@Bob Foglia, It's a personality choice. 

Your best bet would be to network with other investors and ask them about their projects and budgets and go from there. 

There are a lot of factors like personal choices and goals that would play a role in which entity you might want to go with.

My choice was easy.

Get everything in writing signed and initialed.I would not give them a choice.

hey guys, I have two properties in Indianapolis. both were purchased 2 years ago for around 65K each, and both were bad choices (without being too self-critical...it was in the very beginning) In one of them, I now need to invest 20K to replace the roof, install a fence, and another major CapEx in order to bring it back to the market and find tenants. for the second one, the bid I received was 8K. it's important to mention that these bids have been prepared by my property manager so I believe they are a bit over-price.

I bet any of you can offer some kind of guidance here and it will definitely help me - good, bad, or ugly. 

First, you would narrow your choices down to the type of contractor, like General Contractor, and then you would focus on a specialty.Examples of general contractor specialties include design-build contractors, remodeling contractors, commercial contractors, or new home builders.

This gives the tenant a choice and usually the tenant will choose to take care of it themselves.

If I'm purchasing for you AND have to rent it, you can bet I'm not going to let you buy something that isn't going to rent well.