@Dean VelodotaThis arrangement sounds complicated.An LLC is an entity that is meant to hold business assets.A house-hack is normally an asset that is partially business and partially personal.I don't agree 100% that you can write off the expenses towards your side because that would mean you are attempting to deduct items that are personal in nature.Good luck with whatever decision you decide to report it for tax purposes.

I would verify (in writing) with your agent that the company allows rental to students.  

I thought for sure we would be able to write most of this off.

Write down the answer.

In my offers, if the property is rented, I require Addendum R to be completed and write in contingent upon tenant/landlord completing and buyer approving Estoppel as well as in some cases, providing previous year's tax returns and proof of payment for last 3-6 months for review/approval. 

I do everything myself (except run a sewer snake).  3M talent. 

As I write about in the below post, this is a bad idea in my layman's opinion. 

Cynthia,There are carriers out there that will write a homeowners policy even if it is lapsed. 

It is sometimes better to let people fail upfront so that they can learn and document procedures in the future so the issue is not repeated again.For example, earlier today my team was writing our email blasts to send to apartment owners in our market.

I'm a wordy person,  sorry if all this writing seems like too much info,  but I think it's relevant, albeit it's nearly an essay.