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shake money off his trousers 

have so much money that one can give some to somebody on demand at once. The possessive adjective may be one's, her, my, our or their as the case may be.
He is so rich that he can shake money off his trousers.

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.

money shake 

A hand shake where an exchange of money (usually a 20$ tip) is being concealed. The person giving the money will hold a bill in their palm. When that person goes to shake hands, the bill moves from one palm to the other in a smooth business transaction.
See the episode of Curb Your Enthusiasm where Larry David visits a restaurant and the regular host is accustomed to receiving a 20$ tip via the money shake. Later in the episode, David meets the host on the street and shakes his hand, forgetting about the 20$ bill he was holding. Larry David unintentionally preforms a money shake with the host.
money shake by Tibon February 4, 2010

shake your money maker 

creating sexual attraction; tension, -the concept of using ones' "prime parts" to potentially, temporarily, permanently 'lock' a 'financier', (or otherwise "financially secure" 'ballistician'/infantryman') into 'floating' ones' monetary existence. -sometimes accomplished by evolving into a 'production facility', 'processing' the DNA
he encouraged the titty dancer to "shake your money maker"

after he saw her shake her money maker, she got the mine; but he got the shaft!!

the biker was a 'gone goose' after he witnessed her shake her money maker!

shake that mokey 

(verb)
to find a way - any damn way - to get rid of that thang that keeps hangin on.

not to be confused with shock the monkey.
Girl, you gots to shake that monkey, it's been two damn years since The Bartlett.
shake that mokey by c. obscura December 7, 2004

snakemoney

adjective meaning good or bad... also use "snake" on it's own to throw in randomly to spice up the conversation.
"Hey Sam-Snake! How's it goin'?"
"M'eh, feelin' kinda snakey today."

or

"Dude, I just found $20!"
"Snakemoney!"
snakemoney by SaubleBeachBum May 21, 2006