As someone who has dealt with choice paralysis his entire life, I find it best to simply start by tackling the actual issue: a fear of failure. Every mistake you make teaches you something you didn't know. When you reframe failure as an opportunity to grow instead of a sign of loss, it stops being so scary. I started off by taking risks as small as getting different protein bars at work (I work at a grocery store). While it might suck to blow money on a terrible bar, what I took from it is now I never have to worry about missing out on that specific thing and now I can try other ones to find new favorites. In fact recently, my tire blew out and I went to buy a used one off a recommended mechanic. Thinking about it after the fact, I might have gotten ripped off a bit, but I don't regret it because it wasn't a big loss/high stakes situation and now I know that next time, I will be more informed about what to look for in a used tire and what a good price is. No pain, no gain brother. Sometimes you just have to make smaller, painful mistakes to save you from making more regretful ones in the future.
I'm not saying to go off and buy a house or go diving off a cliff, but just go make a lot of mistakes. Take it slow, start off small, and build your decision making muscles gradually.
