Trip's sticking up flyers, apparently, as well as handing some out, advertising an odd assortment of skills, but he's also acting a bit shifty and has his hoodie up, like he doesn't want to be recognized.

"For hire.
Skills: photography, tracking, exorcism.
Prices negotiable."

Followed by some contact details.

Somebody has been too much of a spendthrift without regard for the future, refused to downgrade from his prior standard of accommodations (read: kept staying at expensive hotels), and hasn't made enough in winnings to support himself, so.