I originally looked locally & then realized the big money makers in STR are down south - best decision I ever made was pushing myself out of my comfort zone re: long distance investing!

Best answer is whoever you feel most comfortable keeping as a tenant.

If I were in your shoes, I would develop a team of 3 (Realtor, Contractor, and PM) then use them to check one another.

I think if I was further down the line and more comfortable with an area/the process/my numbers game then I might average it out/compensate the cash flow over other deals and put the extra back in the process.

I am much more comfortable learning the ropes and doing a deal with only 30k invested.

We like that syndication allows for one or two people to act as GPs and take ownership over projects, but have found the intricacies of it to be super complex, and are concerned that the potential investors in our network might not be comfortable with it....so basically, we're still trying to sort through all of that!

Shoe box of receipts. 

To live within our means but comfortably till then.

Your workers get exposed to it, and they bring it home to their families on their clothes and shoes.

Personally I would let him stay, but if he's laxing so much that it's a detriment to his health (and/or property, like are the floor boards falling in because of filth), call the police and ask what needs to be done to perform a health and comfort check (welfare check).