The Option Pool Shuffle
Updated: Mar 22, 2022
An investor that requires a generous option pool may seem not a big deal for a founder. However, if put into the pre-money valuation it substantially lowers the effective valuation of an investment and consequently the stake that the founder holds post-closing. This blogpost explains how it works and how misunderstanding is created (and solved).
Creation of an option pool
In most cases an option pool is set up when a venture capital investor participates in a company. It is usually a requirement of the investor based on a strong belief that the company’s employees will work harder and be stronger committed if they share in the profits of a future exit. Most founders feel the exact same. They see the need for offering options to attract skillful people, knowing that they will never be able to match the salaries that big corporates pay.
But whose shareholdings will be diluted as a result of the creation of the option pool: the founders only or that of all shareholders including the investor?
The answer is: it depends who you ask. If you would ask a US venture capital investor he will most likely say that the option pool should come from the founders’ stake. If you would ask EU continental investors their views will be mixed and more nuanced. If you would ask a founder, don’t matter where, he will most likely be amazed if being told that the option pool will only dilute his equity stake in the company and not that of the investor who insisted on having one. In my view, it’s all a matter of valuation and fair negotiations. As long as all parties involved are clear about their intentions and know how it works, you will come to a fair deal or not a deal at all.
Effective pre-money valuation
Let’s assume a startup raises 1 million Euros venture capital financing at a pre-money valuation of 3 million Euros on a fully diluted basis. The investor requires a 20% option pool, which is accepted by the founder. For the sake of simplicity, there are no other shareholders. The share capital pre-closing consists of 750,000 shares.
The founder calculates that the investor should get 25% of the share capital (1 million investment divided by the post-money valuation of 4 million) and therefore 250,000 shares should be issued to him. The issue price will be € 4.00. Then the 20% option pool would be set up, which will require 250,000 more shares to be reserved for employees. The investor ends up with a stake of 20% of the share capital and the founder holds 60%.
The investor calculates that to have a 20% post-closing option pool, 272,727 shares need to be reserved for employees. To give the investor a 25% post-closing stake, 340,909 shares need to be issued to him. The issue price will be € 2.93. This means an effective pre-money valuation of € 2,200,001 (being 750,000 x 2.93) instead of € 3,000,000! The investor ends up with a stake of 25%, the ESOP 20% and the founder 55%.
In numbers it looks like this:
(pre-money divided by outstanding shares pre-closing)
(pre-money divided by outstanding shares pre-closing + ESOP shares)
Effective pre-money valuation
On a fully diluted basis
In the example given, the investor and founder agreed on a pre-money valuation of 3 million Euros on a fully diluted basis. In fact the misunderstanding comes for a great part from the term on a fully diluted basis. On a fully diluted basis means that the investor’s valuation assumes all options, warrants, convertible debt or other rights to purchase shares in the company, being exercised. There is no discussion between founder and investor on this part of the definition. Since in the example given, no options, warrants, etc. were outstanding, this was no issue.
However, in the investor’s view on a fully diluted basis also includes shares reserved for issuance under employee options that are expected to be granted in the future pursuant to an agreed upon employee stock option pool. Here the misunderstanding is created.
Un-issued and un-vested options
If it is agreed between parties that the option pool is in the pre-money valuation (or in other words: it is agreed that on a fully diluted basis includes the to be agreed upon ESOP), the investor could be incentivized to have a larger than necessary option pool, since it reduces the effective valuation. This is particularly true when taking into account that the full option pool goes into the pre-money valuation, while in the beginning usually only a small percentage of it has been issued and vested. If the company is sold, all un-issued and un-vested options will be cancelled, which benefits all shareholders proportionally even though the option pool has been paid for by the founders only. Of course you could work around this and agree that the underlying shares of any un-issued or un-vested options will be transferred to the founder, but this could make the founder reluctant with actual issuing the options of the agreed ESOP, which is clearly not what the investor wants.
No right or wrong
In my view there is no right or wrong in the option pool discussion. As long as all parties involved are fully transparent and aligned about how the option pool works and whether it is included in the pre-money valuation or not, there is a level playing field to come to a fair deal.