Hello! I appreciate your assistance.
Right now, I’m feeling quite frustrated with my new iMac, which is just three months old and fully updated. After years of using Safari, I’ve decided to explore the Microsoft ecosystem, primarily because of my regular use of OneNote, Word, and OneDrive.
Today, I’m in the process of setting up Outlook. To do this, I need an app-specific password from Apple.
I found one from 2013 still listed in my system, but unfortunately, I can’t view it like a regular password, and it doesn’t fill in automatically. There was no obvious way to retrieve it, which was frustrating.
As a solution, I deleted that old password and generated a new one. However, I ran into another issue in Outlook: my iCloud calendar appeared offline.
To troubleshoot, I clicked the jagged “offline” icon and selected “go online,” which prompted me for the app-specific password once again. After entering the new password and clicking Sign In, the popup closed, suggesting my account was set up correctly.
Despite this, the jagged offline icon persists next to my iCloud calendar. I’ve gone through this whole process four times without any success.
It simply won’t connect online, and it’s driving me crazy. So, what should I do next?
I’m at a loss, and any guidance would be greatly appreciated.
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