Below I will attach the letter from the partnership I created in Big Sky that we have put on top of everyone of our offers.

Many had something really strange with them such as 1) built on a stilts on a slope above hwy 163 with literally a stamp sized flat area of the parcel or a unit that was attached to another unit and the next door unit had a door that accessed a lounge area on the roof (the only door that accessed the area) 3) Had no access to the house and what once was used as access the owners had built a pile of trash to prevent access to the property (I suspect there had not been an easement there). 

Therefore judgments against the owner do not attach to the real property and the property can be sold and insured by a title underwriter without exception for them. 

Of course it should be heavily discounted with all the problems attached to it, but I would try this route first.

Which, from our limited understanding, can only be attached to Schedule C (it says so right there on top of Form 8829) and not only that, what would one put on form 8829 to substantiate “business use of my home” if it’s regular house hacking?

The average blended analysis of those properties is attached as an image to this post...Here's how the numbers break down:- First, as I said above, cash flow isn't great.

You can write off the interest on a loan and you can depreciate the property itself (with or without debt attached to it). 

I am holding my counter offer for the property as follow.Location: IL Northwest Suburb (Barrington High 220 district)Type: Single Family House (2car garage attached / 2 bed / 1.5 bath / fully remodeled (rehab in 2019)Listing Price: $320,000 (Holding counter offer of $310,000) / 20% Cash Down with Conventional LoanLot Size: 10,000 sqftPrimary Residential Purpose, but market price for rental ($1,900-$1,950 / mo)Issues/concerns:1.

For your convenience, we have attached a form you may fill out and return asking you to describe the overall condition of the unit, the neeed for any outstanding maintenance and your impression of the common areas.

The tax liens are likely still attached to the property.