What is your biggest regret in life?

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Didn't figure out how to properly support one of my good HS friends, who I'm pretty sure was closeted gay. He transitioned and then disappeared entirely off the internet and is suspected to have 41%ed. This was like 20 years ago too when the movement was extremely fringe rather than the current shithole of discord pressure and grooming that is the modern internet.
 
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Not getting into wrestling in high school or earlier. My dad took my younger brother and I to a wrestling meet to try it out when we were pretty young. Our idea was we’d be wrestling like what we saw in professional wrestling. Needless to say we thought it was gay the first tome we went.
 
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The Ugly One said:
Leaving a good job for a startup. Startup founders are nearly all con men. I even though I was doing due diligence. Nope. The problem is startup founders lie about things normal people would never lie about, so you don't think to check.
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My job leads me to encounter a lot of biotech startups. I used to think they were one way and having met a few i now know the reality. Having met a lot of biotech startups, my main take way is that I will never, ever work for one. They are all the same personality type, all lie out of their arses (honestly, i have NDAs which mean i can’t but i could tell you some stories…)
 
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It is rare to encounter a legitimate startup. The endgame for these is to get bought out by someone, the founders get a golden parachute with their equity stake, and the founder(s) begin their next startup. I’ve known some founders in their 50s that have never stuck around after they got acquired. They’re flush with cash after getting several multimillion dollar payouts, though. Their job is just to get a buyer so they’ll lie their asses off to find a willing buyer.
 
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I have many regrets, but being born autistic to parents who won't let me use it as an excuse to be a manchild NEET who lives in their basement is one of them.
 
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Angry Alt Right Nerd said:
I'm sorry you regret not being allowed to be an autistic manchild NEET
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Yeah it's cruel and unusual
YouGuysAren'tThatSmart said:
Not getting into wrestling in high school or earlier. My dad took my younger brother and I to a wrestling meet to try it out when we were pretty young. Our idea was we’d be wrestling like what we saw in professional wrestling. Needless to say we thought it was gay the first tome we went.
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I moved around a lot in my adolescence so I didn't even get to try out for things like that. Sometimes I do wonder what my life could have been if I got into sports instead of whatever lame ass after school club was left.

Probably wouldn't have ever gone pro though.
 
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HowlingChasm said:
Squandering what could have been a downpayment on a house. Now I'm a rentoid with a family and no hope of home ownership in sight.
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Don't worry about it, the mortgage would have been too expensive and you would have foreclosed anyway.

My hope is that once all the boomers are dead the prices will come down.
 
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Duke Nukem said:
I moved around a lot in my adolescence so I didn't even get to try out for things like that. Sometimes I do wonder what my life could have been if I got into sports instead of whatever lame ass after school club was left
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I had a similar childhood. This is PLing, but the worst was moving cross country twice during my high school years.

As for regrets I could control:
1. Dating a serial cheater
2. Leaving an old when I could have stayed for at least a couple more months rather than grabbing a barely above minimum wage job
 
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Dawdler said:
Not kicking out parasite friends sooner
Working too much
Caring about people that didn't care about me
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hits quite closer to home even for me

from my experiences also:
- not jumping straight to the college and staying late in the school for full middle education instead
- being passive with gurls
- missing some cool stocks i was unsure about
- not parting with tradcuck shit earlier and letting it ruin my childhood
- the conscription army in my slav shithole was cool albeit i lost my shit realizing that for the same effort i coulda have hit the reserve army instead
 
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Oh yes, this is a big one:
Believing that people are inherently good.
 
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This was a tough one for me to answer because when I think about it--I mean really think--I can't think of parts of my life I would love to have gone differently. Yeah sure a lot of them had drawbacks, but they had benefits too. Even things I used to hate, like School, I now see the bright side of.

That said, I've often said my biggest time travel fantasy is that I want to go back in time and archive stuff, or convince myself to hold onto things that I wound up trashing (or, since I'm a time traveller in this scenario, just ask my past self if I can have the things he no longer wants). Losing things has been my biggest regret.

(Even this is kinda tempered though. For example I used to regret that I didn't hold onto my copy of the Sega Genesis game MUSHA... but I played it again on emulator and realized I didn't really think it was all that great anyway, and I wound up finding better shmups).
 
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