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Lock him up!
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# 248023 7-Mar-2019 11:16
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Yesterday a friend asked me to help with a problem he was having. The friend is not a techie and he has little interest in experimenting with software, but he is not stupid and he can follow instructions.

 

He used to be happy with the email service provided by his ISP, but that was discontinued and he was forced to turn to Gmail instead. He doesn’t like it as much but he has learned to live with it. He has a Google account because that seems to be a requirement to get Gmail, but he doesn’t use or want any other Google features.

 

He hates webmail and just wants a popmail client like he used to have. After Outlook Express was killed he turned to Outlook, which he paid for. He currently uses it on a laptop running Windows 8.1. He specifically does not want to upgrade to Windows 10 because every upgrade of every kind he has ever experienced has been a nightmare for him. I sympathise.

 

Until recently, Outlook worked well for his purposes with the Gmail account. He had it set so he could use it as a desktop client and it would send and receive emails through the Gmail account. In practice, it worked pretty much just like his old popmail account with Outlook Express.

 

Then Google changed something. I’m not sure what, and my friend wasn’t able to explain it clearly, but the result was that Outlook stopped working with Gmail. He tried to troubleshoot it himself and changed various settings according to information he found on different sites as well as some communications from Google, but he hasn’t been able to get it to work again.

 

I took a look at it and it seems fairly straightforward. I checked the technical settings in Outlook and some were wrong so I corrected them but we still couldn’t get it to work. We checked the password several times, which was working on webmail, and we even changed it (also in Outlook) just to see if that would make a difference but nothing seems to help. Outlook says the login is being rejected as incorrect, but in usual Microsoft fashion it doesn’t offer any other information. Just ‘there has been an error’. D’oh.

 

I have gone through everything multiple times. I cannot find anything that is incorrect. We have tried every variation of every parameter we can think of. All we get is the stupid ‘there has been an error’ error. Outlook does connect to Gmail, but the login keeps failing. We have at odd times seen cryptic Google messages about security being too weak or something to that effect, but I’m not sure what that relates to, if anything. We have no problem logging into Google Accounts and Gmail from the Chrome browser.

 

I am not on my friend’s computer so cannot give further details or do any diagnostics at this time. But I was thinking that this problem might sound familiar to someone and maybe there is a simple answer that I have overlooked. If so, I would be glad to hear any suggestions, but nothing about upgrading or trying Thunderbird instead. My friend just want to get what he is used to working again.





I don't think there is ever a bad time to talk about how absurd war is, how old men make decisions and young people die. - George Clooney
 


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701 posts

Ultimate Geek


  # 2192901 7-Mar-2019 11:31
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My first test would be to eliminate it being a problem with Outlook.

 

Perhaps try using something like Thunderbird to see if that will connect.  If it does - then we know its an Outlook related issue.  Could be config settings which you could then copy from Outlook.


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Ultimate Geek


  # 2192906 7-Mar-2019 11:37
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Actually.... I have Outlook at work (though I dont use it myself).

 

So I set it up for my home Gmail account :)

 

I had the same issue you were experiencing.  Did some Googling, found this: https://support.office.com/en-us/article/something-went-wrong-adding-gmail-to-outlook-bc5403de-1e0f-4156-96a8-f7d084699dc1?ui=en-US&rs=en-NZ&ad=NZ

 

You need to create the app password, as detailed in the doc, then use that when connecting.  Then works as desired.


 
 
 
 


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  # 2192907 7-Mar-2019 11:38
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If you are using POP then I assume you have adjusted the Gmail security settings to allow lower sec methods of access.

 

Cyril


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Geek


  # 2192921 7-Mar-2019 11:56
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Just happened to set up a google account with outlook yesterday.

Three key points,

One, turn on the pop feature on gmail setting.
Two, turn on less secure app access on google account setting (not gmail setting)
Three, if you turned on 2 step varification, you will need to create an app password from google account setting, and enter it as the password in your outlook. If you did not turned on 2 step, just try to config with your google password. If the google password fails to log in, you have to enable 2 step and create an app password. Sometimes, google just wont let you log in with your google password, this may because you have turned on and off the 2 step before.

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  # 2192922 7-Mar-2019 11:58
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Also mind the port number and encryption method for both the pop and stmp servers.



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  # 2192936 7-Mar-2019 12:33
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cyril7:

 

If you are using POP then I assume you have adjusted the Gmail security settings to allow lower sec methods of access.

 

Cyril

 

 

Yes, we did tick that but it didn't help.

 

 





I don't think there is ever a bad time to talk about how absurd war is, how old men make decisions and young people die. - George Clooney
 




Lock him up!
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  # 2192939 7-Mar-2019 12:36
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hhan: Also mind the port number and encryption method for both the pop and stmp servers.

 

Thanks. Did that.

 

 





I don't think there is ever a bad time to talk about how absurd war is, how old men make decisions and young people die. - George Clooney
 


 
 
 
 




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  # 2192942 7-Mar-2019 12:39
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nzkc:

 

Actually.... I have Outlook at work (though I dont use it myself).

 

So I set it up for my home Gmail account :)

 

I had the same issue you were experiencing.  Did some Googling, found this: https://support.office.com/en-us/article/something-went-wrong-adding-gmail-to-outlook-bc5403de-1e0f-4156-96a8-f7d084699dc1?ui=en-US&rs=en-NZ&ad=NZ

 

You need to create the app password, as detailed in the doc, then use that when connecting.  Then works as desired.

 

 

I will pass this on to my friend. I think we did this or something like it but after going around in exhausting circles for hours, I'm not sure anymore. There are so many things that can go wrong (port settings, security, etc.) and Outlook is so unhelpful with information that it gets hard to sort the trees from the forest. 

 

 





I don't think there is ever a bad time to talk about how absurd war is, how old men make decisions and young people die. - George Clooney
 




Lock him up!
10685 posts

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  # 2192945 7-Mar-2019 12:41
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hhan: Just happened to set up a google account with outlook yesterday.

Three key points,

One, turn on the pop feature on gmail setting.
Two, turn on less secure app access on google account setting (not gmail setting)
Three, if you turned on 2 step varification, you will need to create an app password from google account setting, and enter it as the password in your outlook. If you did not turned on 2 step, just try to config with your google password. If the google password fails to log in, you have to enable 2 step and create an app password. Sometimes, google just wont let you log in with your google password, this may because you have turned on and off the 2 step before.

 

This could be significant. Is it saying we have to set up 2FA even if it is not being used? Is that now required for Outlook even if security is just a single password? That is something we didn't do.

 

 





I don't think there is ever a bad time to talk about how absurd war is, how old men make decisions and young people die. - George Clooney
 


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Geek


  # 2192984 7-Mar-2019 13:30
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I’m not sure about the mechanism. But this is what I did yesterday. I thought it was because I had turned on 2FA and off before.



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  # 2197333 13-Mar-2019 14:53
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Rikkitic:

 

nzkc:

 

Actually.... I have Outlook at work (though I dont use it myself).

 

So I set it up for my home Gmail account :)

 

I had the same issue you were experiencing.  Did some Googling, found this: https://support.office.com/en-us/article/something-went-wrong-adding-gmail-to-outlook-bc5403de-1e0f-4156-96a8-f7d084699dc1?ui=en-US&rs=en-NZ&ad=NZ

 

You need to create the app password, as detailed in the doc, then use that when connecting.  Then works as desired.

 

 

I will pass this on to my friend. I think we did this or something like it but after going around in exhausting circles for hours, I'm not sure anymore. There are so many things that can go wrong (port settings, security, etc.) and Outlook is so unhelpful with information that it gets hard to sort the trees from the forest. 

 

 

 

 

I passed this info on to my friend and told him to exactly follow the steps in the link under Repeated Password Prompts and IMAP/SMTP errors. He now has SMTP working and can send emails from Outlook, but he still can't receive them. I am ill and can't see his computer and I don't want to remote into it but I suspect a simple setting error may be the problem. What about TLS? Should it be off? Something else? If he did exactly follow the examples, what else might be wrong? I assume the login is correct if SMTP is working.

 

 





I don't think there is ever a bad time to talk about how absurd war is, how old men make decisions and young people die. - George Clooney
 


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