(Try to imagine a way that the property hurts someone bad enough to lose the property that isn’t at least partially your fault.

You need to determine how much asset protection you gain from the LLC versus how much you lose through either paying higher insurance premiums or taking the risk of not being covered when the time comes.

in that case the deed doesn't really matter but you will lose your title insurance unless the tranfer is a new title policy.

I would second @Andrew Steffens points and add a few more...First set it and forget it is a good way to lose money after a while.

But, I am not sure if it's worth buying given I will likely be losing money yearly and only gaining equity.

Conventional rate would be higher, but you could potentially lose your PMI. 2) What state are you located in?

from what i know it usually takes about 6 weeks for the entire process, if you file for eviction you can usually get the home back, these situations are hard, more often then not the homeowner doesnt know their homes were ever put into auction and lose their homes, but usually with talking to the previous homeowner and proving you are the rightful owner you can get the home back, or at least negotiate them to leave cash for keys , if that doesnt work then file for eviction or notice to quit. 

If the value goes way up in 5 years you lose.

I have several STRs and some months I'll net $5k on a property and that same property might lose $2500 other months. 

Quote from @V.G Jason: Quote from @Chris Seveney: @V.G JasonI saw today that 30% of jobs now in this country are federal government or government contractorsWe cannot live off trillions of dollar deficits every year - employment is actually negative this year without the government.People lose jobs = cannot pay homes = homes get sold at discount = reset appraisals / lending… You're not wrong, just the sold at discount part I think the floor is going to be higher than people think.