This is very important because the majority of the best 25 trading days since then have come directly after the worst 25 days.

Rather than think of "Best Case Scenario" think of the "Worst Case Scenario".

The property will cash flow once I move out and have both units rentedI really liked the property but I’m thinking I could wait a few months and buy a similar property cheaper or worst case at a similar price.

I’m just assuming here you have some sort of day job...

They also should apply for rental assistance from any charities that provide that sort of help.

I figure worst case I can dump the money in a CD and make just under the 2.75% to defray the extra monthly costs. 

This is very important because the majority of the best 25 trading days since then have come directly after the worst 25 days.

The only businesses allowed to be open are delivery and grocery stores, essentially.I certainly feel for you, it is not a great time to be a business owner of any sort. 

Moral, ethical, and health wise (for him and his family)... risky at best, foolish at worst. 

I am honestly a little bit  fearful of the worst that can happen but I am also very optimistic of what great things can happen.