Every couple of weeks I get asked by someone if I think they should take the leap and really dedicate themselves to their idea. Is it a good time of year? Are they the right age? Do they have enough of a cushion?
My advice is that there usually isn’t a good reason to quit a comfortable full time job to focus on a startup, and that you should be able to run a startup on the side until you know if it will fly or not.
The bad thing about that advice is that I really don’t have a clue if it is good advice or not. I have been one of the lucky few who has always been working on a startup with my own great-to-good-to-mild-to-terrible levels of success.
Statistically, most people take the leap and attempt a startup in their mid to late 30s. I’m not sure why that is, I suspect it is a big group of people who have been making nice salaries since their late 20s, have the house well on it’s way to being paid for, and have the college fund tucked away for the kids.
When is the best time to attempt your first startup? I am going to take a leap and say that High School is actually the best time. There is absolutely zero risk, but there is generally absolutely zero capital as well. While you are in the teenage years induced haze you can be at your most creative, but you also have a low probability of completely executing on something, unless you are above average (which I expect you are).
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