They can evaluate the problem by collecting subsurface data then propose a solution based on your site conditions.  

I have a contract and all the necessary paperwork to purchase a house (Subject To) and I have a buyer who is ready with a down payment.I am going to (Assign the Contract) rather than purchase and (Wrap). So rather tha...

Question is how do I evaluated his expenses (20%, 30%,40% of GSI) ?

We're looking at kind of an oddball property and would appreciate any suggestions for evaluating it.It's basically a small family compound... 2 SFRs on a single .9 ac lot with a swimming pool located between them.

The neighborhood is above average as well, so I do believe there is an appreciation aspect that I don't want to neglect to evaluate as well.

Last year I bought my first investment property, bought it for 160K & the evaluation on it was 230K, it came with tenants already residing in it & I've not had any issues at all.

Therefore, if you don't have the legal training to understand, evaluate, and make decisions based on "it depends", you need to be using a lawyer.

There are still requirements that you have to hit to qualify as a real estate professional according to the IRS, and you want to make sure you evaluate all of the criteria since this is generally an area that gets people audited. 

Glad to help you out not only in evaluating if turn-key is a fit, but the team & investment strategy as well.

I'd evaluate your competition in the area, a quick CL search found a nice little apartment community in plant city that's renting for 775 for a 2BR.