Activating Receipt Requests on Outlook The simplest way to activate requests for delivery and read emails is to check the respective check boxes while creating a new email message. No won’t send the read receipt. Checking “Don’t ask me about sending receipts again” will change the global setting to “Never send a read receipt”. Outlook for Mac. We can’t find any matching global setting in Outlook 2016 for Mac. There’s no global option we can find for Read Receipt responses.
Here is what I found online.
There are many reasons it might not be working.
Tracking The request to send a Read Receipt is made when the message is being marked as read. If the receiver has the habit of not marking all his/her messages as read when reading it, then the prompt was never triggered to send the receipt to you.
The mail client the receiver uses must support sending out Read Receipts. Not all clients do, especially web clients often don’t offer this feature.Even when the receiver sends out the Read Receipt, it could be that the mail server of the receiver doesn’t support it or disallows it to be forwarded to the Internet (configurable in Exchange by your mail administrator) and drops the Read Receipt.
Most ISPs do support sending out Read Receipts though but do not support Delivery Receipts. This is to prevent spammers from determining if a mailbox exists or not.Your own ISP could be dropping the Read Receipts. Usually this is part of a Junk E-mail filter that they have in place and in most cases your ISP will put it in your Junk E-mail folder on the server so that Outlook won’t download it (in case of POP3). Login to your web based mailbox provided by your ISP and see if it is there and if you can configure the server based Junk E-mail filter.
Read Receipt Outlook 2016
Outlook 2007 and previous
How To Setup Read Receipt In Outlook
Tools-> Options-> E-mail Options…-> Tracking Options…Outlook 2010, Outlook 2013 and Outlook 2016
File-> Options-> Mail-> section: Tracking