[rolleiflex]

> My savings could probably sustain my current lifestyle for 5-10 years, if not more.

You're successful,

> I'm single, no kids.

and you don't have obligations.

Considering these, I'd quite safely say this is a game you are not likely to lose. While it's a decision you need to make by yourself, your worst case scenario is better than lives of most people in the field. Plus, taking a year or two to work on startups as far as I can see is quite normal and even seen in a positive light in many places.