{"id":8404,"date":"2023-09-23T06:16:24","date_gmt":"2023-09-23T06:16:24","guid":{"rendered":"https:\/\/www.cigatisolutions.com\/blog\/?p=8404"},"modified":"2025-07-22T08:55:58","modified_gmt":"2025-07-22T08:55:58","slug":"outlook-emails-stuck-in-outbox","status":"publish","type":"post","link":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/","title":{"rendered":"Outlook Emails Stuck in Outbox? Fix It Now"},"content":{"rendered":"\n\n<div class=\"kk-star-ratings kksr-auto kksr-align-left kksr-valign-top\"\n    data-payload='{&quot;align&quot;:&quot;left&quot;,&quot;id&quot;:&quot;8404&quot;,&quot;slug&quot;:&quot;default&quot;,&quot;valign&quot;:&quot;top&quot;,&quot;ignore&quot;:&quot;&quot;,&quot;reference&quot;:&quot;auto&quot;,&quot;class&quot;:&quot;&quot;,&quot;count&quot;:&quot;1&quot;,&quot;legendonly&quot;:&quot;&quot;,&quot;readonly&quot;:&quot;&quot;,&quot;score&quot;:&quot;5&quot;,&quot;starsonly&quot;:&quot;&quot;,&quot;best&quot;:&quot;5&quot;,&quot;gap&quot;:&quot;5&quot;,&quot;greet&quot;:&quot;Rate this post&quot;,&quot;legend&quot;:&quot;5\\\/5 - (1 vote)&quot;,&quot;size&quot;:&quot;24&quot;,&quot;title&quot;:&quot;Outlook Emails Stuck in Outbox? Fix It Now&quot;,&quot;width&quot;:&quot;142.5&quot;,&quot;_legend&quot;:&quot;{score}\\\/{best} - ({count} {votes})&quot;,&quot;font_factor&quot;:&quot;1.25&quot;}'>\n            \n<div class=\"kksr-stars\">\n    \n<div class=\"kksr-stars-inactive\">\n            <div class=\"kksr-star\" data-star=\"1\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" data-star=\"2\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" data-star=\"3\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" data-star=\"4\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" data-star=\"5\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n    <\/div>\n    \n<div class=\"kksr-stars-active\" style=\"width: 142.5px;\">\n            <div class=\"kksr-star\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n            <div class=\"kksr-star\" style=\"padding-right: 5px\">\n            \n\n<div class=\"kksr-icon\" style=\"width: 24px; height: 24px;\"><\/div>\n        <\/div>\n    <\/div>\n<\/div>\n                \n\n<div class=\"kksr-legend\" style=\"font-size: 19.2px;\">\n            5\/5 - (1 vote)    <\/div>\n    <\/div>\n\n<p class=\"wp-block-paragraph\">Outlook, a widely used email client, is known for its efficiency and reliability. However, even the most reliable tools can run into occasional issues, and one common problem that Outlook users encounter is Outlook Emails Stuck in Outbox. It can be frustrating, especially when you have important messages to send. This blog post will explore the possible reasons behind this issue and provide solutions to get those emails moving again.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">If you use Outlook for your emails, you might have faced a problem where your email gets stuck in a &#8220;Outbox.&#8221; It happens to many people, no matter which version of Outlook they have. It&#8217;s like trying to send a letter, but it gets stuck in the mailbox and doesn&#8217;t go out. Then, Outlook shows some error messages. It&#8217;s clear that we need to fix this issue of Outlook emails being stuck in the Outbox as soon as possible.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Also Read:<\/strong> <a href=\"https:\/\/www.cigatisolutions.com\/blog\/top-10-most-common-outlook-errors-and-their-solutions\/\">Common Outlook Issues and Solutions<\/a><\/p>\n\n\n\n<div id=\"ez-toc-container\" class=\"ez-toc-v2_0_85 counter-hierarchy ez-toc-counter ez-toc-light-blue ez-toc-container-direction\">\n<div class=\"ez-toc-title-container\">\n<p class=\"ez-toc-title\" style=\"cursor:inherit\">Table of Contents<\/p>\n<span class=\"ez-toc-title-toggle\"><a href=\"#\" class=\"ez-toc-pull-right ez-toc-btn ez-toc-btn-xs ez-toc-btn-default ez-toc-toggle\" aria-label=\"Toggle Table of Content\"><span class=\"ez-toc-js-icon-con\"><span class=\"\"><span class=\"eztoc-hide\" style=\"display:none;\">Toggle<\/span><span class=\"ez-toc-icon-toggle-span\"><svg style=\"fill: #999;color:#999\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" class=\"list-377408\" width=\"20px\" height=\"20px\" viewBox=\"0 0 24 24\" fill=\"none\"><path d=\"M6 6H4v2h2V6zm14 0H8v2h12V6zM4 11h2v2H4v-2zm16 0H8v2h12v-2zM4 16h2v2H4v-2zm16 0H8v2h12v-2z\" fill=\"currentColor\"><\/path><\/svg><svg style=\"fill: #999;color:#999\" class=\"arrow-unsorted-368013\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\" width=\"10px\" height=\"10px\" viewBox=\"0 0 24 24\" version=\"1.2\" baseProfile=\"tiny\"><path d=\"M18.2 9.3l-6.2-6.3-6.2 6.3c-.2.2-.3.4-.3.7s.1.5.3.7c.2.2.4.3.7.3h11c.3 0 .5-.1.7-.3.2-.2.3-.5.3-.7s-.1-.5-.3-.7zM5.8 14.7l6.2 6.3 6.2-6.3c.2-.2.3-.5.3-.7s-.1-.5-.3-.7c-.2-.2-.4-.3-.7-.3h-11c-.3 0-.5.1-.7.3-.2.2-.3.5-.3.7s.1.5.3.7z\"\/><\/svg><\/span><\/span><\/span><\/a><\/span><\/div>\n<nav><ul class='ez-toc-list ez-toc-list-level-1 ' ><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-1\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Why_are_My_Emails_Stuck_in_My_Outbox_And_Not_Sending\" >Why are My Emails Stuck in My Outbox And Not Sending?<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-2'><a class=\"ez-toc-link ez-toc-heading-2\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#How_to_Fix_Outlook_Emails_Stuck_in_Outbox_Error\" >How to Fix Outlook Emails Stuck in Outbox Error?<\/a><ul class='ez-toc-list-level-3' ><li class='ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-3\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_1_Check_Your_Email_Settings\" >Method 1: Check Your Email Settings<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-4\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_2_Run_Outlook_in_Safe_Mode\" >Method 2: Run Outlook in Safe Mode<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-5\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_3_Update_Outlook_Office_Apps\" >Method 3: Update Outlook &amp; Office Apps<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-6\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_4_Check_your_Internet_Connection\" >Method 4: Check your Internet Connection:<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-7\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_5_Reduce_Attachment_Size\" >Method 5: Reduce Attachment Size:<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-8\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_6_Making_Sure_Your_Outlook_Password_is_Right\" >Method 6: Making Sure Your Outlook Password is Right<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-9\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_7_Resending_Stuck_Emails_in_Outlook\" >Method 7: Resending Stuck Emails in Outlook<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-3'><a class=\"ez-toc-link ez-toc-heading-10\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Method_8_Cleaning_Up_Your_Outlook\" >Method 8: Cleaning Up Your Outlook<\/a><ul class='ez-toc-list-level-4' ><li class='ez-toc-heading-level-4'><a class=\"ez-toc-link ez-toc-heading-11\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#End_Words\" >End Words<\/a><\/li><li class='ez-toc-page-1 ez-toc-heading-level-4'><a class=\"ez-toc-link ez-toc-heading-12\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#Frequently_Asked_Questions\" >Frequently Asked Questions<\/a><\/li><\/ul><\/li><\/ul><\/li><\/ul><\/nav><\/div>\n<h2 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Why_are_My_Emails_Stuck_in_My_Outbox_And_Not_Sending\"><\/span>Why are My Emails Stuck in My Outbox And Not Sending?<span class=\"ez-toc-section-end\"><\/span><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">Before we dive into the solutions, it&#8217;s essential to understand why your emails might be getting stuck in the Outbox. Several factors can contribute to this problem:<\/p>\n\n\n\n<ul class=\"wp-block-list list_content\">\n<li><strong>Large Attachments:<\/strong> Sending emails with large attachments can overwhelm Outlook&#8217;s sending process, causing it to get stuck.<\/li>\n\n\n\n<li><strong>Poor Internet Connection:<\/strong> A shaky internet connection can interrupt the sending or sharing procedure and leave emails stranded in the Outbox.<\/li>\n\n\n\n<li><strong>Outlook Add-Ins:<\/strong> Some third-party add-ins might conflict with Outlook, causing email-sending issues.<\/li>\n\n\n\n<li><strong>Corrupted Outlook Profile:<\/strong> If your Outlook profile is corrupt, it can lead to various problems, including emails getting stuck in the Outbox.<\/li>\n\n\n\n<li><strong>Server Issues:<\/strong> Sometimes, server problems at your email provider&#8217;s end can cause email-sending delays.<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">In short, when you try to send an email, it doesn&#8217;t go through and comes into your inbox. Instead, it gets stuck in a folder called the &#8220;Outbox.&#8221; It can be frustrating because your email needs to reach its destination. And on top of that, Outlook might show you some error messages.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"How_to_Fix_Outlook_Emails_Stuck_in_Outbox_Error\"><\/span>How to Fix Outlook Emails Stuck in Outbox Error?<span class=\"ez-toc-section-end\"><\/span><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">If you&#8217;re struggling with emails that won&#8217;t leave your Outlook Outbox, don&#8217;t worry \u2013 you&#8217;re not alone. It is a common issue, and the good news is that we have some simple ways to solve Outlook Messages Stuck in Outbox errors.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_1_Check_Your_Email_Settings\"><\/span>Method 1: Check Your Email Settings<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Sometimes, emails get stuck in the Outbox because you&#8217;ve set them to send later. It&#8217;s like scheduling a message to be sent at a specific time. To fix this:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Open your <strong>Outbox<\/strong>.<\/li>\n\n\n\n<li>Click on <strong>File<\/strong>.<\/li>\n\n\n\n<li>Click <strong>Account Settings<\/strong>.<\/li>\n\n\n\n<li>Select the account you want to change.<\/li>\n\n\n\n<li>Click <strong>Change<\/strong>.<\/li>\n\n\n\n<li>Enter your <strong>new password<\/strong> if needed.<\/li>\n\n\n\n<li>Click <strong>Next<\/strong>&nbsp;and then <strong>Finish<\/strong>.<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">If you have a password for your Outlook data file, here&#8217;s how to change that:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Firstly, open the <strong>Outlook <\/strong>application on your local system.<\/li>\n\n\n\n<li>Then, right-click on your email account.<\/li>\n\n\n\n<li>Afterwards, choose <strong>Data File Properties<\/strong>.<\/li>\n\n\n\n<li>Click <strong>Advanced<\/strong>&nbsp;and then <strong>Change Password<\/strong>.<\/li>\n\n\n\n<li>Enter your <strong>old password<\/strong> and the new one. Confirm it.<\/li>\n\n\n\n<li>Click <strong>OK<\/strong>&nbsp;and close all the windows.<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">The above solution helps to resolve the Emails Get Stuck in Outbox error. If not, opt for the other ones.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_2_Run_Outlook_in_Safe_Mode\"><\/span>Method 2: Run Outlook in Safe Mode<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Safe Mode is like a special mode that helps fix problems. To do this:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>First, press the <strong>Windows key and R<\/strong> at the same time.<\/li>\n\n\n\n<li>Then, type <strong>outlook\/safe<\/strong>&nbsp;and press <strong>OK<\/strong>.<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">It will <a href=\"https:\/\/www.cigatisolutions.com\/blog\/open-outlook-in-safe-mode\/\">open Outlook in Safe Mode<\/a>, which can help clear up any issues.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_3_Update_Outlook_Office_Apps\"><\/span>Method 3: Update Outlook &amp; Office Apps<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Updating your Office apps, including Outlook, is a great way to fix many problems, including the Outbox issue. Here&#8217;s how:<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>First, Open the <strong>Outlook <\/strong>application on your local system.<\/li>\n\n\n\n<li>After that, click on the <strong>File<\/strong>&nbsp;tab.<\/li>\n\n\n\n<li>Then, go to <strong>Office Accounts<\/strong>.<\/li>\n\n\n\n<li>Now, click <strong>Update Options<\/strong> and choose <strong>Update Now<\/strong>.<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">Wait a bit for the updates to download, and your Outlook Emails get stuck in your Outbox<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">problems should be resolved.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_4_Check_your_Internet_Connection\"><\/span>Method 4: Check your Internet Connection:<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Ensure you have a stable internet before sending emails. A weak or unreliable connection can disrupt the sending process.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_5_Reduce_Attachment_Size\"><\/span>Method 5: Reduce Attachment Size:<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Consider compressing large attachments or using file-sharing services like Dropbox or Google Drive to share files instead of attaching them directly to emails.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_6_Making_Sure_Your_Outlook_Password_is_Right\"><\/span>Method 6: Making Sure Your Outlook Password is Right<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">If you&#8217;ve recently changed your email password, it&#8217;s vital to let Outlook know about it.<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>First, open the <strong>Outlook<\/strong> application.<\/li>\n\n\n\n<li>Now, look for <strong>Account Settings<\/strong>. You can find this in the <strong>File<\/strong>&nbsp;menu.<\/li>\n\n\n\n<li>In the <strong>Account Settings<\/strong>, you&#8217;ll see your email account listed. Click on it.<\/li>\n\n\n\n<li>After selecting your account, click on <strong>Change<\/strong>.<\/li>\n\n\n\n<li>Look for the part that says <strong>Login Information<\/strong>. There, you&#8217;ll find a box for your password.<\/li>\n<\/ul>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_7_Resending_Stuck_Emails_in_Outlook\"><\/span>Method 7: Resending Stuck Emails in Outlook<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">So, you&#8217;ve tried some fixes, but your emails are still stuck in Outlook&#8217;s Outbox. Don&#8217;t worry; there&#8217;s a straightforward way to give them another chance to fly. If your emails are stubbornly staying in the Outbox, it&#8217;s time to resend them. Make sure your internet is working well and is nice and fast. Slow internet can cause problems. In addition, you should have a connection with the server. If your email has a lot of stuff attached, like pictures or files, try sending it with fewer things attached. Sometimes, too many attachments can make emails get stuck.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Method_8_Cleaning_Up_Your_Outlook\"><\/span>Method 8: Cleaning Up Your Outlook<span class=\"ez-toc-section-end\"><\/span><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">When your emails are stuck in Outlook&#8217;s Outbox, sometimes it helps to clean up the Sent Items folder. We&#8217;ll show you how to do it, but remember, once you delete a message, it&#8217;s gone forever. If other methods don&#8217;t work, your Outlook files might be damaged. We&#8217;ll also introduce you to a professional tool can fix those files.<\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li>First, start by opening <strong>Outlook<\/strong> on your computer.<\/li>\n\n\n\n<li>Now, find the <strong>Sent Items<\/strong>&nbsp;folder in Outlook. It is where all the emails you&#8217;ve sent are stored.<\/li>\n\n\n\n<li>Afterwards, look through the Sent Items folder and find the email you want to delete. Right-click on it and choose <strong>delete<\/strong>. Be careful, though, because once you delete an email, you can&#8217;t get it back.<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">If none of the other procedures have worked, there&#8217;s a chance that your Outlook files are damaged. That&#8217;s not good, and it could harm your email account if not fixed. But don&#8217;t worry, there&#8217;s professional software that can help. One of the best tools is called <a href=\"https:\/\/www.cigatisolutions.com\/outlook-email-recovery\/\"><strong>Cigati PST Repair Tool<\/strong><\/a>. It&#8217;s designed to fix data or emails in Outlook that have become corrupted. These Outlook files contain vital things like emails, contacts, and calendars. Since all data can be at risk of corruption, this professional tool not only repairs the damaged files but can also restore them.<\/p>\n\n\n<div class=\"row justify-content-center mac-win-tab mt-3 mb-5\">\n<div class=\"col-md-6\">\n<div id=\"home\" class=\"tab-pane fade active show\" role=\"tabpanel\" aria-labelledby=\"home-tab\"><span class=\"block_btn\"><a class=\"primary-btn\" href=\"https:\/\/www.cigatisolutions.com\/demo-version\/Cigati-Outlook-Email-Recovery-Demo.exe\"><i class=\"icon-windows\"><\/i> Download Now<\/a>&nbsp;&nbsp;<a class=\"secondary-btn\" href=\"https:\/\/www.cigatisolutions.com\/outlook-email-recovery\/purchase-now.html\"><i class=\"icon-basket\"><\/i> Purchase Now<\/a><\/span><\/div>\n<\/div>\n<\/div>\n\n\n<h4 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"End_Words\"><\/span>End Words<span class=\"ez-toc-section-end\"><\/span><\/h4>\n\n\n\n<p class=\"wp-block-paragraph\">Having your emails stuck in Outlook&#8217;s Outbox is a common issue, but it can be fixed. By following these steps, you can resolve the Outlook Emails Stuck in Outbox error. Moreover, you can get your emails moving again and avoid the frustration of messages not getting through. Remember to keep your Outlook updated and be careful with big attachments to prevent this from happening in the future. Outlook should work smoothly and help you stay in touch with your emails without trouble.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>You May Also Read:<\/strong> <a href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-email-search-not-working-on-mac\/\">Outlook Email Search Not Working on Mac<\/a><\/p>\n\n\n\n<h4 class=\"wp-block-heading\"><span class=\"ez-toc-section\" id=\"Frequently_Asked_Questions\"><\/span>Frequently Asked Questions<span class=\"ez-toc-section-end\"><\/span><\/h4>\n\n\n\n<div class=\"schema-faq wp-block-yoast-faq-block\"><div class=\"schema-faq-section\" id=\"faq-question-1753174126112\"><strong class=\"schema-faq-question\">Q: Why are my Outlook emails stuck in the Outbox and not sending?<\/strong> <p class=\"schema-faq-answer\"><strong>Ans:<\/strong> This usually happens due to a large attachment size, no internet connection, Outlook being set to &#8220;<strong>Work Offline<\/strong>,&#8221; or an add-in conflict. It&#8217;s also possible the email account isn\u2019t authenticated properly.<\/p> <\/div> <div class=\"schema-faq-section\" id=\"faq-question-1753174174206\"><strong class=\"schema-faq-question\">Q: How can I force an email stuck in the Outbox to send in Outlook?<\/strong> <p class=\"schema-faq-answer\"><strong>Ans: <\/strong>First, ensure you&#8217;re connected to the internet and not in &#8220;<strong>Work Offline<\/strong>&#8221; mode. Then, open the stuck email, click &#8220;<strong>Send<\/strong>&#8221; again, or move it to the Drafts folder and resend.<\/p> <\/div> <div class=\"schema-faq-section\" id=\"faq-question-1753174199398\"><strong class=\"schema-faq-question\">Q: Why does Outlook keep emails in the Outbox but doesn\u2019t show any error?<\/strong> <p class=\"schema-faq-answer\"><strong>Ans:<\/strong> This may be due to a synchronization issue or Outlook not recognizing that the message failed to send. Restarting Outlook or re-adding the email account might help.<\/p> <\/div> <div class=\"schema-faq-section\" id=\"faq-question-1753174240438\"><strong class=\"schema-faq-question\">Q: How do I clear or empty a stuck Outbox in Outlook without sending the emails?<\/strong> <p class=\"schema-faq-answer\"><strong>Ans:<\/strong> You can switch Outlook to &#8220;<strong>Work Offline<\/strong>&#8221; mode, delete the emails in the Outbox, then go back online. This ensures they are removed without being sent.<\/p> <\/div> <\/div>\n","protected":false},"excerpt":{"rendered":"<p>Outlook, a widely used email client, is known for its efficiency and reliability. However, even the most reliable tools can<a class=\"read-more ml-1 main-read-more\" href=\"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/\">Read More<\/a><\/p>\n","protected":false},"author":1,"featured_media":8408,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[1],"tags":[],"class_list":["post-8404","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-outlook-error"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.9 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Outlook Emails Stuck in Outbox Problem? - Solved<\/title>\n<meta name=\"description\" content=\"Outlook Outbox issues? Learn why your Outlook emails are stuck in the Outbox and how to solve it fast. 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It's also possible the email account isn\u2019t authenticated properly.","inLanguage":"en-US"},"inLanguage":"en-US"},{"@type":"Question","@id":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#faq-question-1753174174206","position":2,"url":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#faq-question-1753174174206","name":"Q: How can I force an email stuck in the Outbox to send in Outlook?","answerCount":1,"acceptedAnswer":{"@type":"Answer","text":"<strong>Ans: <\/strong>First, ensure you're connected to the internet and not in \"<strong>Work Offline<\/strong>\" mode. Then, open the stuck email, click \"<strong>Send<\/strong>\" again, or move it to the Drafts folder and resend.","inLanguage":"en-US"},"inLanguage":"en-US"},{"@type":"Question","@id":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#faq-question-1753174199398","position":3,"url":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#faq-question-1753174199398","name":"Q: Why does Outlook keep emails in the Outbox but doesn\u2019t show any error?","answerCount":1,"acceptedAnswer":{"@type":"Answer","text":"<strong>Ans:<\/strong> This may be due to a synchronization issue or Outlook not recognizing that the message failed to send. Restarting Outlook or re-adding the email account might help.","inLanguage":"en-US"},"inLanguage":"en-US"},{"@type":"Question","@id":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#faq-question-1753174240438","position":4,"url":"https:\/\/www.cigatisolutions.com\/blog\/outlook-emails-stuck-in-outbox\/#faq-question-1753174240438","name":"Q: How do I clear or empty a stuck Outbox in Outlook without sending the emails?","answerCount":1,"acceptedAnswer":{"@type":"Answer","text":"<strong>Ans:<\/strong> You can switch Outlook to \"<strong>Work Offline<\/strong>\" mode, delete the emails in the Outbox, then go back online. This ensures they are removed without being sent.","inLanguage":"en-US"},"inLanguage":"en-US"}]}},"_links":{"self":[{"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/posts\/8404","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/comments?post=8404"}],"version-history":[{"count":4,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/posts\/8404\/revisions"}],"predecessor-version":[{"id":11786,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/posts\/8404\/revisions\/11786"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/media\/8408"}],"wp:attachment":[{"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/media?parent=8404"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/categories?post=8404"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.cigatisolutions.com\/blog\/wp-json\/wp\/v2\/tags?post=8404"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}