New ask Hacker News story: Ask HN: How to overcome regret by missing out on opportunities to get rich?

Ask HN: How to overcome regret by missing out on opportunities to get rich?
2 by highwayman47 | 2 comments on Hacker News.
I definitely had some character flaws that I didn't fully overcome until my late 20's. Basically, I was incredibly insecure and this led me to always try to do things on my own. This didn't really change until I started jiu-jistu. Anyways, I was able to get my first job out of college at a top university. I met some amazing people there. But really held back from socializing much, because I wanted to do well at my very menial job. A couple times colleagues tried to include me on projects, but I politely just focused on my work. Now many of them are leading very successful startups that I could've likely been an early employee at. I ended up working at 2 failed startups (I got from cold applying), and have failed about 20 times building a side hustle of my own. I feel like I needed to go through some struggle, but I can't help but regret my choices. I need a win badly. I have worked very hard and built nothing. I also lost a lot of money gambling but have since quit.