After the dust has settled, you did not benefit from depreciation and did not suffer from depreciation recapture.The above effect exists whether you invest inside or outside a retirement account, same exact mechanics.

In PA, Special Warranty is probably the most common which guarantees the title against issues that came into existence during the seller's ownership.

Then I could start purchasing regular investment properties.Option B: Find an investment property first (higher interest rate) that pencils out while continuing to live in my condo, and then find another primary I could “trade-up” for with my condo, where I could eventually use it as LTROption C: Just focus on finding investment deals that pencil out at a higher interest rate with existing cash, and when I eventually move out of state, sell Condo.

I am aware that the option  to consult with an attorney exists.

An insurance broker explained this to me in the past as the law of  large numbers which suggests if a a carrier has significant enough exposure in a market the probability of claims arising will be more consistent with probabilities calculated in their underwriting than a when a smaller sample size were to exist.

I've been investing in the stock market for 30+ years, but am at the point where I'm ready to diversify more into real estate.I've been lurking on the forums here for quite some time and I am amazed at the value of the posts and level of knowledge that exists here.

Also, how does this anonymity strategy prevent a claim from being filed in the event a liability event were to exist? 

The big picture is that the State of Florida said in a ruling, If a municipality didn't already have a pre-existing rule regarding short term rentals as of 2011, then the municipality cannot ban STRs. 

From what I’ve seen, the value of a premium listing really depends on a couple of factors: the local market's activity and how saturated it is with similar rentals.

A good friend of mine in Tampa got his claim rejected for “pre-existing” damage, but because he had photos and videos taken just before the storm, he was able to prove otherwise and get his claim approved.File Your claim Immediately:In Florida, you have only 7 days to report a claim after discovering damage, so move fast and keep a detailed log of every interaction-every phone call, email etc.