I think this type of thing will disappear fairly soon since the IRS Chief Counsel recently released a memorandum on the topic of penalties for aiding and abetting understatement of income tax as it relates to cost seg.

Attorneys to worry about are contingency attorneys and legal aid.

I think it also makes a lot of sense in many ways to invest in what you know....and that's often closest to home, but not always.Also is Milwaukee known to be landlord friendly or landlord adverse?   

House hacking can be a great way to reduce living expenses and get started in real estate.To decide if a property is a superb investment for house hacking, conduct a economic analysis with the aid of calculating capacity cash drift, thinking about financing alternatives, and evaluating the return on investment (ROI).

And then, they bombard you with the same cool aid and the same copy/pasted content day after day during that week saying why it's supposedly the best deal in the world.

I was thinking starting with that to growth some financial aid. 

By the grace of God I've managed to hang on to most of my family's Farm from government aided land grabs and I'm looking to educate myself on the various options available to me for an exit strategy of this property.

If you are OK not leaving the balance left over to your family, This is a very good tax efficient option that can aid a cause you care about.  

I agree that there is no standard on estimating expenses but the closest thing to a standard is the 50% rule.  

You will then have a range of your homes potential value which can aid you in deciding which investment strategy to implement.