You are a rookie in the back office and you just set up a game of golf/tennis/squash with a VP Analyst in the FO. Do you beat him or let him win?? Any other suggestions? Should you talk finance or just shoot the sh*t?

You beat him so he keeps on asking to play again. You don’t make a fool of him if he sucks, but you beat him. Talk about everything- if Finance comes natural then talk about it but I’d get to know him on a personal level.

Just the fact that you would ask about throwing the game suggests that you’re a little too snivelling… Regardless… Play a good game - don’t let anyone win. Talk finance if it seems appropriate and you know enough to not look like a doofus. Don’t bore him to death if he just wants to socialize and you keep wanting to talk work.