Don't Be Pied Piper #1 – How to Divide Equity Among Startup Founders
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At the time that seemed like a great idea.
Then I listened to the podcast, Startup and I hear the Alex Bloomberg offer his partner 10%. "Seriously? You haven't actually done anything yet". It seemed to me he should have used the point system. At best he should start with 2 or 3 more points (or heck even more because he's the "talent") but otherwise given there was basically nothing to the company yet it seemed fair. If his partner puts in the time in a few years they'll be nearly equal.
They settled on some random numbers but it seemed short sighted. Maybe they'd need another partner. The points system seems to work. New partner starts, you decide on some starting points, possibly zero, just vest your points. If it was 5 people who've been working a year and you come on at the end of year 1 then in 4 more years it will be 60,60,60,60,60,48. That's 17% for the 5 originals and 13% for the new partner
The 2nd season had the same issue. Instead of going by time invested in the company they were just picking random numbers. It seems very arbitrary and unfair. Of course maybe the point system is just as unfair to some.
Successful startup founders are obsessed with derisking at every step along the way and even when it seems like "they haven't done very much", the stuff they are doing is relentlessly pushing a startup through the various gates in which a certain percentage fail at every gate.
So it wouldn't surprise me if a reasonable equity split for Gimlet ended up around the 90/10 range. Considering that Alex managed to raise $1.5M almost entirely based on the back of his reputation, he's really offering ~$700K of equity to his co-founder vesting over 4 years. There's no way his other co-founder could have found an opportunity that big through any other avenue so it would have been smart for him to take the 10%.
At least with a normal vesting schedule once you hit a 1 year cliff you're granted a certain portion of the equity. It seems like with the point system you run the risk of every founder just being perpetually diluted, which would ultimately un-incentivize employees.
You could start with a team of talented people and arrive at the same equity numbers via two different processes and one will result in a billion dollar company and the other a million dollar company because the founders are motivated in the first and discouraged in the second. What's ideal is that each founder believes they got way too much equity and is glad to be a part of the team. Put in that perspective, dicking over 5% isn't something that should be encouraged.
This is why founder chemistry is so important. If you're considering co-founding a company with a person, run this hypothetical in your head: You have both just sold the company for a billion dollars and you get 70% of the sale and they get 30%. Are they happy that they're now worth 300M and even happier than you're worth 700M or are they jealous that you got the way bigger share of the pie than they did? If it's the latter, run away immediately, there's no good outcome possible there.
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I've found that a lot of my fellow founders have faced trouble when going to raise money from investors simply because they either looked uninformed or careless when dividing up equity!!
Make sure you don't fall into that trap.
It may well take 8 years to get this company to IPO. 4 years seams standard, but it feels awfully sort for some reason.