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pissing into the wind 

Undertaking a task in such a way as to make undesirable consequence to yourself likely, when avoiding those consequences would have been easily achieved by a simple change in direction or approach. (i.e., pissing down wind instead.)
Dang, Jake, you're pissing into the wind telling the boss you're too hungover to work. Just call in sick.

Pissing your money into the wind 

spending money on alcohol even if you shouldn't drink
my parents kicked me out when i was pissing my money into the wind.