Do you regret not getting riskier or getting riskier, why?

2 points by sahil423 ↗ HN

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What is the end goal or outcome you seek in increasing your risk appetite?
I meant generally as an founder or as an normal person , when you have 2 opt the comfort and the uncomfort both goes in diffn ways
I've made a couple of decisions which I often question:

1. A while back, I quit a well-paid job to start my own business. The business failed, and it took me a few good months to get back on my feet.

2. I'm not going back to that kind of well-paying job, and instead still trying to launch my business. I would've been much better off financially.

Do I regret it? Sometimes, but I know that I'd deeply regret not trying when I'm on my deathbed. There's risk either way in life.