It may also deter other bad behavior.

Get a dog there.

You can also start by being a "bird dog" and finding off market deals.

Sadly, this price-gouging behavior has become the unfortunate new norm in the insurance industry.There's a high likelihood you'll need a broker familiar with surplus lines.  3 weeks isn't much time - if you aren't working with someone already you need to get in touch with someone asap.

Honestly, it seems like you’ve got more skin in the game than I do since I’m just getting started as a bird dog, but I really admire your approach.I think your focus on tax-efficient strategies and building a reliable team is spot on.

Nights, weekends, holidays, etc.To keep this on-topic, though...DO figure out what's healthy for you to manage but remember it's a process where every experience teaches you good and bad (and be patient with that process).DON'T sweat the small stuff (damage/costs under $50, undisclosed dogs, etc.) but DO find a way to learn, prevent, put in better practices to maintain your sanity. 

Quote from @Josh Otero: Hi BP community, I know you've got some crazy tenant stories and I want to hear it.I'll go first:1) I was managing a 5 story apartment building and a dog fell off the 4th floor balcony because of the owner not paying attention.

As well as coffee shops like Bottoms Up Coffee are moving in and small microbreweries like brew dog and Land Grant. 

You have not documented these incidents, nor have YOU informed your tenant this behavior is unacceptable.  

Quote from @David Kanarek: YOU STILL DONT HAVE ANYTHING TO SAY ABOUT HIS BEHAVIOR !!