It's a possibility, but in general, I agree with
@Katolate. I don't think Chris gets steady enough donations to make that a huge risk. Chris is not a bold man. I could see him maybe doing it once one month, getting burned and being really broke until the next tugboat comes in, and then never doing it again.
He'll probably continue to beg as long as it brings in a trickle of donations/sales though.
Like, I bet not getting the PS4 from a fan probably shook his confidence in his ability to beg a big chunk of money from his audience all at once.