"Sign in with" keeps asking to sign in even after I am signed in

Hi steph_giles, I honestly don't remember my experience saving the items back then, but I don't think I had any problems at all with that. My issue is that, with the items already saved and working, I'm randomly asked to login again with Google while I'm using those websites, while being already logged in correctly. It happens equally whether I do actually sign in with Google, or with traditional user/pass.

Another website I stumbled upon where the same behaviour is shown is checklyhq.com.

It's hard to track the steps to reproduce the issue tbh - it seems to happen randomly, not on specific pages, and not all the time. On TrackingTime, though, it seems to be more consistent: on the first visit of the day, while being already logged in, the popup to sign in will show on the initial page, regardless of which it is. It will happen again randomly through the day as well, though.