Hello, @TFletch1427.
First, let's review if the box beside the Email Later feature is checked under the Preferences.
Here's how:
- From the Edit menu select the Preferences tab.
- Click on Send Forms at the left pane, then go to the My Preferences under the Auto-check the "Email Later" checkbox if customer's Preferred Delivery Method is e-mail.
- Tap on OK to save the changes.
If it was already turned on, I suggest checking your email preferences and ensure that it was set up correctly.
For your guide, read this article: Connect your email to QuickBooks Desktop.
Let me know if there's anything you need assistance with. I'm a few clicks away to help. Have a good day!