I have heard from others, including @Karen Chenaille that Vermont is very STR friendly. 

We're mourning the loss of friends and neighbors, some of which haven't been found yet, not to mention favorite places, small businesses, animals, you name it.

After that ordeal, I swore I’d never use them again.I've been using Stessa, and while it’s great for generating reports and tracking income and expenses in a user-friendly way, it’s far from perfect.

That is until the brokerage you work for introduces this as mandatory.

The company owes me (and a friend) over six figures each.

That said, it sounds like the software they are using may not be as STR friendly for them to manage your place while also giving you, the owner, the visibility you're looking for.

After COVID we have seen a lot more tenant friendly judges in Virginia.

Quote from @Sharad Bagri: We are a few friends looking to invest in multifamily apartments (<4 units) in Ohio.

I guess become an Investor Friendly Agent.

Tenants are not friends, they are not family.