Hello Jay. Thanks for messaging us here. It's important you're able to use Outlook as an email preference on your QuickBooks account. Rest assured, I'll be glad to point you in the right direction so you're on the right track. It's good you've went through the troubleshooting steps provided in the article that you've added above. To go further from here, could I have you troubleshoot this using the QuickBooks Tool Hub. This tool is designed to help troubleshoot issues affecting the program. I encourage you to check out this link here that shows you how to use it. You're welcome to ask questions as you browse through the article. I look forward to hearing from you.