Hope all that makes sense. 2) LLC-B contributes $5875 towards retirement --> tax deduction what type of contribution is this?

Some lenders allow exceptions for transfers to LLCs owned by the borrower, but it’s worth confirming first.Explore transfer tax exemptions: Chicago doesn’t make this easy, but there may be exemptions or reductions for certain types of ownership transfers.

(note not this one mentioned above) I will not do business with anyone who is not physically in the USA for vendor services or this type of program. 

What made you interested in investing in this type of deal?

I will caution you that if they pull something like this and you immediately start offering any concessions as is repeatedly addressed above - this type of personality will make note of that and the threats will be ongoing for the duration of their tenancy.

Rehab estimated at $35K3 unit propertyWill need some financing What made you interested in investing in this type of deal?

Hard money is a type of business loan for non-owner occupying investors.

@Nick Rivers I would HIGHLY recommend walking through an underwriting exercise with someone 1:1 that already does the type of U/W on a property type that you're interested in.

What made you interested in investing in this type of deal?

The type of due diligence all investors would like to do if they had the knowledge, the time and other resources.