I recommend that your liability insurance more than cover all your assets.That asset protection program is way too complicated for me, my eyes are glazed over.

The complication is that the purchase was part of my ROTH IRA.

@Reno Frazier I am not offering legal advice on liability but from what I have seen over the years, don't make it more complicated then needed. 

Some courts require exclusive, some don't, It's a complicated issue. 

A few months later my office mate decided to move his office back home as it was too complicated to find another business to share his space.

Transferred all to Vanguard to rollover accounts, mix of traditional and Roth.Be sure you do this transfer bank to bank.....and do not take holdn funds as that may get complicated.

Memo lines on checks and in your online banking and a reasonably good spreadsheet (I use Excel, you could get fancy with Quicken or similar) is all you need.You're making this way more complicated than it needs to be.

House hacking only gets more complicated as you get older, married, children, etc.

, it's complicated, student, self-employed (what industry and how long?)

It's not complicated, but it's a lot of hard work and dedication.