[Freudian]

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why?

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If the guy had to choose between paying you or paying his rent, do you think you would come first or second?

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and why?

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Many online staking deals turn bad. Many staking deals to friends turn bad. Basically it is a debt that is very hard to collect. And lending money to a guy that had to use his entire bankroll to paying bills smells like trouble.

The exception would be if you know him well and know him to be a trustworthy guy that temporarily don't have resources to play at the limit where he would be able to win the most money. Ie, bumping an already successful player up a limit. I would have to know that if something goes bad he will be committed to paying back (if that was a term of the deal).