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Ask HN: Should an experienced engineer join a startup?

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Ask HN: Should an experienced engineer join a startup?

#1
(throw away account since I will be sharing a lot of personal stuff)

I have been working at big and respected tech companies for years, and lately I decided that I wanted to do something different and join a startup.

At first I was very happy to find that many companies were interested in me, and several of them sound promising companies, but when the compensation conversations start, I can't help to feel like I'm getting the short end of the stick.

I have no expectations that any startup would match my current comp, but after crunching the numbers of expected equity and using VERY optimistic scenarios, the opportunity cost is too big to ignore. For reference:

- I make around $0.9M-$1.2M per year today. Is a public company, so everything is liquid.

- If I accept a position with 1% equity, the company exit would need to be at least $500M just to match my previous comp.

- Investors are getting a much better deal than I am, their money can buy more equity that I would be able to buy with my work.

So far I considered the following options:

- Accept my golden handcuffs, and stay where I am.

- Accept that this is the price for the privilege of working at a startup.

- Become a founder myself, so the exit value doesn't need to be so insanely high.

- Become an angel investor, since they are getting a much better deal, I might as well join them.

I'm curious with other people think about this situation, while I think I'm in an uncommon (but very fortunate) situation, is hard to believe I'm the first one. I'm interesting to hear if I'm actually missing something and is not as bad as it sounds, or if there is other options which I did not consider.

Re: Ask HN: Should an experienced engineer join a startup?

#2
No, you pretty much nailed it, except for two things:

1) You're critical to getting the company from PowerPoint pitch to shipping product, but you won't be treated this way.

2) You'll be diluted to almost nothing if the company got to a .5 Billion exit.

If you want the excitement and experience? Go for it. If you want the money? Buy a lottery ticket.

Re: Ask HN: Should an experienced engineer join a startup?

#3
"I make around $0.9M-$1.2M per year today"

A startup is like a lottery when it comes to that kind of money. 99.99% chance you will not make that money with the startup. So if money is the main factor, you are better off staying with the current company. If you were making like 200K/Year, even then it is a tough call but at least was worth a discussion. 1M a year is not even worth a discussion.

Re: Ask HN: Should an experienced engineer join a startup?

#6
It seems like you are very interested in the making money aspect of a startup, from that view point, it doesn't make sense to leave 1 mm on the table to have a slim chance at a big payoff. IMO people who work at startups are either people who are extremely passionate about their work or people who couldn't make it into big tech companies.

Re: Ask HN: Should an experienced engineer join a startup?

#8
If you want to give up your $1M salary (seriously WTF) and you want to have much more control over a technology stack, sure.

I halved my salary and worked in startups for quite a few years, some things were fantastic. For example, bootstrapping a bank from scratch. I left all that chaos for an established large firm and it totally sucked the life out of me.

The chances of getting a million dollar a year income, in stock or salary in a new startup is next to nil. It is like being a muso and saying you want to be a rock star or actor.

I worked for 4 startups over 9 years. Three are gone completely and the one that may be successful has diluted my equity so much it is now near worthless. Basically I will never get the salary cut I took back, ever.

Re: Ask HN: Should an experienced engineer join a startup?

#9

It seems like you are very interested in the making money aspect of a startup, from that view point, it doesn't make sense to leave 1 mm on the table to have a slim chance at a big payoff. IMO people who work at startups are either people who are extremely passionate about their work or people who couldn't make it into big tech companies.

For me is less about the money and more about how the risk is asymmetric for the investors. I get it is how the system works...

The issue is companies DO try to sell the idea their equity is going to be extremely valuable in the future, which is what started me on this rabbit hole to try to quantify how valuable they actually are.

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