My Coworker Didn’t Pay Me Back for Lunch. Should I Ask Him for The Money?

Yes, ask them for the money. A simple, “Did you have the chance to take out cash for lunch from the other day?” will do and remind them they still owe you the money. Honesty is the best policy, and you want to do what you can so you don't harbor awkward feelings about them. Plus, it shows you won’t be offering free lunches any time soon. In the event they still don’t pay you back, live and learn and don’t offer to buy again.

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