{"id":12437,"date":"2025-02-07T20:10:35","date_gmt":"2025-02-07T20:10:35","guid":{"rendered":"https:\/\/www.saleshandy.com\/blog\/?p=12437"},"modified":"2026-02-25T06:05:22","modified_gmt":"2026-02-25T06:05:22","slug":"send-automatic-emails-outlook","status":"publish","type":"post","link":"https:\/\/www.saleshandy.com\/blog\/send-automatic-emails-outlook\/","title":{"rendered":"How to Send Automatic Emails in Outlook? (2026)"},"content":{"rendered":"<div id=\"toc_container\" class=\"toc_wrap_right toc_transparent no_bullets\"><p class=\"toc_title\">Contents<\/p><ul class=\"toc_list\"><li><a href=\"#How-to-Send-Automatic-Emails-in-Outlook-TOC\"><strong class=\"How-to-Send-Automatic-Emails-in-Outlook-TOC\"><span class=\"toc_number toc_depth_1\">1<\/span> \n    \n      How to Send Automatic Emails in Outlook \u2013 TOC\n  <\/strong><\/a><\/li><li><a href=\"#How-to-Send-Automatic-Out-of-Office-Reply-Emails-in-Outlook\"><strong class=\"How-to-Send-Automatic-Out-of-Office-Reply-Emails-in-Outlook\"><span class=\"toc_number toc_depth_1\">2<\/span> How to Send Automatic (Out-of-Office) Reply Emails in Outlook?<\/strong><\/a><ul><li><a href=\"#Setup-of-Out-of-Office-replies-in-New-Outlook\"><strong class=\"Setup-of-Out-of-Office-replies-in-New-Outlook\"><span class=\"toc_number toc_depth_2\">2.1<\/span> Setup of Out-of-Office replies in New Outlook<\/strong><\/a><\/li><li><a href=\"#Setup-of-Out-of-Office-replies-in-Classic-Outlook\"><strong class=\"Setup-of-Out-of-Office-replies-in-Classic-Outlook\"><span class=\"toc_number toc_depth_2\">2.2<\/span> Setup of Out-of-Office replies in Classic Outlook<\/strong><\/a><\/li><\/ul><\/li><li><a href=\"#Auto-Reply-by-Setting-Rules-in-Outlook\"><strong class=\"Auto-Reply-by-Setting-Rules-in-Outlook\"><span class=\"toc_number toc_depth_1\">3<\/span> Auto Reply by Setting Rules in Outlook<\/strong><\/a><\/li><li><a href=\"#How-to-Send-Recurring-Emails-in-Outlook-Automatically\"><strong class=\"How-to-Send-Recurring-Emails-in-Outlook-Automatically\"><span class=\"toc_number toc_depth_1\">4<\/span> How to Send Recurring Emails in Outlook Automatically?<\/strong><\/a><ul><li><a href=\"#How-to-Set-Up-Recurring-Emails-in-New-Outlook\"><strong class=\"How-to-Set-Up-Recurring-Emails-in-New-Outlook\"><span class=\"toc_number toc_depth_2\">4.1<\/span> How to Set Up Recurring Emails in New Outlook<\/strong><\/a><\/li><li><a href=\"#How-to-Set-Up-Recurring-Emails-in-Classic-Outlook\"><strong class=\"How-to-Set-Up-Recurring-Emails-in-Classic-Outlook\"><span class=\"toc_number toc_depth_2\">4.2<\/span> How to Set Up Recurring Emails in Classic Outlook<\/strong><\/a><\/li><\/ul><\/li><li><a href=\"#Limitations-of-Sending-Automated-Emails-in-Outlook\"><strong class=\"Limitations-of-Sending-Automated-Emails-in-Outlook\"><span class=\"toc_number toc_depth_1\">5<\/span> Limitations of Sending Automated Emails in Outlook<\/strong><\/a><ul><li><a href=\"#1-You-Cant-Personalize-the-Emails-Properly\"><strong class=\"1-You-Cant-Personalize-the-Emails-Properly\"><span class=\"toc_number toc_depth_2\">5.1<\/span> 1. You Can\u2019t Personalize the Emails Properly<\/strong><\/a><\/li><li><a href=\"#2-You-Are-Not-Allowed-to-AB-Test\"><strong class=\"2-You-Are-Not-Allowed-to-AB-Test\"><span class=\"toc_number toc_depth_2\">5.2<\/span> 2. You Are Not Allowed to A\/B Test<\/strong><\/a><\/li><li><a href=\"#3-You-Are-Likely-To-Ruin-Your-Sender-Reputation\"><strong class=\"3-You-Are-Likely-To-Ruin-Your-Sender-Reputation\"><span class=\"toc_number toc_depth_2\">5.3<\/span> 3. You Are Likely To Ruin Your Sender Reputation<\/strong><\/a><\/li><li><a href=\"#4-Difficult-To-Manage-Email-Campaigns\"><strong class=\"4-Difficult-To-Manage-Email-Campaigns\"><span class=\"toc_number toc_depth_2\">5.4<\/span> 4. Difficult To Manage Email Campaigns<\/strong><\/a><\/li><\/ul><\/li><li><a href=\"#Alternatives-to-Outlook-for-Sending-Automated-Emails\"><strong class=\"Alternatives-to-Outlook-for-Sending-Automated-Emails\"><span class=\"toc_number toc_depth_1\">6<\/span> Alternatives to Outlook for Sending Automated Emails<\/strong><\/a><\/li><li><a href=\"#Avoid-the-Risk-of-Automating-Emails-in-Outlook-Try-Saleshandy-Instead\"><strong class=\"Avoid-the-Risk-of-Automating-Emails-in-Outlook-Try-Saleshandy-Instead\"><span class=\"toc_number toc_depth_1\">7<\/span> Avoid the Risk of Automating Emails in Outlook \u2013 Try Saleshandy Instead<\/strong><\/a><\/li><li><a href=\"#FAQs\"><strong class=\"FAQs\"><span class=\"toc_number toc_depth_1\">8<\/span> FAQs<\/strong><\/a><ul><li><a href=\"#1-How-to-automatically-send-daily-emails-in-Outlook\"><strong class=\"1-How-to-automatically-send-daily-emails-in-Outlook\"><span class=\"toc_number toc_depth_2\">8.1<\/span> 1. How to automatically send daily emails in Outlook?<\/strong><\/a><\/li><li><a href=\"#2-How-to-automate-multiple-emails-in-Outlook\"><strong class=\"2-How-to-automate-multiple-emails-in-Outlook\"><span class=\"toc_number toc_depth_2\">8.2<\/span> 2. How to automate multiple emails in Outlook?<\/strong><\/a><\/li><li><a href=\"#3-What-is-the-difference-between-Outlook-automatic-replies-and-recurring-emails\"><strong class=\"3-What-is-the-difference-between-Outlook-automatic-replies-and-recurring-emails\"><span class=\"toc_number toc_depth_2\">8.3<\/span> 3. What is the difference between Outlook automatic replies and recurring emails?<\/strong><\/a><\/li><\/ul><\/li><\/ul><\/div>\n\n<p>I am tired. For real!<\/p>\n\n\n\n<p>Why? Because <strong>I spent a whole day<\/strong> trying to test out multiple ways to automate emails from Outlook.<\/p>\n\n\n\n<p>In the end, I realized that <strong>Outlook is a relic from the past<\/strong> as there are many tools that have surpassed the in-built automation features of Outlook.<\/p>\n\n\n\n<p>So, if you want to save time, I recommend you <a href=\"#Alternatives-to-Outlook-for-Sending-Automated-Emails\">use a tool to automate emails from an Outlook account<\/a>.<\/p>\n\n\n\n<p>But in case you want to use the in-built automation features of Outlook, then I\u2019ve also covered them.<\/p>\n\n\n\n<div style=\"padding-left: 20px;padding-right: 15px;\/* padding-top: 5px; *\/\/* padding-bottom: 5px; *\/border-radius: 10px;border: 2px solid #1D4ED8;background: #e7f0fd;\">\n    <h2 style=\"margin: 0px auto 5px!important;\"><span id=\"How-to-Send-Automatic-Emails-in-Outlook-TOC\">\n    <span id=\"Jump-ahead\" style=\"background: #1D4ED8;color: #fff;padding: 6px 10px 7px 10px;\/* border-radius: 10px; *\/border-radius: 0px 0px 10px 10px;font-size: 22px;\">\n      How to Send Automatic Emails in Outlook \u2013 TOC<\/span>\n  <\/span><\/h2>\n<ul class=\"wp-block-list\"><li>3 Major Built-In Email Automation Methods in Outlook<ul class=\"wp-block-list\"><li><a href=\"#How-to-Send-Automatic-Out-of-Office-Reply-Emails-in-Outlook\">Automation for Out-of-Office Replies in Outlook<\/a><\/li><li><a href=\"#Auto-Reply-by-Setting-Rules-in-Outlook\">Automation by Setting Rules in Outlook<\/a><\/li><li><a href=\"#How-to-Send-Recurring-Emails-in-Outlook-Automatically\">Automating Recurring Emails<\/a><\/li><\/ul><\/li><li><a href=\"#Limitations-of-Sending-Automated-Emails-in-Outlook\">Limitations of Sending Automated Emails in Outlook<\/a><\/li><li><a href=\"#Alternatives-to-Outlook-for-Sending-Automated-Emails\">Alternatives to Outlook for Sending Automated Emails<\/a><\/li><li><a href=\"#Avoid-the-Risk-of-Automating-Emails-in-Outlook-Try-Saleshandy-Instead\">Avoid the Risk of Automating Emails in Outlook \u2013 Try Saleshandy Instead<\/a><\/li><li><a href=\"#FAQs\">FAQs<\/a><\/li><\/ul><\/div>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"How-to-Send-Automatic-Out-of-Office-Reply-Emails-in-Outlook\">How to Send Automatic (Out-of-Office) Reply Emails in Outlook?<\/span><\/h2>\n\n\n\n<p>Your email address might get bombarded with a lot of emails when you are on leave.<\/p>\n\n\n\n<p>It\u2019s your responsibility to inform the sender that you are not available till a specific date and direct them to an alternative method if it&#8217;s urgent.<\/p>\n\n\n\n<p>How to do that? The answer lies in automated out-of-office replies.<\/p>\n\n\n\n<p>I have shared the process to automate out-of-office replies in Outlook (Classic + New)<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><a href=\"#Setup-of-Out-of-Office-replies-in-New-Outlook\">Setup of out-of-office replies in New Outlook<\/a><\/li>\n\n\n\n<li><a href=\"#Setup-of-Out-of-Office-replies-in-Classic-Outlook\">Setup of out-of-office replies in Classic Outlook<\/a><\/li>\n<\/ul>\n\n\n\n<blockquote class=\"wp-block-quote is-layout-flow wp-block-quote-is-layout-flow\">\n<p><strong>Note:<\/strong> Refer to this guide if you are not sure <a href=\"https:\/\/support.microsoft.com\/en-gb\/office\/what-version-of-outlook-do-i-have-b3a9568c-edb5-42b9-9825-d48d82b2257c\" target=\"_blank\" rel=\"noreferrer noopener nofollow\">what version of Outlook you have<\/a>.<\/p>\n<\/blockquote>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"Setup-of-Out-of-Office-replies-in-New-Outlook\">Setup of Out-of-Office replies in New Outlook<\/span><\/h3>\n\n\n\n<p>Microsoft made it easier to set up automated out-of-office replies in the new Outlook.<\/p>\n\n\n\n<p>Here\u2019s the step-by-step process (the fact that there is only one screenshot of the process makes it easier).<\/p>\n\n\n\n<p><strong>Step 1:<\/strong> Open Outlook \u279c Settings (Gear icon) top right corner<\/p>\n\n\n\n<p><strong>Step 2:<\/strong> Go to \u2018Accounts\u2019 \u279c \u2018Automatic replies\u2019 \u279c Toggle \u2018Automatic replies\u2019 to<em> \u2018on\u2019<\/em><\/p>\n\n\n\n<p><strong>Step 3:<\/strong> Now select the duration and customize the out-of-office email as per your preference.<\/p>\n\n\n\n<p><strong>Step 4:<\/strong> Save, and you are good to go.<\/p>\n\n\n\n<p><strong>Note:<\/strong> You also get an option to automatically cancel meetings and decline invitations during the out-of-office period.<\/p>\n\n\n<div class=\"wp-block-image\">\n<figure class=\"aligncenter size-large\"><img fetchpriority=\"high\" decoding=\"async\" width=\"900\" height=\"531\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-900x531.png\" alt=\"Setup of out-of-office replies in new Outlook\" class=\"wp-image-51217\" srcset=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-900x531.png 900w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-339x200.png 339w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-768x453.png 768w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-1536x907.png 1536w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-1200x708.png 1200w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2-150x89.png 150w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/image-2.png 1918w\" sizes=\"(max-width: 900px) 100vw, 900px\" \/><figcaption class=\"wp-element-caption\">Setup of out-of-office replies in new Outlook<\/figcaption><\/figure><\/div>\n\n\n<h3 class=\"wp-block-heading\"><span id=\"Setup-of-Out-of-Office-replies-in-Classic-Outlook\">Setup of Out-of-Office replies in Classic Outlook<\/span><\/h3>\n\n\n\n<p>Well, the hassle is here.<\/p>\n\n\n\n<p>Because Classic Outlook is outdated and takes a lot of time to automate a simple out-of-office reply.<\/p>\n\n\n\n<p>So hang in there; I have covered the whole process with screenshots.<\/p>\n\n\n\n<p><strong>Step 1:<\/strong> Open Outlook and go to \u2018File\u2019 (top left corner)<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Access-Automatic-Replies-1.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p><strong>Step 2:<\/strong> From the menu, select \u2018Automatic Replies\u2019<br><em>Note: If you\u2019re using an older version of Outlook, the feature might be labeled as \u2018out-of-office Assistant.\u2019<\/em><\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Access-Automatic-Replies-2.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p><strong>Step 3:<\/strong> Customize your automatic reply settings and save it.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Send-Automatic-Replies.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p>Here, you can also set different out-of-office emails for inside and outside the organization. (As shown in the image below)<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Inside-Outside-My-Organization.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p>With this, your automatic out-of-office replies are all set up.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"Auto-Reply-by-Setting-Rules-in-Outlook\">Auto Reply by Setting Rules in Outlook<\/span><\/h2>\n\n\n\n<p>Outlook Rules are used when you want to perform certain actions (not necessarily a reply) based on the emails you get. It\u2019s pretty easy and convenient.<\/p>\n\n\n\n<p>Here\u2019s what you need to do to set automation by setting Rules in Outlook.<\/p>\n\n\n\n<p><strong>Step 1:<\/strong> Open Outlook \u279c Settings (Gear icon) top right corner<\/p>\n\n\n\n<p><strong>Step 2:<\/strong> Go to Mail \u279c \u2018Rules\u2019<\/p>\n\n\n\n<p><strong>Step 3:<\/strong> Set conditions and specify details as shown in the screenshot below<\/p>\n\n\n<div class=\"wp-block-image\">\n<figure class=\"aligncenter size-large\"><img decoding=\"async\" width=\"900\" height=\"542\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-900x542.webp\" alt=\"Process to set up rule based automation in Outlook\" class=\"wp-image-51218\" srcset=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-900x542.webp 900w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-332x200.webp 332w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-768x463.webp 768w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-1536x925.webp 1536w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-1200x723.webp 1200w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image-150x90.webp 150w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Ruleset-image.webp 1652w\" sizes=\"(max-width: 900px) 100vw, 900px\" \/><figcaption class=\"wp-element-caption\">Process to set up rule-based automation in Outlook<\/figcaption><\/figure><\/div>\n\n\n<p>This one is useful when you get certain types of emails.&nbsp;<\/p>\n\n\n\n<p>For instance, in the above screenshot, you can see that I am forwarding emails that are related to backlinking.<\/p>\n\n\n\n<p>To do that, I simply specified the pattern of those emails based on specific terms.&nbsp;<\/p>\n\n\n\n<p>So now, whenever I receive such an email, Outlook will automatically forward it to my colleague, who can take care of it without my interference.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"How-to-Send-Recurring-Emails-in-Outlook-Automatically\">How to Send Recurring Emails in Outlook Automatically?<\/span><\/h2>\n\n\n\n<p>Hang in there, my friend. The process to set up recurring emails in Outlook is a bit tricky for both New and Classic Outlook.<\/p>\n\n\n\n<p>This is why people have been more inclined towards <a href=\"https:\/\/www.saleshandy.com\/blog\/email-automation-tools\/\" target=\"_blank\" rel=\"noreferrer noopener\">email automation tools<\/a> that cover up the shortcomings of these ESPs.<\/p>\n\n\n\n<p>Anyway, I recently tested the process of setting up recurring emails in both the New and Classic Outlook versions. Below, I\u2019ve outlined the steps for each:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><a href=\"#How-to-Set-Up-Recurring-Emails-in-New-Outlook\">How to set up recurring emails in New Outlook<\/a><\/li>\n\n\n\n<li><a href=\"#How-to-Set-Up-Recurring-Emails-in-Classic-Outlook\">How to set up recurring emails in Classic Outlook<\/a><\/li>\n<\/ul>\n\n\n\n<p><strong>Note:<\/strong> If you are not sure if you have a new or classic Outlook, then <a href=\"https:\/\/support.microsoft.com\/en-gb\/office\/what-version-of-outlook-do-i-have-b3a9568c-edb5-42b9-9825-d48d82b2257c\" target=\"_blank\" rel=\"noreferrer noopener nofollow\">check the version of your Outlook here<\/a> and follow the process.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"How-to-Set-Up-Recurring-Emails-in-New-Outlook\">How to Set Up Recurring Emails in New Outlook<\/span><\/h3>\n\n\n\n<p>For the new Outlook, we will have to use \u2018Power Automate\u2019 by Microsoft to automate recurring emails.<\/p>\n\n\n\n<p>It&#8217;s actually very reliable and works well.<\/p>\n\n\n\n<p>Here\u2019s a step-by-step process you need to follow to send recurring emails in New Outlook.<\/p>\n\n\n\n<p><strong>Step 1:<\/strong> Go to Outlook \u279c Go to Menu (Nine Dots &#8211; Top left)<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" width=\"884\" height=\"615\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-884x615.webp\" alt=\"\" class=\"wp-image-51219\" srcset=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-884x615.webp 884w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-288x200.webp 288w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-768x534.webp 768w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-1536x1068.webp 1536w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-1200x835.webp 1200w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1-150x104.webp 150w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-1.webp 1652w\" sizes=\"(max-width: 884px) 100vw, 884px\" \/><\/figure>\n\n\n\n<p>Look for the &#8216;Power Automate&#8217; option, or else click on more apps.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"900\" height=\"500\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-900x500.webp\" alt=\"\" class=\"wp-image-51220\" srcset=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-900x500.webp 900w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-360x200.webp 360w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-768x426.webp 768w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-1536x853.webp 1536w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-1200x666.webp 1200w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2-150x83.webp 150w, https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Power-automation-process-Step-2.webp 1652w\" sizes=\"(max-width: 900px) 100vw, 900px\" \/><\/figure>\n\n\n\n<p><strong>Step 2:<\/strong> Complete the automation by creating a flow in &#8216;Power Automate&#8217; (process shared below).<\/p>\n\n\n\n<p>I have created a slide of the process in &#8216;Power Automate&#8217; &#8211; Click on <em>\u2018Get Started\u2019<\/em> to check the process<br>(It won\u2019t take you to any shady link. Trust me.)<\/p>\n\n\n\n<iframe src=\"https:\/\/scribehow.com\/embed\/Create_An_Outlook_Email_Flow_In_Power_Automate__s6NnFdSeQ-eAZL1uCyMd1g\" width=\"100%\" height=\"640\" allowfullscreen frameborder=\"0\"><\/iframe>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"How-to-Set-Up-Recurring-Emails-in-Classic-Outlook\">How to Set Up Recurring Emails in Classic Outlook<\/span><\/h3>\n\n\n\n<p>If you are still using Classic Editor, then follow this process to set up recurring emails.<\/p>\n\n\n\n<p><strong>Step 1:<\/strong> Open Outlook \u279c Go to the \u2018Auto Follow Up\u2019 tab \u279c<strong> \u2018<\/strong>Recurring Messages\u2019<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/Send-Recurring-Emails-Outlook.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p>After that, a \u2018Recurring Messages Manager\u2019 dialog box will appear like this, and then <strong>click the \u2018Add\u2019 button<\/strong>.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/recurring_messages_manager.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p><strong>Step 2:<\/strong> Write the recurring email you wish to send in the new email window.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" src=\"https:\/\/www.saleshandy.com\/blog\/wp-content\/uploads\/2023\/07\/recurring_email_settings.webp\" alt=\"\"\/><\/figure>\n\n\n\n<p><strong>Step 3:<\/strong> Customize the timings and frequency of the recurring email (in the right column of the above screenshot).<\/p>\n\n\n\n<blockquote class=\"wp-block-quote is-layout-flow wp-block-quote-is-layout-flow\">\n<p><strong>Note:<\/strong> You can enable the setting to stop the recurring email as per the need.<\/p>\n<\/blockquote>\n\n\n\n<p><strong>Step 4:<\/strong> After you\u2019ve set up the recurring email, check and verify the recipients, subject line, and the message before saving.<\/p>\n\n\n\n<p>If everything looks good to go, save the email and close the window.<\/p>\n\n\n\n<p>Here are the types of recurring emails that you can send from Outlook,<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li>Reminder Emails: For weekly deadlines, meeting schedules, or task updates.<\/li>\n\n\n\n<li>Updates: Regular project progress reports or team status updates.<\/li>\n\n\n\n<li>Follow-up Emails: Automated follow-up emails for leads or clients.<\/li>\n\n\n\n<li>Emails Regarding Policies or Guidelines: Sending recurring policy reminders or training materials.<\/li>\n<\/ol>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"Limitations-of-Sending-Automated-Emails-in-Outlook\">Limitations of Sending Automated Emails in Outlook<\/span><\/h2>\n\n\n\n<p>As I said at the very start of this blog, Outlook is a relic from the past.<\/p>\n\n\n\n<p>It\u2019s like <strong>Microsoft has done patchwork in their Classic Outlook and launched the New Outlook<\/strong>.<\/p>\n\n\n\n<p>They made a lot of improvements in Outlook, but it still does not meet the advanced requirements of modern users.<\/p>\n\n\n\n<p>To be precise, here are the 4 major limitations of sending automated emails from Outlook\u2019s in-built features.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"1-You-Cant-Personalize-the-Emails-Properly\">1. You Can\u2019t Personalize the Emails Properly<\/span><\/h3>\n\n\n\n<p><a href=\"https:\/\/www.saleshandy.com\/blog\/how-to-personalize-cold-emails\/\" target=\"_blank\" rel=\"noreferrer noopener\">Email personalization<\/a> is the backbone of a successful emailing niche (especially when you are sending cold emails).<\/p>\n\n\n\n<p>However, since Outlook is made for basic email communication, it does not support advanced personalization features.<\/p>\n\n\n\n<p>For example, it would be ideal if you could mention the sender\u2019s name in the automated out-of-office reply. But you can\u2019t even do that.<\/p>\n\n\n\n<p>This makes your emails sound robotic and leads to a decrease in engagement.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"2-You-Are-Not-Allowed-to-AB-Test\">2. You Are Not Allowed to A\/B Test<\/span><\/h3>\n\n\n\n<p>If you want to test out how different email copies are working, you need a basic A\/B testing feature. But Outlook does not provide that functionality.<\/p>\n\n\n\n<p>You need to manually create and send multiple versions of emails, which is time-consuming and inefficient.<\/p>\n\n\n\n<p>Without A\/B testing, you\u2019re just spraying and praying.<\/p>\n\n\n\n<p>This can eventually hurt your campaign performance and your ROI.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"3-You-Are-Likely-To-Ruin-Your-Sender-Reputation\">3. You Are Likely To Ruin Your Sender Reputation<\/span><\/h3>\n\n\n\n<p>When you send multiple emails at the same time, there are chances that it can mess up your sender reputation.<\/p>\n\n\n\n<p>If you want to retain your sender reputation and avoid being flagged by Email Service Providers (ESPs), then you need to use a good <a href=\"https:\/\/www.saleshandy.com\/blog\/email-warm-up-tools\/\" target=\"_blank\" rel=\"noreferrer noopener\">email warm-up tool<\/a>.<\/p>\n\n\n\n<p>Also, there\u2019s another issue with Outlook.<\/p>\n\n\n\n<p>If there is no bounce or spam tracking, then you won\u2019t know if your emails are landing in spam folders or being rejected by servers. For that you need an emailing tool that comes with bounce detection (like <a href=\"https:\/\/www.saleshandy.com\/\" target=\"_blank\" rel=\"noreferrer noopener\">Saleshandy<\/a>).<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"4-Difficult-To-Manage-Email-Campaigns\">4. Difficult To Manage Email Campaigns<\/span><\/h3>\n\n\n\n<p>When you have set up recurring emails for, let\u2019s say reminders or tasks. You will have difficulty in segregating the replies.<\/p>\n\n\n\n<p>For this, you need a campaign management tool that will help you scale your cold email campaigns effectively.<\/p>\n\n\n\n<p>If you\u2019re serious about cold emailing or email marketing, consider using <a href=\"https:\/\/www.saleshandy.com\/blog\/email-automation-tools\/\" target=\"_blank\" rel=\"noreferrer noopener\">dedicated email automation tools<\/a> that will offer all the necessary features that Outlook lacks.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"Alternatives-to-Outlook-for-Sending-Automated-Emails\">Alternatives to Outlook for Sending Automated Emails<\/span><\/h2>\n\n\n\n<p>If you are reading this, then I am sure you are frustrated with Outlook.<\/p>\n\n\n\n<p>And I am here to suggest an alternate method that will help you automate your emails in Outlook without any headache.<\/p>\n\n\n\n<p>My recommendation \u2013 Automate your outreach emails with the help of <a href=\"https:\/\/my.saleshandy.com\/signup?utm_source=sendautomaticemailsoutlook&amp;utm_medium=blog&amp;utm_campaign=optinmonstercta\" target=\"_blank\" rel=\"noreferrer noopener\">Saleshandy<\/a>.<\/p>\n\n\n\n<p>Here\u2019s what you will get:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li>You will be able to create and send hyper-personalized emails (with AI)<\/li>\n\n\n\n<li>A\/B testing up to 26 variants<\/li>\n\n\n\n<li>Fully automated follow-ups and email sequences<\/li>\n\n\n\n<li>Get unlimited email warm-ups<\/li>\n\n\n\n<li>Advanced email bounce detection with AI<\/li>\n\n\n\n<li>Reply management features<\/li>\n\n\n\n<li>Advanced analytics<\/li>\n<\/ol>\n\n\n\n<section style=\"background-color: #E7F0FD; padding: 20px; border-radius: 10px; margin-bottom: 20px;\">\n    <p  style=\"margin: 0!important;\"><strong>The best part of using Saleshandy \u2013<\/strong> It improves the performance of your outreach.<\/p>\n<\/section>\n\n\n\n<!-- This site is converting visitors into subscribers and customers with OptinMonster - https:\/\/optinmonster.com :: Campaign Title: How to Send Automatic Emails in Outlook - CTA -->\n<div id=\"om-qne7farqsuqawcgvfxfi-holder\"><\/div>\n<script>(function(d,u,ac,a){var s=d.createElement('script');s.type='text\/javascript';s.src='https:\/\/optn.saleshandy.com\/app\/js\/api.min.js';s.async=true;s.dataset.user=u;s.dataset.campaign=ac;s.dataset.api=a;d.getElementsByTagName('head')[0].appendChild(s);})(document,153389,'qne7farqsuqawcgvfxfi','campaigns');<\/script>\n\n\n\n<p><\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"Avoid-the-Risk-of-Automating-Emails-in-Outlook-Try-Saleshandy-Instead\">Avoid the Risk of Automating Emails in Outlook \u2013 Try Saleshandy Instead<\/span><\/h2>\n\n\n\n<p>Automating emails in Outlook might seem like a convenient option, but it comes with risks.<\/p>\n\n\n\n<p><strong>So\u2026good luck with the technical glitches and bugs you have to face with Outlook!<\/strong><\/p>\n\n\n\n<p>But if you want to avoid any risks, then <a href=\"https:\/\/my.saleshandy.com\/signup?utm_source=sendautomaticemailsoutlook&amp;utm_medium=blog&amp;utm_campaign=optinmonstercta\" target=\"_blank\" rel=\"noreferrer noopener\">Saleshandy<\/a> is a great option.<\/p>\n\n\n\n<p>With advanced email sequence automation, real-time tracking, high deliverability, and hyper-personalization, it helps you reach the right people at the right time.<\/p>\n\n\n\n<p>Also, it\u2019s much easier to use than Outlook.<\/p>\n\n\n\n<p>So, why settle for Outlook\u2019s limitations? When you can reach your prospects&#8217; inbox with Saleshandy!<\/p>\n\n\n\n<blockquote class=\"wp-block-quote is-layout-flow wp-block-quote-is-layout-flow\">\n<p>Also read: A detailed guide on <a href=\"https:\/\/www.saleshandy.com\/blog\/how-send-mass-email-outlook\/\" target=\"_blank\" rel=\"noreferrer noopener\">how to send bulk emails from Outlook.<\/a><\/p>\n<\/blockquote>\n\n\n\n<h2 class=\"wp-block-heading\"><span id=\"FAQs\">FAQs<\/span><\/h2>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"1-How-to-automatically-send-daily-emails-in-Outlook\">1. How to automatically send daily emails in Outlook?<\/span><\/h3>\n\n\n\n<p>You can use the \u2018Recurring Messages\u2019 feature in Outlook to automatically send daily emails to multiple recipients. If you are using new Outlook, then you have to use Power Automate to send recurring messages.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"2-How-to-automate-multiple-emails-in-Outlook\">2. How to automate multiple emails in Outlook?<\/span><\/h3>\n\n\n\n<p>While Outlook doesn\u2019t allow fully automating multiple emails, you can consider creating multiple recurring messages to send multiple emails automatically.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span id=\"3-What-is-the-difference-between-Outlook-automatic-replies-and-recurring-emails\">3. What is the difference between Outlook automatic replies and recurring emails?<\/span><\/h3>\n\n\n\n<p>Automatic replies and recurring emails are completely different in Outlook. Here\u2019s what they actually mean.<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Automatic Replies:<\/strong> Pre-set responses sent when you\u2019re unavailable (e.g., out-of-office). They inform senders you\u2019re away and will respond later.<\/li>\n\n\n\n<li><strong>Recurring Emails:<\/strong> Scheduled emails sent automatically at set intervals, useful for regular updates or reminders.<\/li>\n<\/ul>\n\n\n\n<script type=\"application\/ld+json\">\n{\n  \"@context\": \"https:\/\/schema.org\",\n  \"@type\": \"FAQPage\",\n  \"mainEntity\": [{\n    \"@type\": \"Question\",\n    \"name\": \"How to automatically send daily emails in Outlook?\",\n    \"acceptedAnswer\": {\n      \"@type\": \"Answer\",\n      \"text\": \"You can use the \u2018Recurring Messages\u2019 feature in the Classic Outlook to automatically send daily emails to multiple recipients. 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They inform senders you\u2019re away and will respond later.\nRecurring Emails: Scheduled emails sent automatically at set intervals, useful for regular updates or reminders.\"\n    }\n  }]\n}\n<\/script>\n\n\n\n<!-- This site is converting visitors into subscribers and customers with OptinMonster - https:\/\/optinmonster.com :: Campaign Title: How to Send Automatic Emails in Outlook New Exit Popup -->\n<script>(function(d,u,ac,a){var s=d.createElement('script');s.type='text\/javascript';s.src='https:\/\/optn.saleshandy.com\/app\/js\/api.min.js';s.async=true;s.dataset.user=u;s.dataset.campaign=ac;s.dataset.api=a;d.getElementsByTagName('head')[0].appendChild(s);})(document,153389,'h1kgb51drmzloxsbwswq','campaigns');<\/script>\n\n\n\n<p><\/p>\n\n\n\n<p><\/p>\n\n\n\n<p><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Contents1 How to Send Automatic Emails in Outlook \u2013 TOC 2 How to Send Automatic (Out-of-Office) Reply Emails in Outlook?2.1 Setup of Out-of-Office replies in New Outlook2.2 Setup of Out-of-Office replies in Classic Outlook3 Auto Reply by Setting Rules in Outlook4 How to Send Recurring Emails in Outlook Automatically?4.1 How to Set Up Recurring Emails [&hellip;]<\/p>\n","protected":false},"author":6,"featured_media":51221,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_eb_attr":"","is_display_hero_banner_button1":"","is_display_hero_banner_button2":"","hero_banner_button1_text":"","hero_banner_button2_text":"","hero_banner_button1_url":"","hero_banner_button2_url":"","footnotes":""},"categories":[987],"tags":[],"class_list":["post-12437","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-cold-emailing"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v25.6 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>How to Send Automatic Emails in Outlook? (2026)<\/title>\n<meta name=\"description\" content=\"Step-by-step process with examples to help you send automatic out-of-office and recurring emails in Outlook.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.saleshandy.com\/blog\/send-automatic-emails-outlook\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"How to Send Automatic Emails in Outlook | SalesHandy\" \/>\n<meta property=\"og:description\" content=\"Learn how to send automatic emails in outlook and increase your conversion rate effectively. 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