Email won't send Automatically in Outlook 2010

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jef3680

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Outlook version
Outlook 2010 64 bit
Email Account
POP3
I have Outlook 2010 and any time I send an email it gets stuck in the outbox. I can open it in the outbox and send it from there and it sends but it will not get sent automatically. I receive emails without an issue. This is occurring on a desktop running win 7 and a laptop running Win 8. Both computers are running the latest version of Norton NIS. I am using a Comcast account with an outgoing server (SMTP) Port of 587 and TLS enabled. I have tried running Outlook in safe mode but the email will still not send automatically. I had I Cloud 3 running but removed the program using Windows Add/remove feature, this had no effect. This started happening earlier this week. Appreciate any suggestions
 
I have used Outlook for years and for some reason this just started happening. Based on the suggestions I went through the troubleshooting steps again that Diane had suggested. I had just updated all my computers with the latest NIS software so this was a good place to start to see if this was the cause of the issue. I first disabled outgoing email scanning in Norton NIS but this had no effect, a message would still just stay in the outbox. Next I tried disabling the Norton Antispam Outlook Plug-in, in Outlook under Add-ins and that appears to have solved the problem the email no longer sits in the Outbox. Norton must have made some change that doesn't play well with Outlook.
 
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