Peter DeCaprio Insights

Credit · Venture debt · Infrastructure

Warrants in Venture Debt and What They Cost

The warrant on a growth loan is the price founders undercount, because it is paid in ownership at the moment the company is worth the most.

Peter DeCaprio in a navy jacket seated on the edge of a desk in a classroom, listening to a student in front of a blackboard

Suppose you are the founder, and a lender has offered you a growth loan with a warrant attached. You open a spreadsheet. You add up the interest over the life of the loan, the fee at closing and the fee when you repay, divide by the amount borrowed, and arrive at a cost that looks respectable next to what your last equity round implied. Then you look at the warrant, see that it covers a sliver of the company at today’s share price, and leave it out of the sum because nobody pays anything for it this year. That last step is where the arithmetic goes wrong, and it goes wrong in the most expensive direction.

The warrant is the part of the price that never appears in a payment schedule. It is paid in ownership, and it is paid when the lender chooses, which will be when the shares are worth the most. Every other line in the deal is settled in cash on a known date. This one is settled later, in the currency you are trying hardest to protect.

One loan, three ways to cost it

Take one hypothetical facility and price it three ways. The loan is identical each time. Only the question changes.

As the lender sees it at closing

A venture lender treats the warrant as a small option on the borrower’s success. It gives the lender the right to buy a set number of shares at the current round’s price, usually for many years. The lender expects most of its loans to be repaid at par with no great outcome for the borrower, so the warrant does not need to be worth much on any single deal. Across a book of loans, the few companies that do very well produce enough warrant value to cover the ones that fail. Seen from the lender’s desk, the warrant is a modest sweetener, visible as a small addition to the yield.

This view is correct for the lender and nearly useless for you, because you do not own a portfolio. You own one company, and in the case you are working toward, the warrant is not modest.

As a share of ownership

The second way is to ask how much of the company the warrant represents. Divide the shares it covers by the fully diluted share count after the loan and you have a fraction. Founders tend to call it small and move on. The honest reading compares it with the dilution the loan was meant to avoid. If you borrowed to avoid selling a slice of the company in an equity raise, and the warrant hands over a meaningful part of that slice, the loan has spared you less than it seemed to. Some of the dilution was postponed and handed to a different holder, not avoided.

This comparison is also the right way to weigh competing offers. A cheaper rate with richer coverage can easily cost more ownership than a dearer rate with thin coverage, and ownership is the scarce thing.

As cash at the exit

The third way tends to change the decision. Pick the outcome you are actually building toward, the sale or the late round at a price that would make the plan a success. Work out what the lender’s shares would be worth at that price, net of the exercise price it pays. Add that figure to the interest and fees, and divide by the amount borrowed.

Done this way, the loan that looked respectable on the spreadsheet can turn out to be the most expensive capital the company ever raised, measured in the only scenario you are really planning for. That is not a flaw in the product. It is how the instrument was built. The lender accepts a capped return in the cases that go badly or sideways, and asks for an uncapped piece of the case that goes well. Founders, optimistic by trade, tend to count the loan’s cost in the middle scenario and the company’s value in the best one, which is exactly backwards.

None of this makes warrants unfair. A loan to a company still losing money carries risk no coupon fully pays for, and the lender is entitled to share in an upside it helped finance. It means the warrant should be negotiated as a price, not waved through as a formality.

What to negotiate once you see it

A handful of terms move the real cost. Coverage matters most: the amount of the loan the warrant is sized against, and whether it grows as you draw more. The share class matters, because a warrant on preferred shares carrying a preference is worth more than one on common. The exercise price matters, particularly whether it is fixed at the last round or set at the next one. The term matters, because a warrant that stays alive for a decade gives the lender a long look at your best years. And the treatment on a sale matters, since some warrants convert automatically into a share of the proceeds while others must be exercised or lapse.

Each of these can be traded against the rate. Founders often push hardest on the coupon because it is the number they see every month, and give away coverage or term without a fight. For a company confident in its own outcome, the better trade usually runs the other way: accept a slightly richer coupon, paid in cash while the company is still small, in exchange for thinner coverage or a shorter term, which you would otherwise pay in shares once the company is large.

The simplest discipline is to run all three costings before any conversation with the lender and carry the third one into the room. It turns an abstract sweetener into a figure both sides can argue over, and it tends to make the conversation about coverage far more concrete than the conversation about rate.

So before you sign, put one question to yourself and your spreadsheet: if the company becomes what you are raising money to build, what will this warrant be worth on that day, and would you have agreed to pay that sum in cash for this loan?