Demanded cash. Only an asshole would pull a gun on some homeless man who asks if he has any spare change. It changes if they come up and demand money. Losing

Demanded cash. Only an asshole would pull a gun on some homeless man who asks if he has any spare change. It changes if they come up and demand money. Losing a couple thousand bucks would suck, and if that was guaranteed to be the end of it then I'd rather that be the end of it. The problem is you are dealing with people who are already willing to commit robbery, there is any number of ways that situation could get violent. Once it does then who knows what happens.