Actually, it's the $64,000 question..that might be enough yearly to live on?

I would consider you to be a "scanner." It's a new term being used by a few.. .where you are a jack of all trades, master of none... only you MIGHT be good at all of them! The problem is you don't want to settle on any one item.

Why not look for 1) a job that allows you to do many different things or 2) rotate many different jobs through those seasons you want to experience?

Search out some particular cities you think you'd want to live in and contact the chamber of commerces.. for the city's info... job opportunities, what it costs to live there etc... and make plans accordingly.

How many years do you want to spend on getting to where you can "retire?" What will you give up to do that??? Just some questions...

Good wishes!