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Question: After restart, Mail and iCloud don't work

Everytime, after I restart my iMac, I have problems with Mail and iCloud. First, it keeps asking for my iCloud password (the same as my Apple ID password). No matter what I enter, it's not accepted. In the end, I have to reset/change it (already three times so far this year).


Then, my gmail and iCloud mail accounts don't work in Mail. Stuck with the little squiggle sign. No matter what I do, nothing works. I just wasted another hour poking around with this. I try the Window>Connection Doctor. Again, no luck.


When it asks for an email password, I enter it carefully, then get a new small blank window with heading asking for the password (which I've already entered) but there's no place on this new window to enter it -- the body area is totally blank -- and the only button at the bottom is "Cancel".


Meanwhile, my Mail activity window is showing something like "350 new messages" (which is absurd) and nothing happening.


WHY is this happening? And HOW can I get past this? It is so-o-o-o time wasting!!!!!

iMac (Retina 4K, 21.5-inch, 2017), macOS High Sierra (10.13.4)

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May 28, 2018 10:41 PM in response to F. Farmer In response to F. Farmer

Was it a clean installation in which hard drive is cleaned completely or was it Archive installation ?

Then you must follow these articles Frequently asked questions about iCloud Keychain - Apple Support

macOS Sierra: Set up iCloud Keychain

Open system preferences > internet accounts , sign in with your Apple ID and password ( Apple ID is kept same as your web mail ( it could be a gmail address ) , then in the same way sign in iCloud account .

May 28, 2018 10:41 PM

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Question: After restart, Mail and iCloud don't work