There is no harm in applying.

Going the “illegal” occupancy route to remove the tenant will probably cause more problems for YOU.

He has already caused a lot of issues for us in the few weeks we have closed on the property including calling the city to stop work, yelling at our contractors for parking in front of our house (their car had gone a tiny bit in front of the neighbor's driveway), etc.

I'm most likely gonna pay myself rent :)  altho had to pass on renting to myself cause my credit score wasn't high enough :) haquality of school districts are supposed to be #1 indicator if a property will appreciate. 

I work in the healthcare field, but am only two years in and am finding that having other people's health in my hands is causing me mass anxiety (but due to high student loan debt, I feel stuck). 

If a covered peril (cause of loss) such as fire damages the house they will need to pay for other accommodations until they can get back into the house.

Excellent ideas here, @Lucas Carl  I use a similar strategy for my LTRs in order to reduce the impending stress caused by tenants with the wrong mentality.Reading your post brought to mind a question I've never considered before:  are vacation rentals subject to Fair Housing Laws in the same way that LTRs are?  

The Act also ultimately harms the people it was intended to protect.

However, the thing to keep in mind is that if you impose the fee, and she refuses to pay it, all you can do is allow it to accrue along with the late fees that are caused by the ongoing balance, and then serve eviction for nonpayment once the moratorium is lifted.

Because the banks give you a big chunk of needed money if you are going to live there... one time that you live in Switzerland the bank might cause problems (I have Portuguese friends that told to the bank that they were going to live in the acquired house and after rent it without problem, because the bank has no way to proof if you live there or not).