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Money In the Bank 

Money in the bank is WWE Paper Per View (PPV) where multiple matches but there is a match where there is a briefcase dangling over the ring and there are 6-8 people who are each trying to climb a ladder and get the briefcase because if you get it you can use it to get a match with any champion to get the title at any place at any time
Person 1. Did you see Money In the Bank yesterday

Person 2. Yeah but im kinda disappointed on who won the briefcase

Person 1. Yeah i didnt want them to win either but hopefully they don't successfully cash in

Person 2. Yeah lets hope

What about the money in Blackwater? 

What a rat/snake says to it's boss about money that has been left there by a failed bank robbery
"What about the money in Blackwater??"
"Forget that, it’s gone. You talk like it’s the only goddamn money in the world!!!"

cookie money in the bathroom 

"Hey dude, you wanna go do some cookie money in the bathroom?"

Shake the money tree in a wine cave 

Fancy political fundraisers for rich donors. In 2019 photos surfaced in which Pete Buttigieg, mayor of South Bend, IN was seated with rich donors in a Napa valley wine cave for a fundraising event. During Dec. 2019 debate, Elizabeth Warren attacked Buttigieg for appealing to rich donors instead of grassroots supporters by using this imagery. A few minute later, Andrew Yang stated his campaign reform policy would increase women and minority elected to offices around the country because "they don't have to shake the money tree in a wine cave", gesturing to Buttigieg.
You will have many many more women run for office because they don't have to shake the money tree in a wine cave.

The Money Will Roll Right In 

I'm goin' to Hollywood, they'll see that I'm so good
I won't care how I feel, and I'll get to fuck Brooke Shields
I'll just sit and grin, the money will roll right in

I want to be a star, I'm going to have a car
And you'll have to admit, I'll be rich as shit
I'll just sit and grin, the money will roll right in
I would give you some, if you only would have treated me nice
You'll wish that you did, you'll feel pretty stupid
I'll just sit and grin, the money will roll right in

It's fun to be a star, it's nice to have a car
Yeah, you'll have to admit, that I'll be rich as shit
And I'll just sit and grin, the money will roll right in

The money will roll right in

Kicks me in the balls and steals my money 

Something that is completely undesirable or unwanted.
Person 1: Hey, your uncle Clovis died yesterday.
Person 2: Well, that just kicks me in the balls and steals my money.