I'm so glad you're enjoying the game! :DDD
You can download any new update and copy your save files over, and everything should work just fine! You will be able to continue without staring over!
The most common way to get dollars is, yeah, finding them in the wild or finding items you can sell to a collector. Technically some monsters have a chance to drop sellable items, but they generally aren't super reliable for grinding for cash. Money can be pretty sparse sometimes.