This accounting of teaching congressional campaigns about digital security is fun, interesting, and could have been written about extended family members instead of people running for Congress. Maciej Ceglpwski, the Pinboard person, is one of my favorite internet writers.
But I never found a way to get people onto 1password in a single training session. The setup process has a lot of moving parts, involving the desktop app, browser plugin, online service, mobile app, and app store. It requires repeatedly typing a long master passphrase.
And then, once it is all set up, you have to train people on the unrelated skill of how to use the thing, starting with their most sensitive accounts. And then you leave.
In the end, I told candidates to generate unique passwords and save them in the notes app on their phone, or write them down on a card they kept in their wallet. And I’d do it again!