. ** I’d ask for their Airbnb or VRBO profile link to review their reviews, years hosting, etc. to ensure it lines up with what they’re telling you*2.) with you guys being out of town, I’d make positive they have a team of maintenance guys for whenever something along the lines pop up.

Don't worry about that as there are different ways to get to town and different companies might use different terminology.Work with a knowledgeable agent that talks your through your risks and don't try to conceal what you're actually doing. 

I called 4 other companies in town and they all quoted 8-11k.

As rents and home prices rise, long-time residents are being squeezed out.Worcester is increasingly becoming a bedroom community for towns like Marlborough, Hudson, Natick, and Framingham, as those areas become more expensive.

We made an exception, because he said that he was coming into town for a funeral. 

They soon will be putting a rail line to get to Miami way faster for concerts and such which will only draw more coming into town for events plan to fly into Tampa for a more affordable plane ticket and housing. 

However, a major employer pulling out of the town your rental property is in could severely impact the rental market, cutting your rental income.

It seems every town I look at either has recently passed some egregious or is considering it.

Acquire a primary residence, and while out of town for work, rent the property as either an STR or MTR.

Most of our units are currently full of locals who had Helene damage or they are in town to do restoration work so they know the deal.