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How to Schedule a Recurring Email for the First Day of Every Month in Outlook

Huma Ashraf Ch Oct 16, 2026 868 views

Question details

The user wants to automatically send the same email to a specific group on the first day of every month using an Outlook scheduling solution.

How to Schedule a Recurring Email for the First Day of Every Month in Outlook

Product: Microsoft Outlook
Device & OS: not provided
Scenario: Automating a monthly recurring email message to a designated group of recipients.
Observed behavior: Outlook can delay the delivery of an individual message but lacks a built-in feature to automatically schedule recurring emails.

Before you start

Verify whether your organization has access to Microsoft Power Automate, as Outlook does not natively support recurring emails and requires an automation service to achieve this.

Solution 1Recommended

Use Microsoft Power Automate to Send Recurring Emails

Since Outlook lacks a native recurring email feature, using Microsoft Power Automate (formerly Flow) is the most effective way to schedule an email for the first day of every month.

Power Automate connects directly to your Microsoft 365 Outlook account. By creating a scheduled cloud flow, you can automate email delivery at specific intervals without needing to keep the Outlook application open.

Create a scheduled flow

Log in to Microsoft Power Automate online. Click on 'Create' in the left-hand navigation pane, then select 'Scheduled cloud flow'.

Set the recurring schedule

Name your flow. In the 'Starting' field, select the first day of the upcoming month. Set the 'Repeat every' dropdown to '1' and 'Month', then click 'Create'.

Add the Outlook email action

Click 'New step' and search for 'Outlook 365'. From the actions list, select 'Send an email (V2)'.

Configure the email content

Enter the specific group's email address in the 'To' field. Fill out the 'Subject' and 'Body' of the email with your recurring message, then click 'Save'.

Use Microsoft Power Automate to Send Recurring Emails

Automation Active: Your email is now fully automated and will be sent on the first day of every month automatically.

Solution 2

Use Outlook's Delay Delivery for Single Messages

If you do not have access to automation tools, you can manually compose the email each month and delay its delivery until the 1st.

Solution 3

Submit a Feature Request to Microsoft

Since native recurring emails are a highly requested feature, submitting feedback helps Microsoft prioritize future Outlook updates.

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Frequently Asked Questions

Can I schedule a recurring email natively in Outlook without third-party tools?

No, Outlook does not currently offer a built-in feature to send recurring emails automatically. You can only delay the delivery of an individual email, or you must use an automation tool like Power Automate.

Will my delayed email still send if the Outlook application is closed?

If your Outlook is connected to a Microsoft Exchange server (common in business accounts), the delayed email is kept on the server and will send even if Outlook is closed. If you use a POP3 or IMAP account, Outlook must remain open for the email to send.

Are there add-ins available to handle recurring emails in Outlook?

Yes, there are several third-party add-ins available in the Microsoft Store (such as Boomerang or SendLater) that integrate directly into Outlook to provide native-feeling recurring email functionality.

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