Even if nobody gets sick from the food, this poor guy is going to get all sorts of abuse from those who will accuse him of being condescending to the poor by offering them "expired" food while the privileged 1% go to Trader Joe's and Whole Foods to get the fresh food.
This is going to be a train-wreck of epic proportions.
He may as well save himself some trouble, and just put his money in a pile and set it on fire.
Get ready for a diarrhea class action lawsuit.
"Are you the ones leaveing the muffing pieces behind our shelter? I know what you thought. They don't have homes, they don't have jobs, what do they need the top of a muffin for? They're lucky to get the stumps."