I do have some cash saved up enought for a down payment, and i would like to buy a property to flip and make money, I KNOW IT IS NOT EASY, especially for someone who has never done it. 

I think it depends on your goals here and this is likely more of a legal question than it is a tax question.

Rental Demand: How important is the local rental market or potential for short-term rentals (like Airbnb)?

It sounds like you are already having success with them.

They will have a reclaim period or something like that where they just have to pay you whatever you put in + interest.

:D After reading a few of Brandon Turner's suggestions it sounds like I need to connect with buyers in the area and really get to know their preferences, buy boxes, contracts etc. 

Laud area-Cash flow is minimal, $300 a month-Selling now would allow opening up of equity to redeploy in another market with over 2x the cash flow for a new build-New market won't appreciate as much as FL though (not even close)-Current home will likely get hit with higher taxes, insurance etc. in coming year and years to come-Biggest reason to consider just keeping current property?

Consider factors like financing terms, local market knowledge, and trends.Good luck!

Timely completion and staying within budget are key to maximizing profit in competitive markets like Nashville.

But if he has capital in his account, then most likely he's already paid taxes on that money.