There are several factors that lead to this, the primary driver is picking tenants who pay their bills.

@Tommy StarkHow long a property stays on the market depends on a lot of factors.

I know that conventional wisdom says that you should never invest for depreciation but that has to factor in I would imagine?

Yes, I have some factors going against me, but I hope by overcoming obstacles now will prepare me for greater things in the future.  

Another big factor is which state the property is located. 

Generally in the first year or more you’ll have enough of those to not really incur any UBIT on especially when you factor in cost seg.  

The 5 major points they’re focusing on — affordability, uniqueness, videos, discoverability, and marketing — sound like they’re trying to create a more seamless integration with the main platform, but the question is: will it truly add value for hosts?

That is another factor you need to keep in mind.

I do agree with the others on the condos, HOA and other factors make it hard to cash flow. 

By no means.As others noted, it depends on many factors.