Hi @ccseven.

I can see that you've been through a lot now. 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:

• The email preference being set incorrectly.
• A damaged QuickBooks installation.
• The Domain admin was blocked.
• Account security settings from your email provider.

Since you've done all the troubleshooting steps that were given by my colleagues, I'll share extra information to help you fix this.

Before that, I want to make sure your QuickBooks Desktop software is in its latest release. It's fixed in the latest release QuickBooks version based on release notes.

Second, please check the settings in the Web Mail preferences:

1. At the top menu bar, click Edit.
2. Choose Preferences.
3. Click Send Forms on the left panel.
4. Under My Preferences tab, select the email account you're using.
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.

If you're receiving an incorrect password message, please follow the detailed steps in this article to resolve this: QuickBooks Will Not Accept my WebMail Password.

To isolate this sample, we can also send emails using a sample company file to check if it's doing the same thing.

1. Go to the File menu and click Close Company. 
2. In the No Company Open window, click the Open a Sample File button, and choose the sample company file you want to use.

Then, let's set up your email service in QuickBooks Desktop and try to send an email again.

However, if you've gone through all the steps mentioned above, I'd strongly suggest reaching our Tech Support Team for further help. They can create a new case for you and make sure to get the case number after reaching out to them for future purposes.

Here's how you can reach them using this link below:

1. Go to https://help.quickbooks.intuit.com/en_US/contactus.
2. On the Contact Us page, make sure that you selected your QuickBooks product.
3. Select a topic.
4. Click on the Start a message button.

Feel free to place a comment below or tag me (@Jovychris_A) if you need further assistance. I'll be around to help. Have a great one!