It's just not a subclass I want to be involved in, but perhaps you can make it work for you! 

I think if you are going to keep all three parties involved as owners of the deal long term then you need to separate yourself as a renter and a contractor.

Undoubtedly, your involvement has lead to increased business funneling to Obie...Two questions:Does Obie insure free-standing mobile homes (without land)?

Take a look at Personal Property versus Real property coverage, plus clean up costs to make sure your covered.I would also look at covering your project from the Subcontractors. 

Decide how involved in real estate you want to be.

What methods do other private money lenders use to pass along servicing fees to the investors involved?

You will get great information continuing to be curious and ask questions while being involved!

Companies that know what they're doing don't get involved with the race to the bottom. 

Converting your condo into an investment property and transferring it into an LLC is a smart move for liability protection.You’re correct that retitling the property involves Chicago’s transfer tax, which can be substantial.

I came across few duplexes that I’m looking into in Wichita, hopefully inspection comes back clean and we buy these ones.