@Kevin Hintz It's property dependent, obviously, but last year, I sold one a street back from the beach that they're cash flowing.

Quote from @Steve Englehart: I currently have two long term rentals and am looking into buying into the short term rental arena.  

Close to a cool little town, close to an area attraction, etc....Also do a search here and see how to screen guests, in addition to what the hosting sites do.... like no last minute bookings, no short stays....

I'm in it for the long haul so if it doesn't work on a small scale, it won't work on a large scale. 

:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

I've heard there's a good chance the mortgage company won't care as long as the payments continue to be made on time but I still want to protect myself just in case.

I knew that we were going to have a lot of back and forth, and that there would likely be a problem at some point that we would need to solve together.I needed to have confidence that whoever I signed an LOI with wasn’t going to back out at the last minute for a silly reason.

I heard this was an issue a long with bad or inconsistent call connection.Some of these concerns were brought on by reviews of other investors using it as I'm doing my due diligence, trying to upgrade from Podio to something more professional and robust. 

It doesn't take long to learn how to spot a good deal.6.

Not only the cash flow but the long term equity.