Thank you for reaching out on the community and telling us about your issue. I do apologize for the issue you're having. With the information you've given us it sounds like something that we may need to look up in the log files. With the amount of time that this has been happening it would be best to contact Quicken Support via phone so that we're able to help with collecting logs and figuring out exactly what is happening. I'll leave our hours down below so you can find a time that works best for you.
Quicken Phone Support Current Hours of Operation:
Monday through Friday
5:00 am to 5:00 pm PDT