What BUILD of Q are you running? What's your "Membership Valid thru" date? Both of these can be found at HELP, About Quicken.
Hello @emily,
Thank you for reaching out to the Community and telling us about your issue, though I am sorry to hear that you are experiencing this. Are you receiving any error codes or messages?
If you haven't already, I suggest you try signing out of your data file completely and then signing back in to refresh the registration token for your Online Connected Services. However, I do recommend that you first save a backup file prior to performing these steps.
Please let me know how this goes!