How to Fix Outlook Not Sending Emails Since Upgrading to Windows 10?

| Updated on March 1, 2024

With the increase of error and issues with the web-based version, a lot of people are now using ‘MS Outlook’— the perfect email client program that helps them to centralize all their email accounts at one place in order to access and manage them together without any errors especially the ones that occur in webmail services.

But, unfortunately, despite being a very popular email service and email client, MS Outlook has a very long history of known issues that both the web and downloadable clients encounter at one point or another while using it.

In fact, out of a long list of most common Outlook issues, some users running MS Office have repeatedly seen reporting a particular issue that results in their inability to send emails through their MS Outlook account. This error occurred in MS Outlook email accounts especially when users upgrade their system to Windows 10.

So, if you also have recently written an email, clicked to send it and instead of receiving a successful delivery notification, email stays in the ‘Outbox’ folder and your Outlook account has been unable to send the email no matter what you do, then the time has come to remedy this encountered “Outgoing mail issues with your Outlook account since upgrading to Windows 10” with all the possible solutions.

Therefore, leave all your worries regarding “how do I fix email sending problems in Outlook” behind and just focus on performing these below-mentioned remedial solutions.

Note: These below-written solutions are applicable to all Outlook versions, including Outlook 2019. For instance, if you “cannot send emails from Outlook 2010” also, you can consider applying these given solutions.

Solution 1: Apply Common Troubleshooting Tips:

Before moving on to the advance solutions, try resolving this particular issue with the help of the following basic troubleshooting tips to avoid wasting your time in lengthy and complex solutions—

  • Try Sending the Stuck Email Again: To do so, click right on the email from ‘Outbox’ in order to move it to the ‘Draft’ folder, and there, open it to send again.
  • Double-Check the Recipient Email Address: Always check the email address before sending an email because even a tiny typo error—such as a comma instead of a period, prevents MS Outlook from successfully sending an email.
  • Disable Your Antivirus and Windows Firewall: Make sure that both your Antivirus and Firewall setting are not preventing your Outlook emails from being sent. To assure yourself about the same, do a simple test of disabling them and then, try resending your stuck emails.
  • Check Your Connections and Work in Online Mode in MS Outlook: As the primary solution, make sure you’re connected to a strong internet and once you have confirmed your connection, further ensure yourself about you’re working online in Outlook. To do so, go to the ‘Outlook’ menu, check if the feature of ‘Work Offline’ is selected or not, and if selected then, click on the ‘Work Offline’ option to remove the checkmark and to work in online mode.
  • Look at Attachments and Increase the Size-Limit of Outlook Emails (if necessary): Like any other email service, Outlook also limits the number of emails you can send in a day to deter spammers. So, if Outlook is not sending emails with attachments then, it may be because you’ve recently exceeded your email limit. Thus, saving your emails in the draft folder and sending it the next day, is the only option left with you. Alternatively, you can increase your Outlook email sending limit by updating its security settings. To do so, visit the ‘Microsoft Account Security’ page and there, click on the ‘Update Info’ option to verify your identity as well as to follow the on-screen prompt instructions in order to finally update your Outlook’s account security settings.

Now, if these above-mentioned basic solutions won’t work in fixing the issue of “Outlook not sending emails after upgrading to Windows 10” then, simply consider these other more effective solutions that we’ve mentioned right here in this post:

Solution 2: Repair Your MS Outlook Application:

It is also possible sometimes that your Outlook application is damaged and may be because of that, your “Outlook send button not working” properly to help you send emails. In this case, use the built-in Microsoft Office repair utility to fix it with these steps—

  • In the Windows search box type ‘Apps & Features’ and hit the ‘Enter’ button to open it.
  • There, click on ‘Microsoft Office’ from the list of installed apps and features.
  • After that, select the ‘Modify and Yes’ option to further select the ‘Online Repair and Repair’ button to repair the MS Outlook application.

At the same time, you can also repair your particular ‘Outlook Email Profile’ via “Open Outlook > go to ‘Files’ tab > click on ‘Account Settings’ > Select the particular ‘Account Profile’ which has the issue and > click on the ‘Repair’ button.”

Doing repair of your Outlook application and profile might help you in fixing the issue but not to forget that, if any of you’ve recently changed your email password online then, you must change the same in the Outlook app as well otherwise, you won’t be able to send (or even receive) emails in Outlook.

Solution 3: Sync Password in Outlook Program:

  • To sync your changed password, navigate from the ‘Files’ tab and ‘Account Settings’ to ‘Account Settings.’
  • From there, select the ‘Email’ tab and choose your particular email account (of which you’ve recently changed password) to click on the ‘Change’ option.
  • After that, enter your ‘Updated Password’ in the required password text-box.
  • In the end, select the ‘Next > Close > Finish’ button.
  • Now, press the ‘F9’ button to try sending your stuck emails again from your Outlook email account.

Solution 4: Run Scan

  • For this method, you need to begin by clicking right on the Windows ‘Start’ button from the bottom left corner of the screen of your PC.
  • Doing so, will pop-up a contextual menu in front of you, and from the same available menu, choose the ‘Command Prompt (Admin)’ option in order to open it.
  • Once ‘Command Prompt’ has opened then, all you have to do is simply paste this “SFC /SCANNOW” command line in the blank space in order to run the scan.

The scan will take up to 20 minutes to finish completely and once the scan process finished, restart your PC to assure yourself whether the issue has been resolved or not.

If not then, the next solution in the list is to check if the TCP/TP Protocol is enabled as your default protocol or not and if not then, enable it as a solution to fix unable to send emails in MS Outlook.

Solution 5: Enable TCP/IP Protocol

  • To check the same, go to the ‘Search’ option of your PC that reads—‘Search the web and Windows’ in order to type “ncpa.cpl” in the same.
  • Once you’re done typing it, press the ‘Enter’ button to navigate yourself to the ‘Network Connections’ tab.
  • Under it, click right on your particular internet connection, and from the pop-up contextual menu, choose the ‘Properties’ option to open it.
  • From the ‘properties’ section, direct yourself to the ‘Networking tab’ and under it, check whether the ‘Internet Protocol Version 6 (TCP/IPv6)’ is checked or not.
  • If not, then simply check it and just click on the ‘OK’ button.

Solution 6: Create a New Email Profile

Sometimes, users email profile got corrupted and thus, they’re not been able to send emails from the same email profile account so, to avoid the minor possibility of this case, try creating a new email profile for Outlook by following these steps—

  • Press the ‘Windows Logo Key’ and open the ‘Windows Control Panel’ by typing ‘Control Panel’ in ‘Windows Search bar.
  • From there, click on the ‘User Accounts’ option to open ‘Mailmicrosoft Outlook Control Panel.’
  • Then, in the ‘Mail’ window, navigate to the ‘Add’ option.
  • After that, type the name of your new email profile in the ‘Profile Name Box.’
  • Once you’re done with typing a new profile name, click on the ‘OK’ button to add the Outlook email account in Windows 10.
  • Now, you have to move on to select the ‘Manually Configure Server Settings’ and to do so, click on ‘Choose Service Page’ then ‘Internet E-mail’ as well as the ‘Next’ button.
  • Fill the boxes in the ‘Internet E-mail Settings’ dialog box with the correct ‘Account Type’ settings. Note: Set the Account type to POP3 instead of IMAP.
  • In the end, click on the ‘Next’ and ‘Finish’ button to complete the process of setting a new email profile.

As soon as you do so, go back to the ‘Mail’ window and open ‘Microsoft Outlook’ in order to use this recently created profile by selecting this profile box and clicking on the ‘OK’ button for checking whether the issue of ‘unable to send emails’ has been resolved or not yet.

If not, then maybe turning on the authentication of your Outlook’s outgoing server works well in resolving the issue.

Solution 7: Turn on Outgoing Server Authentication

  • In order to do so, you need to first launch MS Outlook on your PC.
  • Then, select the ‘Tools’ menu in Outlook in order to go to the ‘Email Accounts’ option.
  • From there, click ‘View or change existing email accounts’ option as well as the ‘Next’ button to further select an ‘Email account.’
  • After that, click on the ‘Change’ option and the ‘More Settings’ to navigate further to the ‘Outgoing Server’ tab.
  • Under it, you need to check whether the option ‘My outgoing server (SMTP)’ requires authentication or not.
  • If yes, then select the option ‘Use the same settings as my incoming mail server’ and in the end, click on the following buttons: ‘OK,’ ‘Apply,’ and ‘Finish’ button.

Solution 8: Change Your Email Provider

Last but not least, if none of the above-mentioned solutions works effectively in troubleshooting this particular issue for you then, instead of wondering about “how do I fix Outlook not sending emails” maybe you should consider switching your email client to another one. For instance, you can choose ‘Mailbird’ in place of Outlook since it has all the similar tools that Outlook contains and even much more than it. To be precise, with Mailbird you can easily—

  • Manage all your emails as well as contacts from your multiple accounts in one unified inbox.
  • Customize the Mailbird app to look in whatever way you like the most.
  • Enjoy instant access to all popular apps like Twitter, WhatsApp, Facebook, Google Calendar, Dropbox, and many more via Mailbird’s clever app integration feature.

That’s it! We assure you all that at least one of the above-written solutions will definitely resolve/ troubleshoot your problem of not able to send emails from your MS Outlook email account.

Kanika Singh

Webmail and Internet Expert

Related Posts