I want to know how they are going to comply with the Jones Act?
Same way Uber/Lyft rolled right over EVERY city's Taxi Commission that previously not even big city Mafia or street gangs would mess with, due to ability of TC to levy insane fines without any courts or judges involved.
Same way Paypal just kinda "popped up" as a rogue "bank" disregarding Secret Service, Dept of Treasury and EVERY US States various banking laws.
BTW, every nerd or High School or college club had those same ideas at least in late 1970s, but were told of most dire consequences including decades in Fed Prison (in the case of Paypal type ideas). "Gee, you kids are so smart! Why don't you call the Chairman of Chase and tell him they don't need to pay attention to all those silly banking laws, and save money firing his Legal Dept."
IIRC Uber/Lyft "on paper" are some sort of ride SHARING thingy. You aren't HIRING a driver or car, you are just chipping in for gas for a trip he decided to make on his own, or something.
So my question regarding BOATING is why can't Uber/Lyft model work? I'm thinking "legally maybe similar, but in reality having 'pirate' boat taxi service would entail a completely different level of life threatening situations requiring USCG and other government rescue it wouldn't be given the same sort of 'pass' as just cars". Also, legal Taxi service really sucks, and Uber/Lyft was a boon to a YUGE sector of society including pretty darn wealthy and influential individuals. Pretty much anyone who doesn't have a private limo on 24/7 standby, and even then many ultra-wealthy will want to go Low Profile and LARP as one of the peasants. That wouldn't apply to water going Uber/Lyft, which even if popular would be much more niche.