That is the reality of these properties and why they are rarely sustainable even if they appear to be cash flowing.- It costs me me less to turn over my 1500 SF units that rent for $3k/m then it does the same size section 8 unit because the property is cared for better and experiences less  wear and tear while fixed costs like cleaning and painting are easier to absorb. 

People move, people get busy, people have remorse, people get new SPOUSES, and very very rare is the X that is 100% cooperative and willing to sign anything that gets put in front of them. 

I heard many hosts say that they rarely get any bookings on FF.  

Keep in mind that Wayfair is not a manufacturer, they are a screen scraper and drop shipper.

That said, even with conservative rental income estimates, my living expenses would eventually drop to several hundred dollars less than what I’m currently paying in rent once the house hack starts generating income.I do have cash reserves to weather some rough patches, but the idea of pushing my budget this hard makes me uneasy.

The gamble is that the outcome hinges upon the courts discretion and it’s rare to see specific performance unless buyer can demonstrate that monetary damages aren’t enough to make them whole.

Evan,  As a local broker, I’ve assisted many clients with the entity transfer process, often referred to as a "drop and swap."

Truly no money down deals are very rare.

It's rare that you'll find a good seller for #1, so the only option remaining is to document the condition from the day of purchase.

Airbnb claimed within 8 weeks the worth dropped to $29.00!