2021 Quickbooks Desktop Pro email issue

Thanks for reaching out to the Community, BGNF. I appreciate you providing detailed information about what you're encountering.
 

Initially, you'll want to make sure QuickBooks is up-to-date with our latest release.
 

Here's how:

1. In your top menu bar, go to Help, then Update QuickBooks Desktop.
2. Access the Update Now tab.
3. Select Get Updates.

If there was an available update, allow its download to finish, then close and reopen your books. Once QuickBooks is reopened, you'll see a prompt to install the new release, which you'll need to accept.

In the event you're still unable to send emails through QuickBooks after performing an update, or you were already up-to-date, I'd recommend checking your email and antivirus settings.

Please don't hesitate to send a reply if there's any questions. Have a lovely day!

Followed your instructions.  Still unable to send customer documents through QB Pro Desktop 2021.  In addition, I already deleted the email address setup and entered it as new.  I also, verified my both of my emails are up & running without any issues.  Still unable to send customer documents through QB Pro Desktop 2021.  

Allow me to chime in and share information so that you can send customer documents, @BGNF.

I appreciate the steps that you've performed to get this fixed. To sort this out, make sure to update the Outlook app on your computer. This way, you have the updated version of Outlook. 

Also, you can check your admin privileges and make sure QuickBooks isn't set to automatically run as an administrator. In case you need to edit, follow the steps below:

1. Close QuickBooks Desktop.
2. Open the Windows Start menu.
3. Type "QuickBooks" into the search. Then right-click the QuickBooks icon and select Open file location.
4. In the folder, right-click the QuickBooks.exe file and select Properties.
5. Click the Compatibility tab.
6. Select to uncheck the Run this program as Administrator option. If the option is grayed out, select Show Settings for All Users. This assembles the option available.
7. Choose Apply and then OK.

Once done, open QuickBooks and send a test email or transaction to see if you can send customers' emails or documents. If the issue persists, you can follow Step 2 on this article: How to fix "Error: QuickBooks is unable to send your email to Outlook".

Additionally, these resources outline the complete steps on how to resolve errors when sending invoices and forms:

• Unable to email transactions or send forms using QuickBooks email service
• QuickBooks is unable to send the email since your antivirus has blocked outgoing emails error
• Fix Outlook is missing in send forms preferences

Don’t hesitate to post a comment below if you have any other concerns or questions. I’ll get back to help and make sure you’re taken care of. Have a good one, @BGNF.