Dude how did you even spend that much money? I mean you can purchase some things for the side mission but still..Equipment is a problem as I only have 11 bucks, and always fail the first contract. No matter what I do. Can't continue Isabel's quest either because of no money.
Guess I'll just continue with Luna and Gracie and see what happens.
Wilfred doesn't have where you can talk to him about a promotion. At least not yet. It's the same stuff when you pick Talk, and the Work is the same three contracts I can chose from.
How exactly do I succeed in Nimble Fingers? If I go East, I get a painkiller from the dog, but can't steal the jacket and always lose the fight. If I go West, I get caught trying to break into the house on the left, and the house on the right has a woman in a bikini in the yard, so can't do anything there. And can't do anything in the marketplace. The museum is packed with guards, so that is also a no-go.
I think the best option for you is to restart since you shouldn't spend that much money before being able to make money from Nimble Fingers. You should focus first on getting the stats required to steal both the jacket and the jewelry and then after that you can focus on the side and main quests. You can repeat the contracts and there's no time limit to them so that's the best way to grind.
Here is the contract guide: https://f95zone.to/threads/the-deluca-family-v0-09-5-hopesgaming.15459/post-5526957