Hello @BostonBrowne Thank you for reaching out to the Community regarding your issue, though I am sorry to hear that you are experiencing this.
Being that the issue you are experiencing can have multiple causes-- It may be best for you to contact Quicken Support instead as you may need extensive troubleshooting done in order to have this successfully resolved. They also have the ability to screen share with you (if you feel comfortable doing so) and will be better equipped to help you accomplish and set up what you need. I'll also leave our number down below since you've had difficulties with the talk to support button as well.
Quicken Support Number - 650-250-1900
Click here to review Quicken Support's hours of operation.
BostonBrowne said: It has continued now for at least 3 months and no matter how many times I click "Talk to Support" nothing happens. ...
Your browser must allow popups from https://www.quicken.com for chat to function. See https://community.quicken.com/discussion/7870684/faq-talk-to-support-does-not-respond#latest