The worst job I ever worked for had a boss like this. I handled the sales and transactions, and 99% of them were via credit card or cheque – We didn't even have a cash register or petty cash! Yet my boss always had a giant stack of $20s and $100s in his wallet.
He had a high school kid working after school that he paid in cash. One day the kid came in and said one of the $100 bills he was given was fake. My boss was like “How could that be?/?/!!11!!!”
I don't know if shady shit was going on, but it always strikes me as shady when people have way too much cash on them when they don't need it to run a business.