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Connect with and learn from others in the QuickBooks Community.
Join nowHi rhino_cole,
I can see that you've been through a lot already. I appreciate you for bringing your concern about sending emails in QuickBooks to our attention.
There are a few possible reasons why this is happening:
Since you've done all the troubleshooting steps already. I'll just be sharing some of it to help you fix this. But If you've gone through all the steps mentioned below, I'd recommend contacting us for further help.
First, we want to make sure your QuickBooks Desktop software is in its latest release. QuickBooks periodically provides maintenance release and product (software) updates to fix emailing concerns, add features and enhancements, and update compliance information.
Second, please check the settings in the web mail preferences:
If you're getting an incorrect password error message, please follow the detailed steps in this article to resolve this: QuickBooks Will Not Accept my WebMail Password.
Then, let's set up your email service in QuickBooks Desktop and try to send an email again.
Here's how you can reach them:
1. Go to https://help.quickbooks.intuit.com/en_US/contactus.
2. On the Contact Us page, make sure that your QuickBooks product is selected at the top right corner.
3. Select a topic.
4. Click on the Chat button.
Please feel free to let me know if you need any help. Take care.