Pull a Letterman 

Banging as many co-workers as one possibly can and not paying 2 million bucks to cover it up. Comes from the October, 2009 David Letterman's scandal.

Jack: hey what do you think of the new interns?
Jim: I wouldn't be surprised if the boss Pulled a Letterman on them.

When I managed that Walmart a few years back, I totally Pulled a Letterman.

The first thing I will do when I get that job is to Pull a Letterman.

Pull a Letterman by DoriMoose October 9, 2009

pull a Letterman 

Disclose an illicit affair to the media before it is discovered or leaked in order to gain sympathy and appear noble to the public.

Indiana state representative, Mark Souder, decided to "pull a Letterman" a couple weeks after winning the primary.

pull a Letterman by GG2 Lucas May 19, 2010

Grindset

The grindset is a contemporary ideology of self-exploitation disguised as strength, deeply tied to the aesthetics of the “sigma male” and to new digital forms of patriarchy. It promotes the idea that human worth depends on productivity, economic success, absolute emotional control, and the ability to work endlessly, turning vulnerability, rest, community, and tenderness into signs of weakness. Beneath its rhetoric of discipline and power often lies a profound inability to relate healthily to pain, fragility, and human interdependence.

“That’s the grindset, brother. While weak men sleep and complain, sigma males stay disciplined, work in silence, suppress emotions, and build power while everyone else wastes time chasing comfort.”

Grindset by Omega-Male May 22, 2026

jerb 

well known from south park
rednecks get angrry that future folk took there jobs so they yell
They took ouare jerbs!

Them future folk took ouare jerbs!

jerb by Jimberley Kim April 7, 2005

Cheeks 

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