Question

Email authentication error when sending invoices via email

Forum|Forum|7 years ago
February 20, 2019
2 replies
20 views

I am trying to set-up Gmail SMTP email on Quickbooks for Mac 2019 after I installed to the latest version. I have 2-factor authentication on my Gmail account so I used a Google application specific password when I set-up the email settings in QuickBooks. When I saved my email SMTP email changes I got a pop-up message that said it tested successfully and the changes were saved. The problem is when I go to email invoices from the invoices screen, I get the attached authentication error. The error says my username and/or password for Gmail failed. I'm on the latest Quickbooks for Mac 2019 release and I had this invoice emailing working on the release previous to the current release.

QuickBooks Desktop for Mac

M

MaryGraceS

Moderator

Hello there, @Bruuske.

Thank you for posting in the Community. Allow me to help share some ways to make sure you're able to send invoices in QuickBooks.

To start, let's check the system requirements to make sure your email account is compatible with your QuickBooks version. For more information about the system requirements, you can visit this article: QuickBooks for Mac 2019.

After that, let's make sure to use your Gmail account as the default email. QuickBooks sends the emails, with invoices attached as PDF forms, from your business email account.

To do that, let's check this on your email preferences. Let me show you how:

Choose Apple Mail.
Select Preferences.
On the Preferences pane, click General.
Confirm the email is your default email account.

If the default email is not your Gmail account, I recommend reaching out to the Apple support to change it. This way, you can use the correct email when sending invoices in QuickBooks Mac.

I've also attached an article for additional reference: QuickBooks Desktop for Mac 2019 User's Guide (page 228).

If you need to reach out for more help, I also suggest calling our phone agents. They have the tools that can help you get this resolved in no time.

Here's how you can reach them:

Go to: https://help.quickbooks.intuit.com/en_US/contact.
At the top right, select your product.
Choose your QuickBooks version.
Select a topic.
Click on the Get Phone Number button.

That should point you in the right direction today. I'm just a post away if you have any other questions about sending an invoice. I'll be happy to help you out. Wishing you and your business success.

BruuskeAuthor

Hi @MaryGraceS

Thanks for your quick reply to my issue. I'm not using the desktop client email on my Mac. I'm using the built-in smtp set-up in quickbooks. See the attached screenshot (replaced my info with fake info). What's interesting is this same set-up worked before the latest update of QB and when I hit OK with my real info in the fields it says it has authenticated properly and it worked. When I go to send the emails from the invoice screen, I get the error message that is attached to my first message.

Best,

Chris

A

Anonymous

Hello @Bruuske.

Thanks for providing a screenshot about the set up you're using. Allow me to chime in and help send your emails successfully.

You can create another profile to check if you still get the same error message. I've seen a similar case before and creating another account should do the trick.

If you still get the same error, I'd suggest contacting our phone agent using the information provided by my colleague @MaryGraceS. They can isolate this issue further using their helpful tools.

Keep me updated on how it goes. I'll be here to help if you have additional questions about sending tour invoices. Have a good one.

K

kenjohn

This is the second time this has happened to me.

LieraMarie_A

Level 8

Thanks for joining this thread, @kenjohn. I'm here to help you get your invoices sent via email.

The error message you're having implies that the username and password set in your Preferences aren't matching the sign-in info of your email address. I recommend ensuring your login info for your email is correct.

Here's how:

Go to the QuickBooks menu, then Preferences.
Click the Email icon.
From Send Emails Using, hit Custom.
A list of email accounts will appear. If you haven't added any email accounts to QuickBooks, this list will be empty.
Select the + button to add a new account.
Add an account name, then add the settings from your email provider.
Repeat for any other accounts you’d like to add.

Then, make sure your Gmail account is the default email reader from the Apple Mail menu. Doing this ensures the program sends your sales forms through the default email account.

Select Apple Mail.
Choose Preferences.
On the Preferences pane, click General.
Confirm Gmail is your default email account. If not, set your default email reader to Gmail.

Additionally, you can go back to your Preferences to make sure Gmail is your default email reader by performing the steps below.

Go to QuickBooks from the top menu.
Select Preferences.
Click the Email icon.
Configure QuickBooks to talk to Gmail.

Once done, try sending your email again.

Open the form you'd want to send.
Click the Email button at the top of the form. Here you can:
- Choose the default message text
- Customize the subject
- Choose the sending email address
Click Send.

For detailed steps, see page 228 through this website: QuickBooks for Mac.

Visit me here again in the Community and keep me posted on your progress with this authentication error. I'm determined to help you succeed.

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