I have put together a plan and would like the communities feedback/ tips/ suggestions on if there's any holes in it.About me: I'm 23 and moved to Chicago a few years ago to attend university. 

I'm going to slowly pursue this through networking to see if anyone will know the right person to talk to at some of the smaller schools (Not major universities) and some of the recently transferred corporate offices, we get a lot of big businesses from Chicago that move down here.

Randall Brooks I'm 22 as well and I just purchased a duplex in the Oxford AL, area.Because of the great benefits,I will be house hacking this property!

Just picked up a 3/2 brick in Jackson (a town with five colleges) for $5K one mile from the University of Memphis. 

I have this class I am registered for, "Deeds, Trusts, and Estates" at my school. I really want to take it but It will not advance me in my major. In other words it will be a lot of extra work just for the benefit of ...

If you haven't already, I would recommend reading the Mobile Home University Due Diligence Manual - this makes visible all the risks and benefits of MHP purchases.  

Option 2: My girlfriend currently lives in the smaller city of Lethbridge (about 2 hours south of Calgary) for 8 months out of the year while she is attending university.

It's close to 500k, near two college/universities, and the rent will go for about $925 a month.

In 1984, I received a J.D. degree from the University of South Carolina, having moved there from my home, Detroit, MI.  

I currently have about 12 other commercial loans spread over 3 different lenders, and none required a 1/2 year prepaid taxes.My point would really be simply that what you experienced isn't a federal requirement, so it shouldn't be stated as "universal fact".