Hello, @jimkleven.

At this time, I encourage reaching out to your email provider so they can review why you aren't able to send email without going to the yahoo security and generate the password from there. Also, you can reach out to our Support Team so a representative can take look into this further on the QuickBooks end.

To contact support, check out the steps laid out in this article.

Get back to me if there's anything you need assistance with. I'm a few clicks away to help. Have a good day!