I really like this guy but right now he only has earning potential. Should I go after him now or chance it?

This guy I like is currently unemployed and is having a hard time finding a job. He has a great degree and could potentially make six figures. I work as a bartender (off tonight - YiPpEE!), and he comes in and hits on me a lot. I found out all the other stuff from his friend. he has a thing for me but most likely right now I would be supporting any relationship we get into. What if it doesn't work out? Then Im out the money. But if I wait he might meet someone else, find a job, and I'll wish I was her.

Help give me a pros and cons list!!

By paranormally 9 years ago :: Dating
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    I have extensive training and expertise in clinical, counseling, transpersonal/integral psychology and coaching. I provide support to those willing to work on themselves… $2.75/minute
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    Misunderstandings can create or escalate conflicts, but genuine incompatibility can also exist within relationships. Non-judgmental. LGHBTQIA-supportive. $2.75/minute
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