Baby steps, mate. Give him time to learn and experiment. I don’t want to overwhelm him, he will have his own journey.
Discussion
I set up people with Monero first. Because no matter what they do they will likely stay safe.
Then when they know what they do they can invest more and make use of Bitcoin.
Safe from what mate?
What is the risk for a newbie just starting out that they need Cypherpunk privacy out the bat?
Genuine quesion.
Start with the thing he should receive first next time. LN or Monero or payment codes; choose one of those.
Here, you'll have to unteach him the address reuse pattern, which won't be a nothing-lesson, if you're the one who taught it to him in the first place.
Let him start from the most basic way to use a wallet, grok the public blockchain and figure out what he wants.
If he's family, you inberently have time to work with him & go through the steps, build his knowledge, and correct this kind of bad advice.
For anyone less close, it's just bad advice.