It’s a scam and the Boss is cheating you. In the cited example, the Boss either put the pies on company plastic or insisted on a receipt and put it on his expense report. Either he or the company deducts it off of their taxes as “a business expense”. The IRS (and the company auditors) have no idea he’s back-pocketing $5 per employee, so his little “kick-back” is virtually invisible.
Document the practice and report it through proper channels as an ethical violation.
In a different situation, I was once asked if I wanted to go out for lunch with the Boss at a prior company. I said sure. When the time came, we were driven to a really expensive super-swanky restaurant that was way out of my budget. As the car was parked and locked, I said, “Hey, I don’t know about this. This place looks expensive.” I was told by my direct report not to worry about it. The Boss said I was going to love it.
Lunch was magnificent, served in courses. Obviously we skipped all of the alcohol, but it was fine eating. Then the bill came.
“OK, everyone pony up $100…” < total shock >
Now the bill without alcohol for the four of us was $260… so I was kind of shocked that we were paying for the Boss’s lunch. Second, I only had $80 on me to my name. The other employees were pissed, but they made up the difference and the cash was slid over to the Boss. The Boss then pocketed the cash, took out his company plastic, and paid for the whole meal.
His final words on the matter? “Thanks, boys… now I have money for the casinos tonight.”
If I had driven, I would have excused myself to the potty, walked to the car, driven home and emailed them my resignation. Needless to say, I always said no to lunch out going forward.
(As it was, the company had a lot of booking keeping discrepancies with the bank (you don’t say) and was shuttered a few months later)