Thanks for reaching out to us, @MindyP21.

I appreciate you taking the time to follow all the troubleshooting steps so you can send statements to your customer.

Let's try to turn on the security app feature of your email provider.. This might be the new security process of your email service.

If the same issue persists, I recommend contacting our QuickBooks Desktop Support Team. By doing so, they'll be able to investigate the cause of the issue.

Let me know how the call goes by leaving a comment below. I'm always glad to help whenever you have follow-up questions.