I expect to get lucky somewhere along the way. My basic plan is to work hard and work with people who are the best in the industry whether at a startup or at a top large company. If I do that for 15-20 years, I don't see why I don't have a high chance of being rewarded in the technology industry (again, assuming a bit of luck along in the journey). My personal "number" is at least $2.5m in assets with at least half of it in fairly liquid financial vehicles. I think I can reasonably achieve that with my strategy. A number closer to $3.5-5m would make me super, super proud if I could ever achieve that kind of success.

I try to work out everyday to stay healthy and fit. I try not to make dumb purchases or spend too extravagantly - but that doesn't mean I don't spend big every now and then. I try to pace myself in my work (no working on weekends, for example). I try to recognize burnout early and take steps to prevent it. I try to learn as much about finance and investing as possible. I try to make the more risky but smart bets over more conservative options when possible. I try to take pride in my work and not get cynical (not easy). These are some of the things that help me take a long term view of my career and keep my relatively aggressive goal in sight.

But even with all that being said, life is short so I know that the goal isn't an end in and of itself. Who knows what'll happen along the way - I could get hit by a train tomorrow. That's why I still try to appreciate each day for what it is.

Notice I used "try" a lot. I don't always succeed, but I'm always trying :)