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"Being able to email invoices is imperative to a business. Are you using Outlook as your email provider? If so, we have an open case about QuickBooks is unable to send emails to Outlook. As a workaround, you'll want to use Webmail."
I am not convinced this is a resolution to the problem. The issue is an ongoing one. I reached out over a month ago with the same issue using Outlook (on other occasions dating back to 2016) so, they helped me change to webmail. Now the webmail setting is not working. They keep changing it back and forth. This is very frustrating! I have not been able to properly use the 2019 Desktop Pro version without hiccups since I bought the program. My Dell is only a few years old and all other programs work fine on it. Also, any time you ask for help they say pay us a $100 and we will help. Ridiculous! You pay for a program that they designed but "they" can't even keep their programs working efficiently. Don't worry they will up the prices every year to force you to move to the cloud based software to get better compatibility. I am not happy with this program.