Allow me to add some fixes to integrate your email with QuickBooks Desktop successfully, @wruby2004.

You'll want to ensure you've set up webmail services using Outlook correctly, like the Community recommendation from our fellow member @southboca.

If the option to Use enhanced security (Recommended) settings doesn't work because it doesn't use the SMTP server name, you'll want to set the Server Name and Port accurately with these details: Server Name: instead of outlook.office365.com, we suggest using smtp.office365.com since Outlook uses another mail app to integrate especially for outgoing mail server hostname. Port: 587. Put a checkmark on the SSL/TLS box.

Let me show you how:

1. Go to the Edit menu and then select Preferences.
2. Find and choose Send Forms.
3. From the My Preferences section, click Add.
4. Enter your Email ID and choose Outlook/Hotmail/Live from the Email Provider drop-down.
5. Uncheck the Use enhanced security (Recommended) option.
6. Hit OK. Doing this will draw you back to the My Preferences window.
7. Click Edit.
8. Change the following: Server Name: smtp.office365.com; Port: 587; SSL/TLS: Ticked.
9. Hit OK.
   

For other users who might encounter the system using the incorrect SMTP server name and port from another Internet Service Provider (ISP), feel free to check this article for the correct guide: Connect your email to QuickBooks Desktop.

Additionally, if you still find something uncommon, like password issues and Outlook is missing in sending forms, I recommend checking these articles:

• Fix Outlook is missing in send forms preferences.
• Fix webmail password issues in QuickBooks Desktop.

I'm still ready to back you up if you need more help setting up webmail to send forms online. I'll keep my notifications to help you out more. Take care.