When we were kids, we talked about testing your wife's loyalty like this. Pretending you're broke and seeing if she would divorce you or not. What a fukking dumb and impractical thing to do.
There's no way I would need to do anything that extreme anyway, cause I'm tight fisted with mine. Over time the hangers-on would naturally be filtered out when they realise they ain't getting a come up on my back. Oh, you can't contribute towards the trip? Aight man, we'll make sure to take pics and tell you about it when we get back.
You want money from me, you're either working for me or with me on an opportunity. And no bullshyt ass entourage type jobs either. I'm talking working hours, deliverables, performance reviews and all.