There’s a common adage that goes along with winning the lottery: «Never tell anyone you won the lottery.» Everyone in your life will come out of the woodwork asking for money, favors, and assistance, the wisdom goes. I’ve never won the lottery but I’m sure there’s some truth to this. You might be quickly overcome with obligations and guilt, feeling the need to indulge every want someone comes to you with. 

But there’s a flip side to this– if you’re leading with a spirit of generosity, then you might finally find yourself with the means to make the lives of those around you a little easier, and that might be the ultimate joy of the experience. It depends, of course, on how much you’ve won. That’s why in this situation, when one man won $500 on vacation, things got a little complicated. Commenters were split on the right course of action, so read on to see what you think.