Quote from @JD Martin: If you have found people willing to lend you - someone with I assume no experience doing this, since you're here asking the question - 100% of the costs of such an endeavor for half the profits, you have found a gold mine and should look no further.

I question if the person that has issues matching 1) knows how to feather 2) has the original paint color/code. 

Make sure you ask them good questions, make sure they carry insurance and that they are available year round. 

@David Lewishi. some questions for you:-do you own any real estate in addition to the condo?

Now question is this: I was wanting to buy in Tampa, FL.

@Veronica Mitchell - A little bit of an open-ended question since Chicago is just so massive and has a ridiculous amount of mult-family properties. 

Next: questioning "IF" administration will do as it's promised is ridiculous. 

Biggest question in my mind will be the Ocean front..

When you hear something you don't understand - ask questions and ask people to explain their thoughts, haha, especially if you hear something that you initially don't agree with.

Clint,Was that a question or a statement?