Professional Tripsitter

[Krisco]

My cat is a really hard worker and not much of a conversationalist so wherever he works he ends up picking up others' slack while they sit around and chat. He has been doing this for several years and spent most of that time thinking about what kind of business he could start, but has had little success due to the illegal nature of his only interest, and fear of incarceration. Frosty lives in a city where lots of crazy psychedelics are available at stores. Frosty could advertise at these stores, but wants to establish his business first.
How does my cat solicit clientele until he can invest in advertising?
Is there anything else similar to babysitting that most babysitters wouldn't be comfortable doing? How could he diversify his business?
How does my cat exclude himself from liability if the hippie hurts himself/others and how should he handle that situation. ie: Frosty's girlfriend once got so drunk that she kept falling over and ended up with a terrible black eye but kept getting up and trying to walk. When frosty tried to hold her down she started screaming bloody murder in a basement suite with people upstairs in the middle of the night.
Any constructive insights comments or suggestions would be lovely.