And lower rates won't fix that.Prices going up help that a bit because then the premium to buy a new construction home and pre-existing home isn't as great. 

The market in Florida is crazy and the probability that you find a deal on the MLS is almost non-existent where I am.

Sure, the fill time can be almost non-existent, but you also may need to abide to standards accepted by the previous property owner.

It exists, I've done them.

Back in the day we carried a balance of $100,000+ that was owed to us and that is now down to only $10,000 or so and we only cover out of pocket if it's an emergency.The PM must have sufficient reserves to do the necessary maintenance work and shouldn't be chasing landlords for money.Just my opinion...Also, a PM's number 1 profit center is maintenance up charge.Landlords don't have much insight and PM's nickel and dime to death on those.If you are suspicious, ask for a receipt so they aren't making up non existent maintenance.Let them make their money tho and calculate that into your expense pro-forma.Otherwise, manage yourself and deal with the $#%^@ that comes with it lol.Multifamily in Ohio, you can get for $25,000 - $35,000 a unit.Drop another $5,000 - $10,000 into the turns and rents should be North of $800pm.Decent area's also.Personally, I wouldn't get out of bed unless I'm making the above numbers.Wishing you much success

Getting them to pony up even when they are at fault is impossible.2) This condition existed when you purchased.

This amounts to lost opportunity because if you had purchased RE, at the closing it can start producing return. 5) ADUs detract from the existing structure whether this is privacy, a garage, or just yard space. 6) this is related to number 1, but there are many more buyers looking to purchase homes for their family than there are RE investors looking to purchase small unit count properties.

I buy existing land contracts all the time but I wouldn't create one in any state.

If you have an existing property that you've been renting out long term and want to switch it over to an STR to take advantage of this, is the IRS using the full calendar year to avg out the 7 day avg stay?

Assuming that is the case, I would prioritize entitlements over paying off your existing mortgage.