There are many companies still moving into the greater Boston area, and many of the dominate industries in Boston continue to require face time - think construction, biotech, education, medical personnel, etc.I do think there will continue to be an increase of people moving from Boston proper into the surrounding greater Boston area. 

Again this is just documenting according to terms of the lease.This will be a trying time for landlords, but by documenting everything, and following the terms of your lease, you will have the proper documentation later if you need to go to court or if you need to talk to YOUR lender to ask for a loan modification.

Our Florida properly has been shut down (the entire state) and is blocked off.

Now its up to you to evaluate the needs of the association to see if they're properly saving for "rainy days."

Around here, the roofers are struggling to pull the proper permits because most government offices are closed.

IF done properly. 

Again this is just documenting according to terms of the lease.This will be a trying time for landlords, but by documenting everything, and following the terms of your lease, you will have the proper documentation later if you need to go to court or if you need to talk to YOUR lender to ask for a loan modification.

What information should I be asking these businesses to provide to properly vet them?

In San Diego proper (I grew up there, but don't invest there so don't know it as well) areas like City Heights will cashflow better.

Understanding how to properly outsource, how to deal with buyers (this was my first purchase, flip & listing).