There was one outside our Lidl last week. I've arrested him before so know he's just generally a bad 'un for all sorts of reasons.
Being in the dibble you figure out fairly quick who is a pro, who is in the position because of their own behaviour, and who is genuinely homeless through no fault or their own or at the bottom because of MH issues etc.
There was one guy, Thomas, who'd been successful in business and had a breakdown when his wife left him and lost the lot. Obvious MH problems and no one helping the poor bloke. We'd take him "expired" but still perfectly edible bits from the canteen that were being binned, and one winter me and another lad from RPU bought him a Mickey D's breakfast and a hot coffee one cold and frost morning (the other lad did it again for another guy, long after I'd left, and made the national media.) He got badly beaten up one night and we never saw him again, often wonder what became of him.
But I always offer to buy them food. It can't be spent on Scrumpy Jacks or drugs, and doesn't give profit to any handlers they might have in the background. If they're a genuine hard-up case they'll always be grateful for it.