Gmail Validation Failing

Hoping there is an answer out here that just hasn't been posted, have searched an exhaustive number of posts like these which did not have the answer or solution.

When trying to validate my gmail account in the Lightroom Email Account Manager, I keep getting the message "Validation Failed: Failed to establish connection with the outgoing email server.  Please make sure you ave entered the email account and password correctly."

Please believe that I've checked that my email and PW were typed in correctly 20 times over.  The settings that pop up are...

SMTP Server: smtp.googlemail.com (Gmail help forum actually says it should be smtp.gmail.com - have tried both to no avail)

SMTP Port: 465 (Gmail help forum says 587 is also an option if 465 doesn't work - have tried both to no avail)

Connection Security: SSL/TLS (also tried STARTTLS just for the heck of it, no avail)

Authentication Method: Password

I also have gone into Gmail and ensured both POP and IMAP are enabled, I also re-verified my gmail account via the "Unlocking the Captcha" link.

Here is an instruction page from Gmail - https://support.google.com/mail/troubleshooter/1668960?rd=1#ts=1665018,1665144

This validation process is really straightforward, really can't figure out what I can do differently here.  Appreciate any assistance.

Adobe Community Professional
Correct Answer by 99jon | Adobe Community Professional

Your settings will usually be blocked by Google unless you agree to lower your security settings.

Enter your details as shown in image 1 below and click the validate button.

GmailValidate.png

You should see a LR message that the server settings could not be authenticated.

Launch your web browser and go to your Gmail inbox. Look for a message from Google confirming the authorization attempt was blocked.

Click on the link (highlighted in red) on image 2 below.

GmailAnswer.png

You will need to Click on the link “Allow less secure apps”

Choose enable

Click done

Now go back to LR and click the validate button and your Gmail account should show as validated.

You can now select a thumbnail from the LR Library and mail it by pressing the keys Control + Shift + M (Cmd+Shift+M on Mac)

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Gmail Validation Failing

Hoping there is an answer out here that just hasn't been posted, have searched an exhaustive number of posts like these which did not have the answer or solution.

When trying to validate my gmail account in the Lightroom Email Account Manager, I keep getting the message "Validation Failed: Failed to establish connection with the outgoing email server.  Please make sure you ave entered the email account and password correctly."

Please believe that I've checked that my email and PW were typed in correctly 20 times over.  The settings that pop up are...

SMTP Server: smtp.googlemail.com (Gmail help forum actually says it should be smtp.gmail.com - have tried both to no avail)

SMTP Port: 465 (Gmail help forum says 587 is also an option if 465 doesn't work - have tried both to no avail)

Connection Security: SSL/TLS (also tried STARTTLS just for the heck of it, no avail)

Authentication Method: Password

I also have gone into Gmail and ensured both POP and IMAP are enabled, I also re-verified my gmail account via the "Unlocking the Captcha" link.

Here is an instruction page from Gmail - https://support.google.com/mail/troubleshooter/1668960?rd=1#ts=1665018,1665144

This validation process is really straightforward, really can't figure out what I can do differently here.  Appreciate any assistance.

Adobe Community Professional
Correct Answer by 99jon | Adobe Community Professional

Your settings will usually be blocked by Google unless you agree to lower your security settings.

Enter your details as shown in image 1 below and click the validate button.

GmailValidate.png

You should see a LR message that the server settings could not be authenticated.

Launch your web browser and go to your Gmail inbox. Look for a message from Google confirming the authorization attempt was blocked.

Click on the link (highlighted in red) on image 2 below.

GmailAnswer.png

You will need to Click on the link “Allow less secure apps”

Choose enable

Click done

Now go back to LR and click the validate button and your Gmail account should show as validated.

You can now select a thumbnail from the LR Library and mail it by pressing the keys Control + Shift + M (Cmd+Shift+M on Mac)

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Re: Gmail Validation Failing

Adobe Community Professional , Nov 24, 2014

Your settings will usually be blocked by Google unless you agree to lower your security settings.

Enter your details as shown in image 1 below and click the validate button.

GmailValidate.png

You should see a LR message that the server settings could not be authenticated.

Launch your web browser and go to your Gmail inbox. Look for a message from Google confirming the authorization attempt was blocked.

Click on the link (highlighted in red) on image 2 below.

GmailAnswer.png

You will need to Click on the link “Allow less secure apps”

Choose enable

Click done

Now go back to LR and click the validate button and your Gmail account should show as validated.

You can now select a thumbnail from the LR Library and mail it by pressing the keys Control + Shift + M (Cmd+Shift+M on Mac)

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Re: Gmail Validation Failing

This is exactly it, missed the email from Google initially but dug back through and saw it came through.  Thanks!

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Re: Gmail Validation Failing

I just configured my gmail account and you have to put smtp server name: smtp.gmail.com

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Re: Gmail Validation Failing

Thank you! I did exactly this and it worked. However, by doing this does this render our gmail accounts more vulnerable for other less secure apps? In other words should we turn this off after emailing the photos?

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Re: Gmail Validation Failing

No. It doesn't change the security of the gmail account. You're just giving Lightroom access to it with that app password.

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Re: Gmail Validation Failing

thank you your suggestion worked, highly appreciated...

Deniz Senyurt

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Re: Gmail Validation Failing

So there is no way to enable this feature without opening up the possibility of having my Gmail account hacked? Google security standards are there for a reason.

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Re: Gmail Validation Failing

I just went through the same hassle. When LR is updated it doesn't even seem to pick up prior settings ...I could send email from LR before.

Now, seeing one has to lower security settings in order to even send email from LR ...I'm saying to heck with it and just sending the photos to a folder and then sending them via gmail from there. Boy ...they didn't even try to mess up the program deliberately with the recent updates ...just imagine the mess if they did. I've already lost a good customer due to the latest update not working and being 2 days late delivering time sensitive photos. Now between Lr and PS it's like peeling onions ...more and more tears with each layer. Marvelous ...just marvelous how customer focused they've become.

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Re: Gmail Validation Failing

You can keep the security settings strong but set up an App password for specific programs such as Lightroom. Here's the current link for that page: https://myaccount.google.com/security?hl=en Then enter the Google-generated App password in the setup of your email server in the Lightroom dialog box.

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Re: Gmail Validation Failing

Bless you!

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Re: Gmail Validation Failing

CumberLinda....could you explain briefly how to generate an app password?  I looked and looked but couldn't find a way to do it at the link specified.

Thanks...

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Re: Gmail Validation Failing

On that Google page is a section called "Signing into Google". In the first block, you should see App Passwords as one of the choices. Click on those words. Perhaps after signing in again, you'll have a page where you can Select App. Choose "Other" and type "Lightroom on my Mac (or whatever)". Then click on Generate. Once you have the app password, that's what you enter in the setup for Gmail in your Lightroom program.

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Re: Gmail Validation Failing

Linda,

Thanks...that's the first place I had looked actually.  I don't know why, but my "Signing into Google" page does not have "App passwords" in the first block, or anywhere on that page.

I do have a section called "Connected Apps and Sites", but when I click on "manage apps", all I see is a list of my apps and sites, with no way of adding a new one.

I've also gone here:

Sign in using App Passwords - Accounts Help

And I get the message "The setting you are looking for, is not available for your account."

Hmmmm....

Thanks for your help, I'll have to ask Google what is going on.

--

Bill

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Re: Gmail Validation Failing

OK...I had to turn on "2 step verification process", and now I see "App Passwords" as one of the choices.

--

Bill

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Re: Gmail Validation Failing

Thank you CumberLinda, I wasted a few hours looking at useless videos and help topics until I finally found your sage advice ;~)

Tom

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Re: Gmail Validation Failing

Worked like a charm.  Thanks.

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Re: Gmail Validation Failing

Thank you, CumberLinda!!!

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Re: Gmail Validation Failing

Worked well.  Thank you, CumberLinda!  😃

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Re: Gmail Validation Failing

This is when I am in love with Internet and the international community. Worked like a charm. Thanks CumberLinda.

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Re: Gmail Validation Failing

You rock Cumber Linda!!! Thanks so much for this quick and easy fix! Best help EVER!

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Re: Gmail Validation Failing

Thank You. This worked perfectly. Well done.

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Re: Gmail Validation Failing

Thank you.

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Re: Gmail Validation Failing

thanks....

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Re: Gmail Validation Failing

Wow, that was convoluted! Thanks for all the work, everyone.

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