In the event of death, can points be transferred to those designated in the will as an inheritance?

Some grey area ideas:

Sign up for credit cards that match your uncle's program type using your uncle's mailing address. Then your uncle could transfer to the new cc. I read this is possible with Amex SPg as log both cc reside at the same mailing address.

If your uncle buys someone a ticket and is paid cash, no one but the two parties would know.

Checks are traceable to a certain degree since even if you cash it, the check would require your uncle's signature to cash.