If not, then you probably need assistance with the tax side of things.

I also have been coming up with ideas of systems to put in place to assist me in my land lording business.Soooo... my questions are 1.Does this seem like a solid and achievable plan for a newbie with not a lot of capital?

The Weatherization Assistances Program (WAP) was created in 1976 (thanks Wikipedia) and they have been helping low income families weatherize.

Typically set the rent, give them a 3 year lease with rent increasing by $50 each year & a 3 year option to purchase with a 12% boost from the current Zillow or MLS comps.  

We've reached out with: attempt to create a partial payment plan, provided info on every relevant grant or assistance program available to them, provided info on local employers who were hiring, and offered cash for keys if they moved out.

Contact a local real estate attorney to assist you with getting them out. 

Is there anyway my client who is a homeowner avoid paying a large down payment when she purchases a 3 flat here in Chicago?

I also get an appraisal boost of 50% of the system cost.From my understanding, I can’t depreciate the panels on my personal residence, but, if I were to convert this place to a rental after a couple years, could I then depreciate them?

PM/DM if you need some assistance.

Can anyone recommend a company that can assist in foundation or structural correction.