Hello @Just Me and Not Someone Else
Thank you for reaching out on the community and telling us about your issue. I do apologize for the issue you're having. Given how long you've been experiencing these issues and what's happening I believe it would be best to contact Quicken Support so that we're able to collect logs and see what exactly is happening. I'll leave our hours down below so you can find a time that works best for you.
Thanks,
Quicken Francisco
Quicken Phone Support Current Hours of Operation:
Monday through Friday
5:00 am to 5:00 pm PDT
Quicken Chat Support Current Hours of Operation:
Monday through Sunday