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Ask HN: Those who've joined a friend's startup as an employee, how did that go?

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Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#1
While much has been said about co-founding with friends, the dynamics of joining a friend's startup as an employee aren't as widely discussed.

Have you gone to work for your friend's startup as an employee? How did that go? Would you do it again?

Re: Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#2
Hello, this does not apply to me but I'd like to say my 2 cent regardless:

Your boss cannot be your friend (or vice versa). It simply does not work out well, you can't be a leader while being friends with your followers, so I expect everyone who worked for their friends will most likely describe it as a miserable experience.

Re: Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#4
Yes. It was great because we both spent time upfront explicitly talking about our working styles and expectations. At that time of our lives, we were both able to push hard at work. I didn't take equity, but asked for more cash compensation, with a specific time duration. We parted ways amicably when we didn't come to terms around my compensation package almost a year later. We're still friends and chat often.

I think being very clear with yourself, your partner (if applicable), and your friend-employer, while being able to engage in potentially tough conversations in a friendly manner will go a long way to managing expectations on all sides.

Re: Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#5
I work for my friend at startup. He’s not a founder but has a serious vested interest in it. There was some rockiness to start but we adjusted to good working relationship. On my part it took a bit of ego swallowing but I viewed it as a good life lesson.

Re: Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#6
post #3

In my experience mixing friendship and work is a bad idea. It's hard enough to be cofounders with a friend. I won't recommend adding a power imbalance to that formula.

I’ve hired several friends as employees. It works fine if both of you are able to separate work from friendship. Admittedly not everyone can do this, but it worked out in my situation.

Re: Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#8
post #6
post #3

In my experience mixing friendship and work is a bad idea. It's hard enough to be cofounders with a friend. I won't recommend adding a power imbalance to that formula.

I’ve hired several friends as employees. It works fine if both of you are able to separate work from friendship. Admittedly not everyone can do this, but it worked out in my situation.

It probably did, you know your friends and I don’t, but you don’t know that it worked out. You really have no way of knowing if your friends still think of you the same post-employment even if you’re still acquainted.

Re: Ask HN: Those who've joined a friend's startup as an employee, how did that go?

#10

I work for my friend at startup. He’s not a founder but has a serious vested interest in it. There was some rockiness to start but we adjusted to good working relationship. On my part it took a bit of ego swallowing but I viewed it as a good life lesson.

Following up on this I think some primary differences were in management style. He tends to be more top down then I prefer and definitely more top down then when I’ve been an EM. That being said having a pre-existing relationship with him kept me around instead of bouncing after 6 months or so. There was a sense of trust that I wouldn’t have with a stranger.
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