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Well... family IS family. To minimize STRIFE and ILL WILL, if you FEEL like helping (this is very important) and you're almost sure it won't be repaid--just GIVE it to him. Structuring this arrangement as a loan will only generate emotional friction since there's a high likelihood (per your gut feel) that it won't be paid. The situation then becomes GIVING = helping out vs. loan = expecting something back.
That's my personal philosophy with my own family. Just my opinion. I'm sure others' may differ.
A lot of times, loans/business screws up more family ties/friendships than anything else. When it comes to helping out, sometimes it makes more sense to just plain out give than enter into a business/loan situation.
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