Can’t login to Gmail from old iMac

My desktop is over 10 years old and when I try to log into my Gmail it says: Authorization Error 400: invalid request. Does not comply with googles OAuth 2.0 policy for keeping apps secure.

iMac 27″, macOS 10.13

Posted on Jan 10, 2024 10:01 AM

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Question marked as Top-ranking reply

Posted on Jan 11, 2024 12:09 AM

The full story...


Mac's Mail App is not as modern as iOS's Mail app, Many eMail providers now require a separate App Password different from your eMail password…

If it's an IMAP account, delete it in Sys Prefs Internet Accounts then use "Other" instead of gMail choice to add it.

Most likely biggest factor is using Other in Mail setup, then using a Browser that doesn’t have gMail PW stored init to get the App PW.


GC mac

User level:

Level 1


4 points

Nov 1, 2023 10:12 PM in response to Maggiellv

I also spent hours trying to solve this issue until I followed this video... It worked and my Gmail accounts are back on Mac Mail.


Give it a shot and good luck! https://www.youtube.com/watch?v=U0WPw2TsTAY


It might just need an App Password separate from the gMail password…

The process to add a gmail account to my … - Apple Community

https://support.google.com/a/answer/9003945?hl=en#apple-mail&zippy=%2Cset-up-gmail-with-mail-on-a-mac

https://discussions.apple.com/thread/254920541?answerId=259158920022#259158920022

https://support.google.com/mail/answer/185833?hl=en-GB

Apple Mail won't sign in to Google account - Apple Community

my iMac has OS Yosemite 10.10.5 Does this… - Apple Community

my iMac has OS Yosemite 10.10.5 Does this… - Apple Community

gmail on mail Version 11.5 (3445.9.1) - Apple Community

gmail on mail Version 11.5 (3445.9.1) - Apple Community


Note from PrestoWebDesign…

https://discussions.apple.com/thread/253701684?answerId=257151754022#257151754022

Trying to add Gmail account to Apple Mail… - Apple Community


https://blog.google/technology/safety-security/the-beginning-of-the-end-of-the-password/


Possible gMail fix…


https://discussions.apple.com/thread/254806558?answerId=259768998022#259768998022 see Youtube video…

https://www.youtube.com/watch?v=U0WPw2TsTAY


Apple Mail App Not Functioning - Apple Community

iMac says Connection Insecure. Failed to … - Apple Community

https://discussions.apple.com/thread/254659965?answerId=258757070022#258757070022



Similar questions

3 replies
Question marked as Top-ranking reply

Jan 11, 2024 12:09 AM in response to AJCranberry

The full story...


Mac's Mail App is not as modern as iOS's Mail app, Many eMail providers now require a separate App Password different from your eMail password…

If it's an IMAP account, delete it in Sys Prefs Internet Accounts then use "Other" instead of gMail choice to add it.

Most likely biggest factor is using Other in Mail setup, then using a Browser that doesn’t have gMail PW stored init to get the App PW.


GC mac

User level:

Level 1


4 points

Nov 1, 2023 10:12 PM in response to Maggiellv

I also spent hours trying to solve this issue until I followed this video... It worked and my Gmail accounts are back on Mac Mail.


Give it a shot and good luck! https://www.youtube.com/watch?v=U0WPw2TsTAY


It might just need an App Password separate from the gMail password…

The process to add a gmail account to my … - Apple Community

https://support.google.com/a/answer/9003945?hl=en#apple-mail&zippy=%2Cset-up-gmail-with-mail-on-a-mac

https://discussions.apple.com/thread/254920541?answerId=259158920022#259158920022

https://support.google.com/mail/answer/185833?hl=en-GB

Apple Mail won't sign in to Google account - Apple Community

my iMac has OS Yosemite 10.10.5 Does this… - Apple Community

my iMac has OS Yosemite 10.10.5 Does this… - Apple Community

gmail on mail Version 11.5 (3445.9.1) - Apple Community

gmail on mail Version 11.5 (3445.9.1) - Apple Community


Note from PrestoWebDesign…

https://discussions.apple.com/thread/253701684?answerId=257151754022#257151754022

Trying to add Gmail account to Apple Mail… - Apple Community


https://blog.google/technology/safety-security/the-beginning-of-the-end-of-the-password/


Possible gMail fix…


https://discussions.apple.com/thread/254806558?answerId=259768998022#259768998022 see Youtube video…

https://www.youtube.com/watch?v=U0WPw2TsTAY


Apple Mail App Not Functioning - Apple Community

iMac says Connection Insecure. Failed to … - Apple Community

https://discussions.apple.com/thread/254659965?answerId=258757070022#258757070022



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Can’t login to Gmail from old iMac

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