Millennials were peak generation for self-taught tech literacy. We were raised in an environment where the technology was simple and open enough to actually be configurable, all while the prize on the other side of figuring out the technology was rewarding.
The older generations didn't have as strong of a reward for figuring out the tech. And the younger generations have too steep a learning curve to get around things, so they never even learned to try, like the "baby elephant syndrome" phenomenon.
You described a lot of effort on your end to keep that relationship going. That's what I mean. Relationships require maintenance.