Accessing gmail from Outlook 2019, POP3 account, as a “secure” application?

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Google is finally going to turn off “less secure” accesses by May 30th.  They mention that Outlook 2019 and Office 365 are adequately secure for “secure” access.  There are bits and pieces of information, but I haven’t been able to find an “Insecure to Secure Access for Dummies” with detailed steps.  No doubt this will be addressed over the next few months, but does anybody have a pointer to such information now?  Might be a good newsletter article!

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oldfry, ChemE75

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See Less secure apps & your Google Account – Google Account Help and Manage third-party apps & services with access to your account – Google Account Help. They are somewhat vague but provide a starting point.

--Joe

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oldfry

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Good suggestion, hope someone will dig into the details. As best I can tell, if 2FA is enabled then we will still be able to use app passwords. I have one I need for my NAS to email me a daily status report, so I’ll be watching this topic.

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Same boat – Win 10, Outlook 2019, Google Unsecured Apps now turned off, 2FA turned off and can’t access Gmail email account in Outlook 2019 without using IMAP, which I don’t want.

 

I wonder if I turn on 2FA then will POP work.  Can find nothing online regarding how to setup.

 

I will be following.

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Mr. Austin

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After reading joep517’s first link (https://support.google.com/accounts/answer/6010255), my expectation is we won’t be affected. We already use 2FA for all our GMail accounts. When 2FA is on, the “less secure app” setting is automatically disabled. https://myaccount.google.com/lesssecureapps

But when using an application such as an Outlook with IMAP or POP3 that lacks 2FA support, you are stuck and don’t want to constantly have a 2FA exchange every time you download your email. For this use case, Google has 16 character application passwords. See
https://support.google.com/accounts/answer/185833 at bottom. These don’t appear affected by the policy change. https://myaccount.google.com/apppasswords All our GMail accounts currently use a version of Outlook with App Passwords.

First time setup with an App Password is sometimes a pain, but it has eventually worked for us with IMAP and POP3.  Sometimes we had to wait a couple of days to retry. But this is a one time effort and we are never again prompted for passwords when we run Outlook.

Windows 10 22H2 desktops & laptops on Dell, HP, ASUS; No servers, no domain.

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Vincenzo, WSruosChalet

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Just finished setting up gmail access in my Outlook 2019 … I hope ! Prior setup was to allow less secure app access in Google. BUT that option will no longer be available after May 30th. To make this work with POP3 access, I first had to turn on 2FA in my Google account. Without 2FA the option to generate an “App Password” from my Google account was simply not available. After 2FA was active, I could then see the “App Password” option in my Google account. Google ought to be more forthright about needing 2FA before trying App Password. However, App Password duly generated a password for my Outlook settings.  Getting this password into my Outlook settings was not straightforward since I could not find a “password” option for the gmail account. I succeeded by doing a “send and receive” action in Outlook which brought up the password prompt pop-up. I entered the “new” password in that box… and it seemed to WORK!  I’ll keep my fingers cross for a few days…

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Tregonsee

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Thanks for the post.  I have it working with an app password, and with luck that will continue to function.  As you mentioned, the flow is not as logical as one might wish, but knowing the information is there, I was able to find and implement it easily.   Still interested in “Modern Authentication,” but so far the only clear explanation for implementing that which I have been able to find is for Exchange users. Ah, almost 3 months for this to simmer.  🙂

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The app password approach works for all outlook versions, even as old as 2003 and 2007.

However, using this approach, requires 2FA to be enabled, which is precisely what we want to avoid.

So, the question remains: Is it possible to use outlook to access gmail WITHOUT 2-factor authentication? If yes, which version and how?

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I got one of those emails a few days ago as well, and was able to make a couple of changes within my email client to be able to keep going with gmail and my email client.

I keyed in on one thing mentioned in the body of the email for my clue on how to proceed:

…Instead, you’ll need to sign in using Sign in with Google or other more secure technologies, like OAuth 2.0.

I added the bolding above to highlight the key to proceeding…use OAuth 2 and you might be all set. In looking at various Google help pages yesterday, I noted one page that said that Outlook 2016 does not support OAuth 2.0, but Outlook 2019 does, or at least that’s what the page on Google claimed.

I use Thunderbird, so I went looking for advice on how to enable OAuth 2 in it and found a site that had great directions on how to do so. I’m sure that if one performs a search using a search such as “oauth2 on Outlook 2019” that there should then be results showing just how to implement it within Outlook, after which one’s Google account can then be changed from allowing less secure apps to disallowing them. After all, that’s what Google is going to do after May 30th…disable less secure account access by default. I’m guessing that after that date, to access a gmail account one will have to sign into their account and turn it back on each day they want to access their account from a less secure app. BTW, I remember seeing a list that specified that Outlook 2010, 2013 and 2016 were considered less secure apps on one of the Google help pages I was on while looking for an answer. Bummer, because there are probably quite a few large-ish businesses and small businesses that are using Outlook 2016 at this point in time and may not have any plans to stop using it until it drops completely out of support.

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oldfry, WSruosChalet

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I tried Outlook 2021, thinking  if Outlook 2019 is a “secure app” then 2021 must be too.

Apparently not. I turned off “allow less secure apps” in Google and then tried to access gmail with Outlook 2021. It did not work.

I am beginning to suspect that Google has tagged all versions of Outlook (old and new) as less secure. Has anyone been successful with Outlook 2019?

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I could successfully set up Outlook 2019 with Gmail IMAP today, but discovered that IMAP doesn’t allow me to use an existing data file.

I tried setting up with POP which allows to use an existing data file, but hadn’t been successful.

30-May is coming. Hope there’s a solution soon.

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Set up IMAP and then import your file.
https://support.microsoft.com/en-us/topic/import-email-contacts-and-calendar-from-an-outlook-pst-file-431a8e9a-f99f-4d5f-ae48-ded54b3440ac

This will copy your existing mail to the Gmail servers, which you may not want to do.

cheers, Paul

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I upgraded my Outlook 2010 (Office Pro 2010) to Outlook 2021 (Office Pro 2021) in preparation for this change.

I was hoping this problem would then just “go away” but that was wishful thinking of course.

I was able to overcome the soon to be gone “Access to Less Secure Apps” function.

Here are the steps I followed:

1. Google Settings: Turn off “Access to Less Secure Apps”
2. Google Settings: Turn on 2-Step Verification
3. Google Settings: App Passwords: Create for “Mail” App and “Windows Computer” Device
4. Select and Copy the generated 16 char App Password
5. Outlook 2021: “Send/Receive All”
6. Outlook 2021: When prompted for a password, Copy the App Password with “Save to Password List” checked.

Now it appears to work reliably.  I need to try shutting down, restarting, etc., to make sure all is smooth, but at least this is a much better place to be given the upcoming May 30, 2022 deadline.

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mpw

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Followed the steps and it worked fine for me on Outlook 2019 with POP3.

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Thanks.  Worked great for outlook 2013.

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This was very helpful.  Thank you very much.  I think I have successfully satisfied Google that I can use my Office Outlook 2019 to send and receive email on my desk top.  Your instructions very clear and I like the send/receive short cut rather than go to mail set up.  Good idea.

HP Pavilion Desktop TP01-0050 – 64 bit
Windows 10 Home Version 22H2
OS build 19045.3324
Windows Defender and Windows Firewall
Microsoft Office Home and Business 2019
-Version 2308(Build 16731.20170 C2R)

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Thank you! Worked great for me on Outlook 2021.

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Very helpful!  Thank you so much.

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It’s working on my Microsoft Outlook 2010!
Today, in Nov of 2022, after days searching for a solution, I tested a lot of things, but finally I found the correct answer:
Since Google finally turn off “less secure” accesses in May 30th, it’s necessary to:
1: Turn on 2-Step Verification
2: Create App Passwrod for “Mail” App and “Windows Computer” Device
3: Use generated 16 char App Password in Outlook

And it’s working.
Thank you very much “anonymous user”

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At first I was thinking that Outlook 2019 was having problems with my new firewall. Nope. Now that I started hunting around here, I see that the Google Mail server authentication problems Outlook 2019 is having are of Google’s doing. The long story short for me is that by instead using IMAP for my (former) POP mail, Outlook 2019 is now happy only with IMAP.

I’d be OK with all of this except for a cascade of vital things. When using IMAP inside Outlook 2019, it

a. creates a new (.ost) mailbox inside Outlook, instead of using the default (.pst) Inbox for my existing inbound/outbound mail, and puts e-mail in a separate mailbox, and causes me extra work in hunting and sending and filing the e-mails, and 

b. I have AutoMate filters set up to automatically distribute all Inbox mail into the correct folders. Outlook’s interactions with Google’s new policies breaks that, and

c. It also breaks all of my Outlook very thoughtfully planned and executed back-up strategies.

My first question is how can I combine all of my Inbox mail into one account inside Outlook.

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Re: “puts e-mail in a separate mailbox, and causes me extra work in hunting and sending and filing the e-mails”

I have seen this behavior when we switched one user from POP to IMAP GMail with Outlook.

But with POP GMail, full folder control is maintained with no complaints.   Outlook filtering rules continue to work fine.

All our GMail accounts are configured to use MFA (aka 2FA) for web browser access.  Then all our GMail accounts use Google’s App Password feature to bypass password and MFA prompts when using Outlook under Windows as our mail application.  This works with IMAP or POP.

References:
https://support.google.com/accounts/thread/153614819/outlook-changes?hl=en
https://www.msoutlook.info/question/902

 

Windows 10 22H2 desktops & laptops on Dell, HP, ASUS; No servers, no domain.

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Mr. Austin

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Thank you, oldfry and All. In thinking this through, I’ll be switching away from Google Mail’s MX servers to those of my ISP. That will solve my POP vs. IMAP problems inside Outlook 2019. I will continue to have control of my e-mail, and it will continue to be stored (and backed-up), as it has been since around the year 2K.

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I changed my Google MX servers to those of my friendlier-to-users ISP. Bye-bye Google Mail. It has been real. Now it’s over between us and I won’t miss your heinous, diabolical surveillance capitalisms. 😐

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Fwiw. I got outlook 2016 with one profile to which I added my 3 different email accounts. I did have isp based pop acct in the past starting in the ‘90s, but due to relocation, new isp offered imap and now use imap for all my accts. I simply backup the entire outlook files folder so my backup grabs my rules file as well. I actually imported a good deal of old email from my old pst. With imap all my email is always fully in sync between my desktop, 2 laptops, tablet and phone, plus web access if so desired. I do have the gmail rules setup via the web for my Google account. But my other two accts have rules in outlook and those folders sync just fine with the server. I’m not sure what the hassle is with imap mail. At least so far all is fine. But to each his own.

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The Technology

26,9K abonnees

Here in this video, I am showing how to set up your gmail account to outlook in 2022 or later after the less secure app section has been revoked by google. Using this method you can add your email to outlook.

https://www.youtube.com/watch?v=_3nVdd0thI4

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Dit is IMap  geen POP toch?

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Henry we are a predominantly English forum here – I think you are asking if it’s POP or IMAP?

Susan Bradley Patch Lady/Prudent patcher

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Henny,

Re: This is IMap not POP right?

I believe the solution mentioned in this thread will work with mail accounts using the IMAP or POP mail protocols. I have successfully tested the Outlook / GMail / POP3 combination.

What the video did was use IMAP as an example.

Windows 10 22H2 desktops & laptops on Dell, HP, ASUS; No servers, no domain.

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I was trapped like many people. Windows 10 Outlook 2019 Gmail POP3 SMTP. I was also travelling when it happened with poor networks for phone and data. As soon as I got back to good technology I was able to set up 2FA in Google, mentioned Outlook as an ‘other’ app in App Password, got a sixteen digit one time code to put into Gmail password in server settings and it worked. I just want to reassure those struggling that you can move forward easily. The basic Google and Gmail passwords remain the same, so far anyway.

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Good evening. I just followed your instructions above on Outlook 2016 and it appears to work, though I’m keeping my fingers crossed! I’m debating on whether to upgrade to Office 2019 so I won’t have to go thru this again, but we’ll see how things work for now.

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