Issues with gmail account on old iMac

You really need to reach out to Google on this. The error message clearly is not from Apple, and only Google can give you an official answer regarding their policies, We, as other end users, can suggest but cannot give official answers on any company's behalf.

As built-in apps in macOS grow older, more and more developers will be dropping support. As Sierra 10.12 is pretty much abandoned by many third-party apps, High Sierra is next. Maybe Google is already there.

A perspective view of where your OS is today:

Newest> Ventura ---- Monterey ---- Big Sur ---- Catalina ---- Mojave ---- High Sierra < Oldest

Apple only supports the first three in that ranking.

If Google have truly abandoned Apple Mail support for High Sierra, then you are left with four options, none great:

• Find a third-part Mail client that Goggles supports under High Sierra (they will have to tell you what they support)†
• Use a supported browser like you are now doing.
• Change your email address to another less abandonment-prone service. Mrs AJ still can use Apple Mail in High Sierra with an icloud.com address.
• Replace the 2010 model.

† — The latest version of Thunderbird still supports as far back as macOS 10.12: Thunderbird sysreqs

2mnycars Said:

"Issues with gmail account on old iMac: [...]My computer is no longer supported. I changed my google password when I bought a new iPad Air Now I can't enter a new password. on my iMac.[...]"

-------

Try a New App Password:

Try creating a new App Password. Your App Password may need to resync - something typical after update installations. You would log in using that password, rather than your Gmail password. See if it then works.

For Example: Sign in with App Passwords - Google Account Help - Google

Yes...

Mail and Google's OAuth 2.0 policy

Mail and Google's OAuth 2.0 policy - Apple Community

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.

Unable to add Gmail to MacOS mail - Apple Community

Thanks to Bob Sabiston…

iMac says Connection Insecure. Failed to … - Apple Community

Thanks to Webmb…

Sonoma can’t connect to gMail…

I'm no longer receiving mails on my iMac … - Apple Community

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

Can't add a Gmail account to Apple Mail - Apple Community

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/

2mnycars Said:

"Issues with gmail account on old iMac: [...]When I try to login using MAIL and look at the inbox there is a symbol like ~[...]"

-------

Resync the Account:

Things just aren't syncing. So, remove the account, and then add it back. Clicking on the tilde, here's what you'll get:

Possible gMail fix…

Apple Mail won't add a gmail address - Apple Community 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

Weird part is, I can log in to google then gmail and no problem, I can read, compose and access. The problem seems to be at the “app” level…