
To have it send the message to all addresses again, you must turn off Automatic Replies and then turn it back on. Once you’ve enabled Automatic Replies, it will only reply once per address. Automatic Replies only replies once per address When Automatic Replies to the Internet is allowed on Exchange, you can set it to reply to your contacts only to prevent replying to spam messages and unknown people. A guide for this can be found here Allow or prevent Automatic Forwarding/Replying to the Internet. If it works now, you can ask your Exchange administrator to turn on the Automatic Replies feature on the Exchange server or to verify if it has been configured properly. If you send yourself a message by using your Exchange account instead of your external private account (or ask your colleague to send you a test message), you should receive an Automatic Reply.

Automatic Replies doesn’t reply outside of the organizationīy default, Exchange is configured not to send out Automatic Replies to addresses that are not within your company’s Exchange environment. To get similar functionality for POP3 and IMAP accounts see this guide instead. In addition, note that it is an Exchange account feature. It could get filtered out by Junk Email Filters.By default, it doesn’t reply to people outside of your organization.When it comes to enabling the Automatic Replies (OOF) feature there are 3 things to note Why isn't it working and how can I make it work reliably?

Sadly, I never received this automatic reply. I've enabled my Automatic Replies (Out of Office) and have sent myself a message from my private account to see how it would arrive.
