I did think while I was writing that there was likely some overlap between what I was thinking about, and the (mostly) offline activities like IndieWebCamp and Homebrew Website Club. However, I’m talking about reaching people who are unlikely to ever attend such a meet-up. To use the IndieWeb Generations definition, I’m thinking about the 3s and maybe 4s in my network. And they might be people I only have a connection with online. I guess where I was going with it was more about seeking a way to engage and coach these particular users into their first steps, rather than relying on them to work through a guide or documentation. (There is still very much a place for more documentation!)
Admittedly it’s still only a half-baked thought, and I’m sure smarter people than me have already thought this through 😃