It also shapes founder incentives. Convertibles defer a difficult conversation, which is useful when evidence is thin and unhelpful when it is a way of avoiding scrutiny.

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 investors putting 200,000 into the same company.

Investor A: post-money SAFE at a 5,000,000 cap. Ownership at conversion, before the priced round, is 200,000 / 5,000,000 = 4%. No rights until then. Closed in ten days for minimal legal cost.

Investor B: insists on a priced round at a 5,000,000 post-money valuation. Receives 4% in preferred shares with information rights and a liquidation preference. Took nine weeks and cost both sides legal fees.

Both end with about 4%. B holds defined rights and a preference; A closed faster and cheaper and carries the risk that the round never happens on the expected terms.

The common mistake

Treating a SAFE as equivalent to owning shares. Until conversion, the holder has a contractual right to future shares, typically with no voting or information rights.

How it works

Step 1: Match the instrument to the size of the cheque

Small cheques rarely justify priced-round legal costs; large ones often justify defined rights.

Step 2: Insist on a cap for convertibles

An uncapped instrument leaves ownership entirely undetermined.

Step 3: Ask what rights you will have before conversion

Request at least periodic information, even where formal rights are absent.

Step 4: Total the outstanding convertibles

Find how much of the company is already promised before you add yours.

When to use this

When deciding how to structure an early-stage investment, or evaluating one offered to you.

When not to use it

Do not insist on a priced round for a small investment in a pre-product company. The cost and delay can outweigh the benefit for both sides.

How investors actually did it

A recurring pattern: seed rounds moving to standard convertible documents

Standardised documents such as the SAFE and industry-published seed financing templates significantly reduced the legal cost and time of early rounds, and have become common for pre-seed and seed investments, with priced rounds more typical from Series A onwards.

Standard documents lower costs. Departures from them are where negotiation and risk concentrate.

Do this now

  • Check whether any convertible you hold has a cap
  • Total the convertible instruments outstanding in one company you hold

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

Related lessons

  • A SAFE is a promise of future shares, and post-money SAFEs stack on the founders — A SAFE gives an investor the right to shares at a future priced round, usually at a valuation cap. With post-money SAFEs, each additional SAFE dilutes the founders rather than earlier SAFE holders. (12 min)
  • A convertible note is a loan that usually becomes shares, at the better of two prices — A convertible note is debt that converts into equity at a future round, typically at the lower of a discounted price or a capped price, with interest added to the amount converting. (12 min)
  • A term sheet sets two things: who gets the money and who gets the say — Every clause in a term sheet affects either the economics - how proceeds are divided - or control - who can make or block decisions. Valuation is only one economic term among several. (10 min)

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