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Buy nowI recently have been having the same issue sending emails through QB via, Outlook via, Yahoo .
I've been receiving notifications from Yahoo about using their app on my phone but have ignored them until today as after reading the email, the same notice applies to my Desktop as well because I use Outlook. I would think that you would of received the same notifications as me.
I manage multiple emails on my Desktop PC using Outlook as I manage multiple companies in QB. I reset the Yahoo password in Outlook and in QB per Yahoo's instructions below.
IN YAHOO go to:
Generate and manage third-party app passwords
Some older, third-party email apps (that do not use our Yahoo branded sign in page) require you to enter a single password for login credentials. To access your Yahoo Mail account on these apps, you'll need to generate and use an app password. An app password is a long, randomly generated code that gives a non-Yahoo app permission to access your Yahoo account. You’ll only need to provide this code once to sign in to your third-party email app.
Generate an app password
Using the instructions above initially resolved my issue but I later discovered for it to work without interruption, having to enter the secure password when I sign out and back in, my Yahoo email must be listed in Outlook as my default email account, which I have not done as it is not my primary email address. Unfortunately for me I will always have to renter my password in order to send emails through QB. If you only use Yahoo as your email provider then these instructions should resolve any issues you have sending emails through QB.
Hope this helps!!