Outlook 2016 repeatedly asking for Password for gmail account

Anonymous
2022-10-03T04:14:03+00:00

Today, I've had to clean re-install Windows 10 and, therefore, also had to re-install Office 2016.

Everything is working fine except that I can't configure Outlook to retrieve emails from my gmail account and have been browsing/searching the subject for hours.

Have had the same problem a few times before and solved it by changing the following gmail settings:

(i) to accept "less secure apps" (which option, by the way, is no longer available),

(ii) turn off "2-step verification".

Those settings have not been changed since, but Outlook is repeatedly asking for a password and I can't set up the account. I get the same result if I let Outlook configure the account or if I do it manually using the settings from the gmail page or via the mail link in Control Panel.

Have also checked that Microsoft apps & services has been given access to gmail.

The only new thing I found was this: https://accounts.google.com/DisplayUnlockCaptcha and I confirmed.

Question: Is this a Microsoft problem or a gmail problem . . . each not trusting the other's security?

Anyway, whichever it is, I would be most grateful for suggestions.

Many thanks in advance.

Outlook | Windows | Classic Outlook for Windows | For business

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Anonymous
2022-10-03T05:04:36+00:00

Hello JohnTCI

Hi, I'm Karl and will be happy to help you today.

What you need to do is enable 2 factor authentications on your Gmail account and then generate an <App Password> to be used as the password or the email account in Outlook. This is a Google change that took effect June 1, 2022

Recap of steps

#1 - enable 2 factor authentication for the GMail account

Turn on 2-Step Verification

https://support.google.com/accounts/answer/1858...

#2 - generate a Google <App Password> for this account (do not turn off 2FA fter generating the <App Password>)

Sign in with App Passwords

https://support.google.com/mail/answer/185833?h...

#3 - Change the password in Outlook for the email account to use the <App Password> you generated in step #2 (suggest using copy ;n paste - the <App Password> is a contiguous 16 character string - no spaces)

*** for an account already configured in Outlook, to change the email account password

#4 - press CTRL+ALT+S to bring up the Send / Receive dialog

#5 - Select the <Group> (most people only have one) --> click on ,<Edit>

#6 - Select the GMail account --> click on <Account Properties>

#7 - paste the <App Password> for the email account password

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  1. Anonymous
    2022-10-07T16:21:44+00:00

    Hi Karl,

    I have tried (slowly) today to look through each part of what you have presented in preparation to attempt a switch back to using POP from IMAP.

    You measure twice comment is sound advice, and like you even doing that myself I have made mistakes that are as you suggest frustrating and annoying so you point about 'Asking' before ploughing on is soundly made. Having gone through your notes as best I can I have the following questions please?

    1. Does making\creating a new profile using the <Control Panel> <Mail> create a new .pst file or does it use the existing .pst file?
    2. I looked at my Gmail Account settings, specifically looking at the <security> settings to see what was there and that raised a few more questions. Note in the image (yes I learnt that too) that even though I used the wizard to get the IMAP mail account setup (which works, subject to images), it didn't seem to switch on 2FA despite that being a major forced change to Gmail access, I'm puzzled?

    Image

    1. If I switch on 2FA on Gmail settings which I would have to do to create an <App Password>, I am now wondering if that will break the existing, albeit not quite right due to images, IMAP settings I have or worse impact what happens on my Android (phone) mail client? If I lost that phone access I would be truly scuppered at the moment. I realise this is a GMAIL area, but I have not found their help areas very good,. I may be taking you beyond what you feel comfortable to answer?
    2. My current IMAP settings see below are according to Gmail basic, this was created by the wizard in June. I have not found if this 'basic' access maybe what is preventing images? (probably not).

    Image

    Kindest regards

    Phil

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  2. Karl Timmermans 3,685 Reputation points Volunteer Moderator
    2022-10-07T03:35:00+00:00

    BTW: Although it's solved in Chrome and both my Google A/C and Gmail A/C no longer need 2-step verification when I sign in each time . . . that is not the case in Edge. Although I rarely use Edge, I would like to use it more, so, so if you have any idea which setting(s) need changing, I would be most appreciative. I confess that I gave up after about an hour of fiddling.

    You're not going to like this answer any more then my last reply 😊

    Don't have any special settings I can think of. Edge worked just as seamlessly as Chrome did when accessing the account, Would make sure that

    • you have password saving enabled
    • cookies aren't being cleared

    Might also try the following (if you haven't already)

    #1 - Clear your browser and cookies

    #2 - Log into the Gmail account and go through 2FA process

    #3 - Close your browser without signing out of the GMail account

    #4 - restart Edge and just go to <gmail.com> (that's all I do and it goes directly to my Gmal account - no sign-in required, just opens right up

    Isn't all this hi-tech stuff grand? 😊

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  3. Karl Timmermans 3,685 Reputation points Volunteer Moderator
    2022-10-07T03:26:08+00:00

    Hi Karl,

    You're right I didn't like your response, ha ha! but, between the lines, it told me that my problem probably had to be a default setting that normally wasn't important but wouldn't work with 2-step verification turned on. This thought spurred me into seeking a solution under every mat and behind every door in both Windows and Chrome until I went boggle-eyed.

    However, it appears that, finally, I may have cracked it on my main PC and my laptop . . . but, embarrassingly, as I had changed so many settings, I can't tell you specifically which one worked, nor whether it was a setting in Windows nor in Chrome. Herewith, screenshots of just 3 of the settings that I "fiddled with" . . . when I say fiddled with, I mean that I toggled them repeatedly on and off and constantly logged out and back in again, including restarting the apps and the devices:

    (1) Windows

    Image

    (2) Google Chrome:

    Image

    (3) Google Chrome:

    Image

    The most annoying thing is that these 3 at least are all set exactly as before I started fiddling.

    However, something seems to have worked, so I'll keep fingers crossed.

    Kind regards,

    John

    There are only two differences between your settings and mine

    1. Windows - my <Restart Apps> is <Off> as opposed to you being <On>
    2. Google - I use a password manager so it over-rides the Google Setting. That said, my default setting is on since when I want Chrome to save a password I disable my password manager

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  4. Anonymous
    2022-10-07T03:01:36+00:00

    BTW: Although it's solved in Chrome and both my Google A/C and Gmail A/C no longer need 2-step verification when I sign in each time . . . that is not the case in Edge. Although I rarely use Edge, I would like to use it more, so, so if you have any idea which setting(s) need changing, I would be most appreciative. I confess that I gave up after about an hour of fiddling.

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