It does seem like a difficult balance to strike: we can obviously take more risk when we are younger, but that comes with the cost of less experience.  I liked his comment that he's just working longer hours (less efficiently) than someone older would probably work.  Probably the smartest he did, from my perspective, was thinking of the MS website originally as a side project.  Thus, he took it as far as possible without closing any other doors.  Another great piece of advice was using your resources: faculty, friends, angel investors.  These people understand starting a compnay far better than any of us.

I disagree with Armen's idea that when starting a company each individual has a "sweetspot", i.e. a certain time in one's life when he is best suited to start a company. You can start a company when you're still in school, when you're in the workforce, or when you're "retired". I believe the quality of the idea that the company is founded on dictates the company's success. If you truly have a great idea then it will succeed no matter what age you are. You might be more business savvy or have a broader network when you are older, which might help speed up the process, but I believe the end result will be the same no matter what age you are.