Can't send delayed email immediately in outlook

Question

I'm using a 5 minute delay rule in outlook for sending all emails. Sometimes I need to override this rule but there is nothing in common in the emails I need to send immediately. Therefore I cannot set up an exception in the delay rule. My problem is that even if I click on the send/recieve button in outlook, my email won't be sent until after 5 minutes have passed. In the past I've been able to use this method to 'override' the delay rule but not anymore. Could you please help me fixing it?

(I'm using an Office 365 email account)

Answer 1

Hi @Azazel90 ,

It's simple. We could just edit these specific email messages to make them have something in common so that they can bypass your Outlook rules. For example, like below:

1. Modify your Outlook rule to add exceptions
   
2. Then when you editing email messages which you would like to send out immediately, add category like below
   
3. Click Close and continue to edit your email messages, and send it out.

You do not need to worry about that the recipient will see the category, according to my tests, the category you set will only stay in your mailbox and the recipient will only see the normal email messages.

Hope this can be helpful.

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Answer 2

I have a 3 min rule for all users so they have the change to stop messages they sent in error. However, as you said there are times they want to fire off the message quickly so I created exception in the rule that if the subject line has 3 dots ... then send immediately.

Answer 3

@JeffYang-MSFT - we can't really mark your answer as helpful because its not addressing the issue we are having. The ask to have a way to override the email delay on an on demand basis, not based on a particular email characteristics. Is there a way in Outlook to do that?

Answer 4

In my 3 min rule, I have created an exception that if I have "***" in subject then the email should not be delayed. You could use any word or combination of characters in exception when building the delay rule.

Answer 5

Hi All.
Found an easier way to do this delay sending but still retain ability to send on demand by clicking Send/Recieve.

I used the timer feature in send/receive groups.

Click File -> Options then in the Outlook Options window, click on Advanced
Scroll down to section named Send and Receive. Uncheck the box named Send immediately when connected and then click the button named Send/Receive...

A new window will pop up, just check to make sure the check box and number of minutes are set for item named Schedule an automatic send/receive every x minutes.

As shown it execute a send/receive every 5 minutes.
Note: unlike the rule based option, this timer doesn't start when you click send it is just always running so you will not always see the message sit in your outbox for 5 minutes but usually a fraction thereof, and there is a likely hood of it failing to hold the message for you. Increasing the timer will minimize that.
The nice thing about it is that despite the naming of the section, it doesn't delay your own inbound messages so it is outbound delay only.