You can delay delivery of your emails by setting up a rule in Outlook just like in Gmail. In this way, you'll have a chance to stop the delivery. Read the following How-To Geek article:

Use Outlook Rules to Prevent "Oh No!" After Sending Emails

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As Mehper C. Palavuzlar pointed out, you can delay email delivery in Outlook by creating a rule. The method of doing this will be slightly different depending on your version of Outlook.


Outlook 2016/2013/2010

  1. Go to to File -> Manage Rules & Alerts.

Rules & Alerts button

  1. Click New Rule.

New Rule button

  1. Under Start from a Blank Rule, select Apply rule on messages I send, then click Next.

Apply rule on message I send

  1. Do not select any special conditions, (i.e. leave the checkboxes blank), and click Next.

No conditions selected

  1. If no options were selected, confirm that Yes, the rule should be applied to all sent messages.

Apply rule to all sent messages

  1. In the list of actions, select defer delivery by a number of minutes.

Defer delivery checkbox

  1. In the Step 2: Edit the rule description box, click the underlined phrase a number of to set the delay length, select OK, then click Next.

Deferred delivery amount in minutes

  1. Follow the prompts to add any exceptions, then click Next.

  2. Type a name under Specify a name for this rule, select the Turn on this rule checkbox, then click Finish.

Finish creating rule


Outlook 2007/2003

  1. On the Tools menu, click Rules and Alerts.

Word 2007 - Tools -> Rules and Alerts

  1. Click New Rule.

New Rule button

  1. Under Start from a Blank Rule, select Check messages after sending, then click Next.

Check messages after sending

  1. Do not select any special conditions, (i.e. leave the checkboxes blank), and click Next.

No conditions selected

  1. If no options were selected, confirm that Yes, the rule should be applied to all sent messages.

Apply rule to all sent messages

  1. In the list of actions, select defer delivery by a number of minutes.

Defer delivery checkbox

  1. In the Step 2: Edit the rule description box, click the underlined phrase a number of to set the delay length, select OK, then click Next.

Deferred delivery amount in minutes

  1. Follow the prompts to add any exceptions, then click Next.

  2. Type a name under Specify a name for this rule, select the Turn on this rule checkbox, then click Finish.

Finish creating rule

Sources

  • How-To Geek: Use Outlook Rules to Prevent "Oh No!" After Sending Emails
  • Microsoft Support: Delay or schedule sending email messages
  • PC Magazine: How to Undo Send in Outlook