Spy Magazine probably thinks that:

Choices:
A. rich people are morally bad
B. no one would deposit a large amount of money
C. celebrities care too much about money
D. not enough information
celebrities care too much about money
It would have to be this…
Donald Trump once cashed a $0.13 check…
In 1990, writer from a “Spy Magazine” had a great idea for a prank:
“What would happen if you sent checks for small amounts to celebrities and saw who cashed them, putting to test the theory that every man (and woman) has a price? In their words:
"We could however, send them checks for minuscule sums of money—sums so small they couldn’t fund as much as a minute of the recipients’ existence—and see who would bother to bank these teensy amounts of money."
Spy thought "some subterfuge" would be necessary—it'd be suspicious to get a check from the magazine that lampooned so many of the intended recipients. This was specifically true for Trump, who Spy once famously referred to as a "short-fingered vulgarian."
So, they created a fully funded and incorporated company called National Refund Clearinghouse, which allowed them to open a checking account. Then they drafted a letter explaining that the check was a refund for a small overcharge that had occurred in 1988—what the celebrities had been overcharged for was never mentioned. They sent the checks out (initially for $1.11) to 58 well-known people like Cher, Henry Kissinger, and, of course, Donald Trump. Of the 58, 26 cashed the checks—Donald included.
The magazine drafted a followup letter and checks for $0.64 to those 26 people to see who would take more free money. Thirteen—including Donald Trump—deposited the checks worth two quarters, a dime, and four pennies into their banks.
Then they went for one last score: in honor of those 13 people, 13 more checks for $0.13. Two people cashed them: a Saudi arms dealer named Adnan Khashoggi, and Donald Trump.
Seriously.”
I really don’t know if this is the most “cheapskate” thing, on just CRAZY fiscal responsibility. But if I had to pick, this would get my vote…
resources: Splinter - The truth hurts