Always wanted my own airplane. Only just got one. There was much trepidation in making that step.

Get to fly where and when you want to fly. After decades of being told where and when to fly, this is refreshing.

Get re-acquainted with a different kind of flying than work.

Actually fly, versus operate.

Any kind of flying improves your skills.

Hang out with like minded people at the airport that aren't just b*tching about work.

For the fun of it!

Get scared of if and or when the next big maintenance issue is coming down the pike.

And, you get to say "I have my own airplane", which is really kinda cool.