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going cowboy 

Going against the rules or set of norms. Breaking the mold, usually in a spirited or rebellious manner. Similar to "going rogue". Often times reckless or careless in their pursuits.
"Why do we have so many office supplies? 2000 red pens? 500 boxes of staples? We only have 10 employees!"
"Bob from accounting must be going cowboy with the credit card again."
going cowboy by Pappa Wayne May 23, 2019
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going cowboy 

the practice of not wearing underwear under one's outer clothing. also referred to as "going commando."
I'm so behind on laundry that I am going cowboy today.
going cowboy by mem13 July 1, 2008

Going cowboy 

Pushing through a task with little to no regard for your own well being or that of others.
Jack went cowboy and got the job done, pissed people off and broke a couple of ribs doing it though.Going cowboy isn’t for the weak of mind.
Going cowboy by Outlaw78a February 5, 2020

going cowboy 

To deliberately kill a number of random bystanders while performing a criminal or political assassination. It gets the message across that you really wanted the person

dead. The target was known to frequent a certain bar, so they went cowboy on the place and took him out.
The target was known to frequent a certain bar, so they killed him by going cowboy on the place.
going cowboy by man with titties January 5, 2017

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