If I put all of my eggs in one basket (Florida in this case), paid off property and a hurricane blows everything away, FEMA is nowhere to be found and the insurance companies take years to pay what little claims they actually do pay, I suffer through it in a blown out house.

Mostly NYC real estate companies uses Yardi Voyager and not the Yardi Breeze that most people here in BP uses.Even if you get a job that uses Yardi, you will have limited access on what you can and cannot do just because the role you are in unless you are a Controller/CFO.

Next question.... will you self-manage it, or turn it over to a professional management company, or some type of hybrid? 

For example, here in Columbus Ohio, you have amazing macros (population growth, job growth, and companies moving and developing here like Intel headquarters, Amazon, FB, Google, Nationwide, and recently Anduril AND you can still find positive cash flow and the 1% rule here PLUS there's AMAZING appreciation potential.2.

The learning curve is probably great on importing large quantities or even just large things from a foreign company.

With 20 years of experience managing 30+ long-term rentals, a few STRs, and running a property management company in Central Florida, I’ve learned both have their place in a portfolio if you diversify based on your risk tolerance and the timing for your goals.

Find information on transfers is kids play for any of these companies. 

And I've heard good things about @Priti Donnelly's company, so not trying to undermine them. 

Plus macroeconomics here in Columbus is booming right now because of developments from Intel, Meta, Amazon, Honda, and lots of major companies building out here.

The substitute of collateral was more of a scenario where you sold for $155K, and instead of paying off the $88K loan in your scenario, those funds stayed at the title company and were used on a cash purchase happening nearby in date.