Does success matter?

Hypothetical scenario.. Say a guy is 23, didn't graduate highschool, still lives with his mom, doesn't make a lot of money, a tad on the heavy side and doesn't know how to drive and he asked you out. Little do you know he's a reeaaallly nice guy. A very respectable gentleman. Do you give him a chance or judge him? He honest.
Does success matter?
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