I personally own a property in Windsor Hills Resort, right next door to Disney World, and we absolutely love it.

I feel like starting this now and being able to live in it for a year while I work, and then being able to rent out my side of the unit after I leave to go back for my last year of college.

Better still, the recessed handle trim is visibly chipped (stands out as bad.) 

Your wife as conservator/guardian has an obligation to her mother and selling the property to herself creates a conflict of interest in that she stands to benefit as the buyer and is also making decisions for someone else as the seller.2.

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases.

If you have an immediate need for a large sum of cash, I'd lean cash out.

I work almost exclusively with investors and a lot of times, out-of-state investors.

Best of luck!!!

Kind of like asking if people like cars pro/con; then finding out later you're a car salesperson; versus Truck/Motorcyle/Mass transit.Read back through my comment and yours, we said the same thing. 

Still learning the DSCR ins and outs.