I would find articles and podcasts that focus on how Bitcoin is better than owning physical property/land. He seems to value land ownership and understands what he needs to do to keep it in his possession.

I’m sure he’s fully aware, that the only thing that protects his land from being taken is a piece of paper. What if he could own land that no one has given him the right to own? What if his property is protected by a wall of energy and can’t be confiscated and he can be take it with him wherever he goes?

I would approach him from this angle. Bitcoin is land. It is property, without the physical limitations.