Those that own it can be harder to sell as the cash flow from the business will cover the debt service for the business, but not for the real estate.Example: I had a very high-end assisted living facility on the market. 

You need income to qualify for loans, you can learn how to manage rentals well (something most landlords never do), you will figure out which communities/properties make the best investments, can earn an above-average paycheck, and may even find some investment properties before they hit the market.

Or find a deal first then market it to buyers, then offer on the house and create an agreement with the seller & buyer?

Quote from @Mark Simpson: Interesting use case for ChatGPT Operator:I asked it to do a market analysis and compare a random Airbnb listing to others in the area.

hey kenneth, It is really difficult and any market right now to find cash flowing deals.

In a highly competitive tourist market like New Orleans, I update my photos weekly. 

It requires no money upfront, so you will join thousands of others trying to do the same in your market.

Unless you make the theme of the house around that famous person, I dont think consumers will pay a market premium on ADR to stay. 

Plus is 4% even in line with market cap rates?

Renting to a friend can complicate things, especially if you're starting below market rent.