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There's a lot of very serious ones in here; I'm going to opt for something a bit lighter: I regret not being more diligent in money management throughout university and after graduation.

Working a ton, but not saving. Not investing. Living downtown for too many years. Going out to restaurants and bars multiple times a week. Buying a new iPhone every year. Not optimizing the career path for income (or, anything really). Never really going into debt beyond a (cheap) car payment, so it could be worse, but also not seeing personal capital grow.

Now, I'm hitting the stage where I feel this pull to try an independent venture; and maybe even leave the software industry. But I don't know how to do it financially. Its not just the runway in my bank account which could be measured in months; its the lifestyle.




This is mine, too.

I'm in my 40s now but I didn't get serious about saving and managing money until my mid-30s. Lived a very fun but expensive lifestyle downtown in a major city for many years while single.

I'd be a lot closer to some of my financial goals if I had been more focused on saving through my 20s and 30s. While my family is doing fine compared to many others, it feels like I'm always trying to catch up. This really starts to hit home when you add kids.


I have the opposite situation. I wish I'd spent more money on having fun. Time is a finite resource.




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