Email through gmail server no longer works after upgrading from 2014 to 2018 desktop versions. Verified the gmail account, accept less secure aps. etc What changed?

Hi there kmartin,

Let's get this working for you and get back to business.

I'm suddenly having the same problem. 2019 version updated. Stuck at # 6

Having the same problem with Quickbooks Desktop Pro 2019.  I can send email with my owner server setting, but our company gmail account, it fails, even though the settings are correct and verified

Hi there, dskurth.

Aside from the troubleshooting steps that Jen_D provided, we can also do the Verify and Rebuild Data process. It will help us get rid of any data-integrity related issues.

Here's an article for the steps: Verify and Rebuild Data in QuickBooks Desktop.

If you're getting the same result, please contact our Phone Support Team. We will investigate this further.

Here's how to get our contact information:

1. Click Help located at the top.
2. Choose QuickBooks Desktop Help.
3. Enter a brief description of your issue and click Continue.
4. You can choose Message an Agent or Talk to a Specialist. 

Feel free to leave a comment for any other questions or concerns about QuickBooks. Thanks.

Same issue with Quickbooks Mac 2019.  Cannot log into Google Gmail/Gsuite.  Enabling Less Secure Apps is no longer an option in Google's interface. Now the Google/Gmail/GSuite user must log into the google account (myaccount.google.com) then click on SECURITY, and then APP PASSWORDS, Then the user must generate a unique app password for Quickbooks. This password replaces the normal password for the email account.

Even with all of this set up correctly, QB Mac 2019 still does not allow you to authenticate with Google to make this work.

Hi eurovicki,

I'm here to share some information about setting up an email using Gmail from QuickBooks.

There are several possible reasons why you're not able to set up email using Gmail with enhanced security. It could be that you have an Anti-virus program blocking the outgoing emails.

If so, I suggest disabling the Anti-virus before setting up your email preferences in QuickBooks. You can reach out to an IT expert to help you further.

I'm attaching this article for you reference: QuickBooks is unable to send the email since your anti-virus has blocked outgoing emails.

That should do it. Please let me know how it goes. I'll be here to keep helping.

I figured it out and it is none of the above things you stated.  Rather Quickbooks is considered (ironically) an insecure application.  Thus they changed their gmail policy and listed it as such.  Seems you are not coding it in a way the considered safe (again, ironically) for google standards.  I had to downgrade my company google gmail account to a un-safe application...and then it worked.

It really has nothing to do with firewalls and virus checkers.  Those are in-bound objects.  If there were spam going on, the internet security would notify me,a s would my server.   Forgive me..but please, you need to stop guessing at thing and assuming more. 

Hi there, dskurth.

I appreciate you for sharing the complete details of the troubleshooting steps you've done to get this working. Allow me to share some insight about sending email using webmail in QuickBooks. 

The steps provided by my peers can generally resolve the unexpected behavior when sending an email in QuickBooks. Since there are a few reasons which might trigger it, we need to check each app you might have to isolate the issue and see if there are settings you need to update to permit the users to share information about your account with third-party applications, like QuickBooks. 

You may use this article for additional reference: Set up your email service in QuickBooks Desktop.

Thank you again for dropping by. Please know that the Community is always here if you need more assistance with QuickBooks. I'd be delighted to be your guide once again.

What was previously working just fine now isn't for me in QB 2019 desktop.  I could email invoices no problem with Yahoo and now I can't.  I've tried adding a gmail account and that doesn't work either.  When I add the account and then try to check "Use enhanced security...", I get instrucitons with items 1) & 2) and a note that QB will securely store webmail credentials.  When I click OK, I'm told "The server address field is empty.  Please enter a valid server address."   When I checked the box for enhanced security, the server address had the default information in it.  Only way to get back to the SMTP server details is to uncheck the enhanced security box and then I'm back to it not working.  Is there something else I can do?

Hello there, gr75. 

QuickBooks 2019 work with secure webmail services like Gmail and Yahoo Email. Let's run some troubleshooting steps to fix this unexpected behavior and send your invoice by email. 

Before you perform any troubleshooting steps, let's make sure that your QuickBooks is in its latest release. Updating the release version will help to fix issues like unable to send emails. 

Then, make sure QuickBooks is running as an administrator. Here's how:

1. Right-click the QuickBooks icon, then select Properties.
2. Select the Compatibility tab.
3. Deselect Run this program as Administrator. If the Run this program as Administrator button is grayed out, select the Show Settings for All Users.
4. Select OK.

After that, restart QuickBooks and send a test email or transaction. If you get the same result, edit your email preferences in the company file. 

Here's how: 

1. From the Edit menu, select Preferences. 
2. Select Send Forms from the menu.
3. Go to the My Preferences tab.
4. Select WebMail as your email option.
5. Click Edit.
6. Mark the SSL box, or just select Default.
7. In the Server Name field, make sure the server name matches your email provider's settings. (If you see smtp.mail.yahoo.com for example, change the name intuit.smtp.mail.yahoo.com and click OK.)
8. Close QuickBooks and all other open programs.
9. Restart your computer.

If you're still unable to email invoices within QuickBooks, refer to the following article and go directly to Solution 3 for more troubleshooting steps: Could not connect to the email server.

Please let me know in the comments section down below if you have any other concerns. Have a great day ahead.

I have the same issue just in the past month sometime it stopped working on Desktop Pro 2019.  I have all of the settings as listed, I reinstalled chrome, I have made sure I have installed all updates. When I go to authorize webmail it gives me this message in the popup window

Hi @nashproductsinc,

Thank you for providing details on the error message that you get when you try to authorize webmail on your computer.

The error message you stated is from Google Chrome itself. As @dskurth stated above, you can try to enable Less secure app access. You do this so Google will allow the connection with QuickBooks.

You can refer to this article as well for issues sending email transactions: Unable to email transactions or send forms using QuickBooks email service.

Feel free to post a comment below if you need further help, and I'll get back to you. 

Hi and I applaud your solution

how do I downgrade the QB email , as you did, in chrome to get my email to work

Thanks 

 Marv

Hello @marvberg,

While waiting for the response coming from our member, @dskurth, you can downgrade the email access of QuickBooks in google in just a few steps.

1. Open your Google Admin console.
2. Under Security, select Basic Settings.
3. On the Less secure apps section, select Go to settings for less secure apps.
4. Toggle the Access to less secure apps option.
5. Click Save.

I've included this helpful article in case you'll bump into error with your password for email service: Fix webmail password issues in QuickBooks Desktop.

Let me know in the comment section down below if you have any other concerns. I'll be always around ready to lend helping hand.

thanks for response and tip, but I do not use the G suite where the console is located

probably stuck until qB desktop provides a patch

 Thank you

 Marvin

Hello, @marvberg.

Thank you for following the thread. I'm happy to provide some insight into QuickBooks email service. 

If you're using QuickBooks email service, and it is not working for you, and none of the above suggestions are working. I recommend toggling your email preference to use Outlook or a webmail service such as Gmail, Yahoo, etc. Sometimes toggling your email service will help to reset the preference rather than just editing.

To toggle the email:

1. Select the Edit menu and then select Preferences.
2. Click Send Forms from the menu. Then go to the My Preferences tab.
3. Choose Outlook or Webmail, and then OK. This toggles your preference off.
4. Repeat the steps. Go back to the My Preferences tab and select Outlook. Then select, OK.
5. Close QuickBooks and all other open programs.
6. Restart your computer.

Please test it out by sending an email from QuickBooks using your new email service provider. If that works, let's toggle back to your QuickBooks email.

If you're still having issues, please feel free to reach back out. Take care, and have a great rest of your day!

I have two factor authentication on my google account which made it so I had to go create an app password and use the password provided as my email password through quickbooks. 

The following worked for me today after migrating Quickbooks 2018 to a new computer and discovering that sending emails through gmail no longer worked as it had on my old computer.

I had to delete the previous email account in Quickbooks Preferences, as people have detailed here previously. Then switch on 2-Step Verification on your Gmail account. Then use App Passwords to generate a 16-character password to enter into Quickbooks when it asks for password. That is the password that's *exclusive* to your app (ie, QB) and that you don't need for any other purpose.

How did you get this resolved? 

hey! How did you get this resolved. I am having the same issue

Hi there, qwsllc.

Welcome to the Community space.

Are you having trouble sending email through Gmail in QuickBooks? If so, I'll guide you on how to delete your account then set it up again.

1. Go to the Edit menu, then select Preferences.
2. Select Send Forms from the menu, and then click My Preferences tab.
3. From there, choose your email address then click the Delete button.
4. Back up your company file.
5. Close QuickBooks and all other open programs.
6. Restart your computer.

Once done, you'll need to re-add your email address.

Here's how: 

1. Go to the Edit menu and select Preferences.
2. Select Send Forms.
3. Select Web Mail and Add.
4. Fill out the Add Email Info and select OK.
5. Select OK to save your changes.

For more additional details, you can check out this article: Connect your email to QuickBooks Desktop.

If you're having this issue when sending emails through Outlook, you can check out this article: Fix "Error: QuickBooks is unable to send your email to Outlook.

For future references, you can refer to these articles on how to fix errors in your email:

• Fix Error: Could not connect to the email server.
• Unable to email transactions or send forms using QuickBooks email service.

I’m just a few clicks away if you need further help.