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Ask HN: What has been your biggest mistake?

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Re: Ask HN: What has been your biggest mistake?

#51

startup-wise: 1. working as employee #6 at a startup in boston instead of google in 2001. 2. working as employee #6 at a startup in SF instead of youtube in 2005. whoops!

I feel for you, dude...I hope there's no number 3 next time someone asks you this question.

I hope he doesn't decide to go anywhere again as employee #6. I am not normally superstitious, but I would avoid that like the plague going forward.

'Oh you currently have 5 employees? That is too bad...' :)

Re: Ask HN: What has been your biggest mistake?

#52
post #21

Not getting it in writing. It doesn't have to be a long drawn out contract, just a short email explaining what the agreement is. Even amongst friends, you will never regret having an email stating your agreement.

Trusting the wrong people is painful - even when you have it in writing.

Re: Ask HN: What has been your biggest mistake?

#54
post #41

Not sleeping with more women. When I was younger, women were more plentiful (and looking for relationships) but I spent most of my time in front of computers. Today, computers are more plentiful and most of the nice women I meet are already married or in long term relationships.

I could understand if your regret were not dating, but is your only regret a lack of sex? The "nice women" would be averse to marrying you if your number got too high. From the perspective of a marriage-worthy woman, it's fine to be a virgin till 23-25, and the ideal number for a 30-year-old male is probably 1-6.

How old are you? It seems that the odds get better for a guy until age 35. When you're 20, the age range of women you'll be able to date is very limited: approximately 18-21. When you're 35, it's 23-40. Gender ratios also improve (from a male perspective) dramatically as you age, with noticeable effects in dating. I'm 25 and loving it; I definitely don't miss being an acne-pwned, insecure 19-year-old.

Also, if you're looking for marriage-worthy women, have you considered moving abroad? The only reason I still live in the US is that New York is very, very international. I would not be able to stand it if the only women available for dating were white, suburban Americans.

Re: Ask HN: What has been your biggest mistake?

#55

1. Not majoring in computer science the first time I quit my physics major. If you like something, don't stay away from it for silly reasons (like thinking that school will make you un-like it). 2. Not knowing the difference between profitability and traction when I was looking at startups to work for. I spent 2 years at a relatively low-growth startup because I thought that its profits meant it was successful, when…

I'd like to reiterate number 2, it was 4 years for me at a low growth, barely profitable startup.

Re: Ask HN: What has been your biggest mistake?

#56
I'm good at rolling with the punches, so I haven't yet been smashed by a big mistake, although I've made plenty. I usually recover from those, and come back bigger and badder.

I have, however, lost a lot to the petty time-wasters and energy drains that eventually lead to missing opportunities for growth.

Re: Ask HN: What has been your biggest mistake?

#57
I used to have regrets. For much of my early 20s, I thought not having tried to make music professionally was a mistake. Then, later, I worked at Macrovision and saw the music business up-close and was very glad not to be part of it! Similarly, for a couple of years after my PhD I regretted not staying in academia. Working for a startup has completely cured me of that regret.

I guess I've learned that something you believe to be a mistake today can turn out to have been a smart move given a year or two's hindsight.

Re: Ask HN: What has been your biggest mistake?

#59

1. Not majoring in computer science the first time I quit my physics major. If you like something, don't stay away from it for silly reasons (like thinking that school will make you un-like it). 2. Not knowing the difference between profitability and traction when I was looking at startups to work for. I spent 2 years at a relatively low-growth startup because I thought that its profits meant it was successful, when…

You do realise that nowdothis has a better gui than yours, right? Given the two services, I'd pick theirs.

Yeah, those're related problems. Because of the constraints of getting it out fast, NowDoThis ended up simpler, which ends up making it better too.

Re: Ask HN: What has been your biggest mistake?

#60
post #39

Spending the first half of my twenties working my guts out for a big corporation where my efforts went largely unnoticed outside of my immediate sphere. I'm certain that if I put that time into a start-up I would be much better off today -- even if it failed.

I'm kinda curious - is there anyone who doesn't regret their twenties? We've got three posts regretting working for the wrong startup (mine, menloparkbum, and gscott), one working for a big company (yours), one going to grad school (timcederman), one getting a degree (jobeyonekenobi), and one doing nothing (johnyzee). So apparently working for a small company is bad, working for a big company is bad, not working is bad, and getting educated is bad. What should one be doing?
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