Oh yes I did! Please tell me I am not the first smart pants to figure this out!
This man stands on a busy intersection near where I live. I see him there pretty much DAILY. His sign never changes. "Out of work, will accept anything".
So today I drove to the nearby stores: McDonalds, Friendly's, Five Guys, Cumberland Farms, Subway, Dunkin Donuts and a few other places and picked up applications. When I drove by, I pulled up, handed them to him and told him I would be back tomorrow to pick up the COMPLETED applications and drop them off for him if he needed. Then I drove off.
I hope he actually fills them out, God knows all the time he stands there begging he could be actually getting a job, since most these places are hiring and have been.