Nashville is a very pocketed city when it comes to neighborhood quality especially in relation to crime rates, overall aesthetics or available amenities.

So there was a little anxiety of the unknown you could say and maybe a fear of missing out on a home right in my own neighborhood.

I am about to submit to the IRS my log of 500+ hours working in the STR business, most of which come from communicating with guests, cleaners, maintenance people, Airbnb, VRBO, and managing supplies, shopping, bill paying, pricing, calendars, all the daily and weekly tasks. 

You may need to shop for a CPA who understands the rule the way you & Brandon Hall do. 

Is it in the ghetto or a nice neighborhood?

Finally, focus on high-demand neighborhoods and have a backup plan, like renting if the flip doesn't sell immediately.Let me know if you need financing guidance or further tips.Best,Drago

Can try to reposition to Class B, but neighborhood may impede these efforts.Vacancy Est: Historically 10%, but 15-20% should be used to also cover tenant nonpayment, eviction costs & damages.Tenant Pool: majority will have FICO scores of 560-620 (approaching 22% probability of default), many blemishes, but should have no evictions in last 2 years.

A quick test is if you drove around the neighborhood, would you live there?

Is the neighborhood grade in Jackson the same Portland? 

A buddy of mine invested early in that area, and let's just say he's not regretting it.From what I've heard, these massive projects tend to create ripple effects in the surrounding neighborhoods.