Back in the day I had a tee shirt that said, "I'm not a doctor but I'll have a look."
Add to that... "But I did stay at a Holiday Inn Select last night..."
The pool-sharing fad is just another brick in the wall, another bird-of-a-feather, same song second verse situation. Venture capital and tech companies understand that it's insanely profitable to skim a small amount from relatively small transactions while making sure the individual [choose one: vehicle, restaurant, pool, home, RV, pet sitting service, etc] owner takes a tremendous amount of risk while not understanding the actual cost of doing aforementioned stuff as a business. Especially when it comes to establishing a new market in an ambiguously enforced grey area of the tax code.
Consider the previous post about a pool owner "paying off" their pool construction cost with rental revenue. First let's assume if that article was written today, he's hosted on average a 13 person pool party every single day since his pool was built, charging $20 a pop per person. Of course that's an outlier from a revenue standpoint, but breaking it down that way reveals it's a horrendous business model eclipsed by a seemingly large payoff. Seriously, put yourself in this situation: some rando off the internet says, "Hey man! I'll give you 250 bucks if you'll let me and a dozen of my buddies come party at your place and swim in your pool!" Thinking about myself in that situation I can't click the "report spam" button fast enough. Even if it is Jesus and his disciples trying to book the "Last Pool Party.". Those guys don't even want to pay the extra fee for the painter, that's the 14th human, I need that extra 20 bucks. Also it ignores some very significant costs like chemicals, water, laundry, furniture, income tax, etcetera on top of the previously mentioned issues like somebody else's weird kids spending an afternoon in the pool but mysteriously didn't have to pee, and don't forget some drunk guy named Steve leaving some unrecognizable charmelt on your grill.
The best part of that news clipping screenshot: If the numbers are accurate, Homeboy is admitting to the reporter that he's 1.) Probably not a good businessman, and 2.) Almost certainly isn't being honest on his taxes.