They also have amazing customer service which makes the monthly payment model worth it for me.

I would absolutely make sure they are aware and let them make the decision. 

. - The seller has no interest in keeping the property (I guess that makes her a motivated seller?)

If they specialize in ADU's and making the most of smaller footprints that's for sure a plus. 

If I wanted to move to Nashville and be an agent, what would some be that I needed to think about before making this decision.

If youre planning on continuously deploying the cash from the equity in the condo, a cashout refi probably makes the most sense.Conventional loans are typically the better deal vs DSCR, but you wont be able to get a Conventional loan if the property is owned by an LLC.

Also the investor  who makes a conscientious effort to do these items is in most cases more prepared for when the liability event does occur. 

I take it you're not Edmonton based, so you'll be competing with other's who's numbers don't make a whole lot of economic sense once you factor in the value of their time.- Most of the deals that came our way were for 60-70yr old wood frame buildings, that had been owned by their current owner for 25+ yrs, and we felt there was a definite risk that the economic viability of the asset was less than our planned (buy and hold) time horizon, and we were also highly skeptical of the insurability of some of these buildings or that the cost of insurance would not balloon once the ownership transition forced the insurers to reassess the building.Ultimately we pivoted to retail/light commercial mixed use properties.

I've considering whether it makes sense to look at potentially converting it to a single family and enrolling the property in the college's off-campus housing program.

It also appears that you are making quite a few assumptions as to how I operate my business.