The biggest pain point is creating a new login on iOS in safari. I understand the iOS limitations on browser hooks, but walking a user through creating a new login on iOS over the phone was a test of supernatural patience.
If they create the new login in the app instead of safari then they have to type a URL (or it won’t show up in safari) which for an older person who doesn’t really understand websites have addresses is like asking them to calculate the shortest superpermutation of n=7 “real quick”.
I believe the family plan for 1Password is fantastic. And a bunch of us have/will signup and put our aging parents on it. So a little user testing by older people where you are trying to help them over the phone would go a long way probably.