My boss started a fantasy football league this year with a $20 buy-in with winner-take-all. I don't particularly care for football, but I signed up thinking it would be a good way to socialize with coworkers.
There were a total of 16 teams in our league. It wasn't until after our draft that we realized that 9 of these teams belonged to my boss. Essentially, he had signed up 9 times for the league, drafted a whole bunch of really good players, and then traded them all to one "super team". The app we use predicts that he has a 96% chance of winning.
Somebody confronted my boss about this, and he said it was just strategy. He was asked if he's paying $20 for each team, and he just said don't worry about it. I'm no expert (I've only played once before), but this certainly seems like cheating to me.
I'm not particularly concerned about the money (I can live with losing $20), but I'm a bit annoyed. What's the best way to deal with this situation? All money exchange and drafting took place outside of work, so I'm guessing HR won't want to deal with this. Even if they did, it seems like it could be career suicide for me to report my boss to HR over something like this. I can't quit because this is my dream job. Is it best to just swallow my pride and accept that my boss cheated me out of $20? Or is there a better way to approach this professionally?