You should then see a small dialog box with says 'Installing Quicken'. You should first see the macOS dialog that Quicken Installer is an application downloaded from the Internet click Open. You should see macOS say it's opening, and then you should see a red Quicken logo drive icon on your desktop, along with a Window with a big red Q that says Quicken Installer underneath, and the instruction 'To Install, Double-click the icon below' above it. So now, double-click on the Quicken.dmg file.

You should now have a Quicken.dmg file in your Downloads folder or Desktop (wherever you've configured your downloads to go). Do you get to the My Account page, showing your name, your Quicken ID, etc.? In the third section of that page, to the right of the 'Download Quicken' heading, click on 'Download for Mac'. (Don't empty the Trash if you're concerned you might want it.) That's just for clarity old Quicken applications, data files and support files shouldn't interfere with a fresh install. Is there a Quicken.app there? If so, Trash it.

Log into your regular macOS user account. Let's go back to the beginning and walk through every step to see if we can figure out where something is going south.

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