– Download the latest version of Outlook from the Office website or use your installation media to Troubleshoot Office 365 Sync and Login Issues reinstall the software. This setting is tied to the following registry data, so this setting can also be configured by an administrator through a modification of the registry. This problem can occur if the Send immediately when connected option is not enabled, as shown in the following figure from Outlook 2016. A vast community of Microsoft Office365 users that are working together to support the product and others.

Outlook Fix 2: Verify Your Outgoing Server Settings

The following section will discuss the best ways to resolve the error Can’t Send Email from Outlook. You just need to have an overview of the entire blog to get your answer soon. Updating or reinstalling Outlook can Office 365 Sync Errors Fix fix many issues, ensuring that you have the latest bug fixes and performance improvements. Use the following steps to re-enable the Send immediately when connected option.

How to Fix Microsoft Outlook Not Sending Emails Error?

You can choose any manual method or an automated solution to fix it. In this guide, we’ll walk you through five effective ways to troubleshoot and resolve this issue so you can get back to your productive self. When this problem occurs, the message remains in your Outbox folder until you manually initiate a Send/Receive operation (for example, press F9 or select send or receive). If none of the above methods work, removing and re-adding your email account can help resolve persistent issues. Temporarily disabling antivirus and firewall tools helps determine whether they’re interfering with Outlook’s communication. Sometimes, for security reasons, Outlook may block your account and ask you to change your password.

Why is There a Delay in Receiving Emails in Outlook?

It breaks up large PST files using filters like date, size, subject, etc. Identifying and addressing the specific cause of the error is crucial to resolving the issue and restoring normal email-sending functionality in Outlook. Running an outdated version of Outlook can lead to bugs, compatibility issues, and sending failures. If Outlook itself seems to be at fault, solutions like updating the app, repairing your profile, or recreating the email account can provide a fix.

Tip 7: Separate Large Outlook Data File

Being a Chief Technical Analyst, I am aware of the technicalities faced by the user while working with multiple technologies. So, through my blogs and articles, I love to help all the users who face various challenges while dealing with technology. By looking for these errors, you can quickly fix them or identify if they do not work.



Then, here are the best solutions which can surely help you solve your problem. Rohan Wiese works as Technical Content Writer at Cigati Solutions. He writes technical blogs, articles, newsgroups, etc. on Database Recovery, Email Backup & Migration for Cloud and Webmail Email Clients. He has almost two years of writing experience and has written about many Technologies such as Cloud Computing, Intelligence, IoT, and Email Management. Hiver offers the best experience on your desktop or laptop browser. Switch devices and download our extension from the Chrome Web Store to start using Hiver.

• A vast community of Microsoft Office365 users that are working together to support the product and others.
• By looking for these errors, you can quickly fix them or identify if they do not work.
• If none of the above methods work, removing and re-adding your email account can help resolve persistent issues.
• If the above attempt to check an email doesn’t work, don’t worry!
• When this problem occurs, the message remains in your Outbox folder until you manually initiate a Send/Receive operation (for example, press F9 or select send or receive).

Repairing your Outlook profile can fix various issues related to email sending and ensure your account settings are correctly configured. If the above attempt to check an email doesn’t work, don’t worry! You can try sending it again, and this simple step can fix any minor issues that might be stopping your email from going through. Microsoft regularly releases updates that include bug fixes and performance improvements. Ensuring the correct outgoing server settings, port numbers, and encryption protocols prevents miscommunication with your mail server. Repairing the profile restores default settings and fixes underlying issues without affecting your data.

Identifying a failed connection helps confirm if the issue is external. Outlook Add-ins are designed to enhance functionality, but some can conflict with email operations, particularly when sending or syncing messages. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. I am having trouble with Outlook, on two machines, both brand new installs. It can take a matter of minutes to do a simple search, the same to send an email. It's a brand new install on two brand new machines with the same problem.



Ensuring your internet connection is stable and reliable is the first step in troubleshooting Outlook’s email-sending issues. If the connection is stable and you’re still having problems, you might want to check out the other fixes mentioned here. These delays can arise due to incorrect account settings, guide to Office 365 sign-in errors a cluttered inbox or mailbox, issues with internet connection, or malfunctioning or outdated add-ins.

Tip 6: Review Firewall & Antivirus Settings

I used to use EM Client with no issues, but tried to use Outlook as it is included with 365, but it is truly terrible so far. There are some third-party add-ins which can cause Outlook freezes when sending email. This clears any misconfigured settings and allows Outlook to reset your account connection. Refer to your email service provider’s official documentation for the correct SMTP settings if you’re unsure. If the server is down, you’ll need to wait until Microsoft or your email provider resolves the issue. If you’re using Microsoft 365, you can also check real-time server status on the Microsoft Service Status page.