We have been having this problem for over a year, it all started when we ran the upgrade to Enterprise Solutions 22.0, we tried many of the solutions listed in this thread nothing worked. Our computers are on Windows 10 and use Outlook 2013 desktop version.   We finally gave up and have been spending our time printing all the estimates and invoices to pdf and then having to manually attach the files to our e-mails in outlook.  I can only imagine how many hours we have now wasted.  So when we recently upgraded to Enterprise solutions 23.0 we were hopeful that the problem was fixed.   And it was, well for about 2 weeks and then last nights update broke it again.   I find it hard to believe that a software company that charges quite a bit of money every month for their software cants seem to fix this problem after more than a year.

We were thrilled that when the e-mail feature started to work again that we could now send our invoices out from QuickBooks with the on-line bill pay feature enabled.  Sadly now that we cant e-mail invoices from QuickBooks once again we will now have to field countless complaints from our clients that we don't offer online bill paying.

Please QuickBooks and intuit get your act together and fix this basic problem!

If there is a permanent solution please post again.

Thanks.