Several factors indicate the company is not that concerned about efficiency or ease of customer process: the website, a process that seemed to focus on one issue at a time instead of all issues at once, and consistently poor communications and lack of common sense from the loan analyst we were assigned.It started off very well with the initial point of contact, Austin Lornson, who did a fine job of explaining the general refinancing process, responding quickly and thoroughly to our questions.

Actually you'd never hit that because eventually the debt pushes you into a margin call and forced sell and you'd be at or near $0 in just handful of years at best. 

Currently, Cape Coral's inventory, new listings, etc are on the decline again.As @Bernard J. implied, I would take a sizeable tax hit if I sold immediately, but again there are a lot of market conditions at play.

.#3:  Short cuts are not efficient. 

The biggest employer shut down about a year ago and 3  hurricanes (2 major) hit directly in the last year.

Even though it's about wrapping notes, in Sub2 you have average Joe Six Packs, the homeowner, who gets hit with foreclosure because of your miscalculation.

My wife and I move into the house since we are looking to move to the area anyways, and we all do a lot of the rehab ourselves, probably with my wife and I doing a little more since we would be living there.In this case, how does the friend with cash get their money out of this deal in a time-efficient manner, since they're primarily looking at this as a flip? 

You hit on a tough reality.. inheriting tenants who aren’t prepared to pay on time can be one of the biggest curveballs for a landlord.

Expectations are we hit at least $150k+ this year in revenue.

Managing properties locally is simply more efficient as I get started.I’d definitely be up for discussing this further and exploring potential synergies.