I’m helping myself out more than I’m helping them. I want to spend this bitcoin, it is earmarked for this purpose, I just need to get them to accept it.
Each time I send them money I ask, “you better not be selling 100% of this, you should keep some”. Maybe they do keep some, maybe they don’t. Either way they’ve gained a small bit of confidence that bitcoin isn’t scary and hard to use.
If a couple months or a year down the line I made some progress, they say “yes, I’ve been saving! Now I have all this btc in cashapp” I can begin my self custody story. But this way I don’t bore them with my highly technical hobby upfront, I let them decide if they want to go the next level.
But in the end, I’m helping myself out the most. Gaining confidence that, yes, I can spend this bitcoin someday. Directly, without selling for dollars. Growing my network of people who will accept btc for services.