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.
