We have a somewhat specific wishlist for lending requirements and terms that I will highlight below.

I searched for properties that stay on the market for a long time.

One of the biggest issues is probably borrower default—whether due to mismanagement, market downturns, or unforeseen circumstances, lenders can end up in long, costly recovery processes.

Basically, flip partnerships suck unless you spend a long time being clear about the roles and payouts, etc.

With your primary residence, things can be pretty straight forward in terms of splitting mortgage interest, real estate taxes etc. on your returns.If you go into a rental property, there are a lot of considerations to think about.

Why do people who say the only people doing well today are the people who bought long ago (10+ years)?  

OO loan seems like real long shot. 

While OZ investments offer significant tax benefits, assess property risks and long-term potential beyond the tax savings.This post does not create a CPA-Client relationship.

Hey @Raven Ye Mahar, so you should call the city and make sure but if you are renting it long term, you shouldn't be on the hook for any of the occupancy taxes.Nashville has a STR Occupancy Tax - https://www.nashville.gov/departments/finance/office-treasur...In the end, I would just call the city and get the deets that way. 

Having watched many prior co-workers get paid, cash their check at the casino, and promptly deposit it all into a slot machine I can tell you with pretty good certainty that casinos don't have a positive effect on disposable income and good use of the existing income in the area surrounding :)Are there solid local employers OTHER than the casino in a 15-minute drive?