This comes from someone who gets sent hundreds of opportunities each month with 99.9% of these deals a complete train wreck (and that's no exaggeration).  

If what you've detailed has been keeping you up with worry, I can't imagine the wreck you'd be dealing with a tenant nightmare. 

What happens If the tenet doesn’t pay or wrecks the rental property? 

When I drive to the grocery store I take the risk of being in a fatal car wreck. 

Try to catch a “wreck” before it turns into a total wreck.  

We all want to close that first deal so badly that we will wreck our financials to make it "work."

The unit was wrecked but I was sold a rehab project that would be much more expensive so that the unit could be converted into a bigger living space; the idea being that we could get more rent out of it (close to $1200 vs. $800/mo).The rehab was supposed to take ~ 3mo.

It’s costing you thousands of dollars post-tax plus wrecking your DTI. 3) sell your current home tax free and buy a duplex or fourplex.4) AGAIN: figure out the ownership structure and the breakup structure.

However, just when I THOUGHT I DID, often something happened totally out of left field that wrecked havoc on my predictions and analysis.  

The healthcare system is a wreck and hospitals don't care about patients or staffing.