I realize you are a ways away but if you get an attorney involved you are looking at more time and in my experience, most people are never are happy with the out come.

I'm not familiar with Wisconsin laws but selling or assigning a contract is only one method of wholesaling. 

Anything related to tax deeds deals with paying back taxes, potentially involves bidding against other investors, and had some delays in acquiring clear title to the property.  

I would just point out that when you get involved with syndications as a LP, you are basically handing over your money and crossing your fingers that the guys you are hooking up with are honest, fair, and will take care of you well.  

This usually involves using ground-penetrating radar (GPR) to scan for the remains, but there was one small problem—GPR is only effective up to about 15 feet deep.

Lindsey, you’re right there is a lot involved with house hacking out of state and I’ll be circling back to that particular method in the near future.

Find Brandon's videos on YouTube for the "four square" method of analyzing homes and practice.

As I said before I do not disagree with advice like paying down “bad” debt; however, he seems to not like debt in and of itself which in my opinion runs counter to what many on BP and other forums would view as a useful and often necessary tool and method for accumulating wealth in real estate.  

This would involve recognizing a loss on the portion of the property disposed of due to the replacement of the roof.Your understanding that taxing insurance proceeds and tracking depreciation or partial dispositions are distinct matters is correct.

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.