We travel often abroad and when we are away from routine, she is a lot more open to listen about “crazy” ideas since she is away from stress and problems.

My property manager will email me a heads up for routine repairs that they don't even need authorization for out of courtesy.  

They have to meet the definition of disabled, and show a related need for the animal to their disability.  

The tenants are an older couple with an adult son who is disabled and in a wheelchair. 

Please note that changing the AC filter and cleaning the AC air intake closet should be done once every 30 days as part of routine maintenance.The Air filter on the AC had not been changed since you first moved in (Dec 2015) and the new replacement you bought was not the right size.

First pass at something like this. Is it legitimate? What are the pros and cons ? I've read online that the payee should be on the lease as well. Red flags ? This is in Michigan if that makes a difference.

Rent is 6...

Let them know you will schedule something in a few months when you are there to do xyz (some routine maintenence) basically to see if there is anything in the house that needs attention.

The MA rules for handling of the security deposit are very restrictive (read that as overly ridiculous) and mishandling of that deposit routinely results in triple damages to the landlord. 

She no longer has a job and is on disability.

If they had difficulty working due to a disability, they might get only $700 to 800 per month.