When user didn't enter passphrase to enable their local passphrase session, new keys are not fetched from key server.
Currently popup text doesn't mention that user should enter passphrase for fetching updated keys, let's update popup text for users who doesn't have passphrase session always active:
Your local keys expire in 30 days.
To receive the latest keys, please ensure that you are connected to your corporate network (or through VPN) and
you have entered your Flowcrypt passphrase. Then reload Gmail.
If this notification still shows after that, please contact your Help Desk.
When user didn't enter passphrase to enable their local passphrase session, new keys are not fetched from key server. Currently popup text doesn't mention that user should enter passphrase for fetching updated keys, let's update popup text for users who doesn't have passphrase session always active: