If I was in your lucky shoes, I'd invest the money in ADUs and JDUs on your existing properties. 

Just putting myself in your renter's shoes...  

Haven't even bought shoes in a year.

The reason they are saying no cash is because it could be counterfeit, and also it doesn't have a receipt/proof, so it's an additional step to email them a statement saying you got rent,  but again it's a preference thing.    

You need to put yourself in the shoes of this guy.  

Put yourself in their shoes.  

In the case I mentioned above, there were special circumstances of the sort @Rion Redinger mentioned.If I were in the tenant's shoes, I would feel deeply insulted if I got a "gift" from my landlord.

In times of a cash crunch not many want new clothes or shoes.

@Joanna GoldenThere are certainly private money lenders and hard money lenders that will do these kinds of loans, but my personal opinion if I were in your shoes, would be to stay far away from them if at all possible. 

Then, I did more research and the family was worried about the tax consequences of doing all straight sales and changed our plan to trading these wildly appreciating condos for true Multifamily and more cash flow to help us to be financially free.More education by reading, attending an excellent 2 day workshop, and talking to many people that had been in my shoes at one time, we chose this current route.