[MCS]

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If the brother was up for a promotion / getting married / going to university and you could get action that he would fail at this (and had good reason to suspect he would) would it hurt his feelings if he found out you bet against him? I think for most people they would be very hurt.

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I agree, but I don't think it's a fair comparison because you're talking about life achievement things where it's good to support someone. OP is talking about wagering on football teams, and I don't think it's nearly as insulting.

I do agree that BLINDLY taking all his action is different than betting each other on certain games where you just disagree strongly.