I guess it's hard when you're gentry to try and blend in with the small people.

[He could always take care of himself, money or not, somehow.]

If you truly love someone and want to be with them, abandoning everything should be fine. Jobs can be what you find on the way. Maybe farming? You make your own food, can trade for things that are needed. Hunt for food, use the talents you have and charge for them if you must.

[Of course his idea of gentry was very different. A different time, a different country.]