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I went to a specialized high school (as a semi-anonymous account don't want to give too much detail), and as such more than a few of my close high school friends went on to be famous in their chosen profession, and a couple starred in some fairly well known movies. I ended up going to a top university, and one of my roommates ended up founding a successful internet company you've all heard of. My first job out of college was at tech company with a "boot camp" like training program for new recruits. One of my close colleagues eventually co-founded a financial trading company that made him phenomenally rich in his late 20s, and another colleague founded a well-known unicorn.

Perhaps because I was inculcated fairly early in a competitive environment, it's hard for me to look back and not woulda/coulda/shoulda it. Mainly I'd like to ask some of my successful ex-colleagues and friends (some of whom I'm still in contact with, so wouldn't be too hard I guess) if they have any significant regrets. One on hand they must know how incredibly lucky and fortunate they've been, but of course their lives have their own trials and tribulations. And my life is good, I have close friends and family, quite mundane, though at least a good mundane. But still, I find it hard sometimes to not at least wish for a future reincarnation, one where I have the natural talents or extra drive or whatever that is needed to grab that brass ring.



> one where I have the natural talents or extra drive or whatever that is needed to grab that brass ring.

It's interested that you didn't explicitly list "luck". I get that it's considered distasteful, but it's the reality of the world we live in - much of one's success comes down to dumb luck.

That said... I feel the same way as you do. For some reason I have always wanted more than I seem able to achieve. I strive, and I strive, but because of this or that short coming, or chance, I don't seem to reach the "brass ring".

I'm trying these days to just find peace and happiness with my life. I haven't jumped off the treadmill entirely, I've just turned down the speed. If I start a company and make millions some day, great. If I don't... if I end up a career man my whole life, but live comfortably with my wife... well, that's great too. I'm going to let go of the rudder a little bit and let the boat sail itself for a while.


You did win a lottery, just that it was against 99.999% of humans ever to live. It's natural to want more but it's also just as naturally feasible to bask in the lottery you did end up winning.


This topic of success and what contributes to it always makes me think back to this great video by Veritasium (aka. Derek Muller) titled "Is success luck or hard work?" [1].

While it's probably impossible to prove one way or another, I've personally grown to accept that I will never be fully satisfied with everything in my life. Accepting that fact has given me some kind of peace, because I no longer dwell on the what-ifs as much as I used to. It doesn't matter if I reach the goals I have in mind right now, as I'm bound to come up with new ones that are just out of my reach. I believe bettering oneself is good, but I also believe it's important to accept that there's never a goal to be reached there.

[1] https://www.youtube.com/watch?v=3LopI4YeC4I


I like Derek and his videos, but his point is a lot easier to make from the position of a very successful person.

For most people this is a very bitter pill to swallow.




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