When you can?t 2021 Not sending emails Through Outlook from QuickBooks. In this case, you might try installing Outlook?s desktop version and notifying QuickBooks customer service they will take care of the required connection. QuickBooks 2021 Not Sending Emails Through Outlook. With this being an integral feature for your business, it?s important that no Mistakes are made when you are setting it up. In this blog, we?ll explain how to connect both Outlook and Gmail within QuickBooks, as well as common errors you may experience and solutions for them. When you try to send emails from Intuit QuickBooks to Microsoft Outlook you get one of the following errors such as QuickBooks is unable to send your emails to Outlook, Outlook cannot log on Verify you are connected to the network and are using proper server mailbox name or Outlook cannot be selected or is grayed out in Preferences Send Forms.