I own 3 homes in Jackson for about 5-6 years now.

Their monthly service is quite expensive and we would like to detangle from their services and manage the LLCs on our own.

I use my own person that can usually fix a problem same day.

I know some will warn against the commission, but my website is not bringing me deals right now, so giving him a piece of my profits isn't that big of a deal for me, if his efforts lead to those new opportunities.i had some of the same questions you had, and this forum has actually given me a better perspective on large company, vs freelancer, vs. trying to do it on my own.

The jury is out on if snacks are the best fit for something like this, or stuff that the customers could use to detail their own cars. 

Examine the possibility of future value growth for the property as well as any tax advantages that come with owning rental property.

Start working right away and you could have a well-paying job, be debt free, and own a couple investments within four years. 

I wanted to learn and if it were to go bad id rather lose my own cash than be upside down in a bank loan.

After you do some rehabs, own some rentals, THEN you can see where you might do a little better once you have experience with rentals, markets, and you have real estate knowledge in general.

Research owning property in LLC for Tennessee.