You could, for the purposes of verifying that you are not renting to someone who is potentially dangerous or financially incapable of shouldering the burden of being a roommate, ask them to apply through Zillow so that you can see their background check, that also gives you the opportunity to have others who might be interested in being your roommate as well, apply.

I certainly don't need to be there watching over their shoulders but occasionally it's a good thing.

Our rental is laid out pretty nicely and we have about 1000 sqft for a 2 bedroom, the only issue is that we have a 1 car width driveway that can fit about 4 cars but I don’t know if I want to share the driveway with the tenant and deal with the hassle of constantly asking them to move the car when we want to leave.

The inside is about 8' wide so they would be placed width wise and have about 2' for storage at the end. 

So I guess that's one benefit, that the shoulder season is a little shorter there as most ski areas are dead Mid-April through May.Like others have said though, the numbers have to work and those don't look great. 

You have a huge chip on your shoulder.

When a tenant is in arrears, they should be checking more frequently ... and they should have never allowed them to get "several months" behind.IMHO, the PM company should be embarrassed about dropping the ball and offer to shoulder some of the pain (if they have in-house trades/staff, they could provide the labour at very little cost to themselves).  

And ~ I hurt my shoulder, being careful and all.  

No more double checking and looking over my shoulder.

So, similar to Marcus, one of the happiest days of my life was when I hired out my bookkeeping - total weight lifted off my shoulders!