If they're doing anything another tenant would complain about I send them a written warning and the minute another tenant complains is when I'll double check to see if I can file eviction for that specific thing and give the tenant three days to knock it off. 

If you're located in WI, check out Premier Point Realty and Homestead Realty....both offer the licensing course at a discount and some of the lowest fees/commission splits in our local market.

They are not a realtor and up to the standards of a realtor.

And many hotels don't have 24 hour desks or 24 hour service.I don't get why all these newer regulations expect STRs to operate to standards that aren't even required of hotels with full-time staffs. 

You will need to check with the city/building inspector to determine your options first.

You might want to double check he understands the scale of the project you're asking him to do. 

It is surprisingly easy to manage out of state and if you want more tips on how, check out Bigger Pockets book "30 Day Stay" on Mid Term Rentals. 

And what if the one person you didn't check has a criminal background, has collections, and more?

“Go check it out” she said.

Have you checked to see what others are doing in the immediate area on VRBO and AirBNB?