Can you teach an old dog new tricks?

Recently I got some new software and it’s taken me a week to get it up and running. Ever so helpful, my teenaged child said: “dad—look at YouTube. It SHOWS you how it works”. It’s a miracle I didn’t tell that child about walking to school, uphill, in both directions. However—it did make me think about how we learn things—should I take a class? Would I learn something? And could it resolve why that software still doesn’t sync with my phone? Let’s ask our experts—how do you teach an old dog new tricks?