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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.
An Irish phrase meaning shit, derived from ass
(Not to be confused with the literal description of one's buttocks)
"Did you hear the song Aylek$ dropped?"
"Hardly. Her music is absolute cheeks."

"My boyfriend say LaFlame is cheeks."
"Tell your boyfriend I said it's his mixtape that's cheeks."
Cheeks by thecartisan April 26, 2020

sans sheriff 

Lawless use of fonts or typography, with no regard to aesthetics or legibility
I'm putting this CV straight in the bin. Written totally sans sheriff.
sans sheriff by Jamarley July 3, 2019

Breadhead 

Someone who is addicted to obtaining money and building wealth. A money addict and fanatic. Breadheads often work more than one full-time job, and some even participate in illicit activities to "obtain the bread".
A breadhead is like a crackhead, but for money instead of crack.
Breadhead by 🅱️ U S 3 4 8 March 30, 2022

Stink lines

As seen in illustrations or cartoons: Wavy, vertical lines rising above a person, place or thing. Denotes a foul odor.
"You didn't put enough stink lines on your picture of the teacher."
Stink lines by Athene Airheart March 14, 2004