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Common problems with Outlook 2019 and How to Fix Them

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Outlook 2019 is a powerful email client that’s perfect for business users. It’s simple to use and offers many features and tools to help you manage your emails and calendars. However, there will inevitably be problems with Outlook from time to time. This blog post will cover some of the most common issues and how to fix them. From corrupt emails to missing email data, we’ll review everything you need to know to get your Outlook 2019 system back up and running.  

How to Fix Common Problems in Outlook 2019 

Outlook 201 is a great email client; however, it can have several problems. From being unable to see old emails in your mailbox to Outlook crashing frequently, there are plenty of problems that may give users a headache. If you’re experiencing any issues with the software, this article covers some troubleshooting steps you can take to fix them.  

What are some of the most common issues users experience when using Outlook 2019?  

Some of the most common issues users face when using Outlook 2019 include: messages getting cut off in preview mode, Outlook 2019 being slow to respond when opening multiple emails at once, attachments not opening automatically, and the application crashing or freezing on start-up.  

To fix these issues and troubleshoot others if they occur, follow these steps:  

  • If Outlook is loading up slowly, freezing, or suddenly crashing on your computer, you can try clearing the cache (by pressing Ctrl+Shift+Del). Alternatively, you can uninstall/reinstall the application from its original location if possible (if you didn’t install it from the Windows Store).  
  • If you’re having problems attaching files in Outlook, you could try checking for updates by going to ‘File’ -> ‘Options’ -> ‘Software Update,’ disabling Auto Update, etc. 

How do I fix problems with my email account?  

Here are the steps you can take to troubleshoot email-related issues:  

  1. If you’re having problems accessing your emails on Outlook, check to see if you have a stable internet connection. If the problem persists, try signing into your account using a separate device or browser. If everything works okay on the other device or browser, try logging out of Outlook and back in on the previous device or browser.
  2. If you think your mailbox may have been compromised, try resetting your password and enabling 2-factor authentication to prevent potential data loss and revoke unauthorized access. 
  3. If you’re not using your registered domain name, you may experience issues like failed password attempts and lost messages. To register a new domain name, please follow the steps outlined in Microsoft’s Documentation Page.

What should I do if my Outlook account gets hacked?  

If your Outlook email account gets hacked, you should first visit the Microsoft support page and follow its instructions carefully. Doing this will help you to restore your account and reset any security questions that might be compromised. If repair or reinstallation of the email client does not help, you may need to use Outlook Recovery Toolkit (ORT). This tool can recover deleted email data, add email accounts, or repair damaged email files.  

How can I fix problems with account settings and passwords?  

Suppose you are having trouble logging in to your account or having issues with other security aspects, such as receiving emails or correspondence. In that case, it may be helpful to try resetting your password. To do this, open the «Accounts» menu on the main menu and click «Reset Password.» Doing this will prompt you for your current password and a new one. Use strong and unique passwords for all your accounts, especially email, social media, and bank accounts.  

How do I troubleshoot an issue with Exchange Server?  

The first thing you should do is check your server hardware and software version. If the server is up-to-date and the hardware functions correctly, you may be experiencing issues with file permissions, anti-virus scans, or rogue components. In some cases, users may experience mail getting stuck in transit, errors when creating or joining a domain, or lost messages. Troubleshooting steps for these issues may include checking permissions on files and folders, running anti-virus scans, verifying server hardware and software versions, checking for rogue components, etc.  

Why is my email account not syncing with my Outlook 2019 calendar?  

There are a few things that you can try if your email account and calendar are not syncing correctly.  

  1. Try uninstalling and reinstalling Outlook 2019.
  2. Make sure you have selected the Default Email Account in Account Settings. 
  3. If you’re using a Gmail or iCloud account, set up those accounts as your preferred email service in Outlook 2019.

How do I fix problems when signing into Outlook 2019?  

If you are having problems signing into Outlook 2019, you should first troubleshoot other common issues first, such as: can’t send or receive emails, can’t access your Outlook files, and error messages when opening outlook 2019. If these problems continue after following the steps listed above, it may be time to update your Outlook 2019 software. Updating your software will fix common issues and add new features.  

How do I fix problems with attachment files in Outlook 2019?  

There are some problems that users experience with attachment files in Outlook 2019. Common issues include attachment errors, lost attachments, and unable to save attachments.  

To fix these problems, try the following steps:  

  1. Ensure your email client is up to date and compatible with Outlook 2019. Updating your email client will help improve the compatibility of your file types with Outlook.
  2. Check for blocked extensions and add any unsupported ones as needed. By doing this, you may be able to fix attachments that aren’t working correctly. 
  3. Try using different file types – if your attachment isn’t working well with a particular file type, try another format. If you’re still having trouble attaching PDFs or images, it may be because Outlook 2019 doesn’t support those file types. In that case, you’ll need to find a different email client that supports those file types.

Why is Outlook 2019 inbox not showing all my emails?  

The most common reason Outlook 2019 inboxes may not display all your emails is due to one or more of your mailboxes being deleted or moved. If this is the case, then the email account is not configured correctly, and Outlook 2019 may not be able to see all your emails. Other reasons why Outlook 2019 inboxes might not be displaying all your messages include:  

  • An error blocking the way Exchange Server sees your account (for example, if you’re using a shared mailbox) 
  • If you’ve unsubscribed from some email newsletters and are still sending notifications to Outlook, those notifications will not appear in the inbox.  

I can’t open or send emails – what can I do?

If you’re having problems opening or sending emails, here are a few steps that you can take to troubleshoot the issue.  

  1. Disable popups, cookies, add-ons, and extensions: Often, these items can cause havoc when trying to open or send mail. By disabling them while troubleshooting, you may be able to get your mail working correctly again. 
  2. Ensure your anti-virus and spyware software is up to date: Malicious software can sometimes interfere with email communications. By updating your anti-virus and spyware software, you may be able to detect and remove any malicious files that may be causing the issue. 
  3. Try reverting to a previous version of Outlook: If you’ve already tried following all the steps listed above and still cannot send or receive mail, it may be time to revert to an earlier version of Outlook. This way, you can rule out any potential issues with your current settings. 
  4. Contact your email provider: If you still cannot resolve the issue, please contact your email provider for support. They may be able to help with troubleshooting or provide you with a brand-new account that is more compatible with your email needs.

Is it possible to enable two-factor authentication for my Outlook account?  

Yes, it is possible to enable two-factor authentication (2FA) for your Outlook account. 2FA means you will need to generate a recovery code if you lose access to your Outlook account or something goes wrong. You can then use the recovery code to sign into your Outlook account if you lose access to it. 

What are some of the most common troubleshooting steps for Outlook 2019?  

Outlook 2019 is known to have a variety of common troubleshooting steps that users can take to fix the issue. These include:  

  • Checking if any updates are available for the software 
  • Disabling add-ons that you don’t need
  • Clearing your browser’s cache and cookies
  • Uninstalling/reinstalling the application
  • Resetting your computer’s settings.  


Outlook 2019 is known to have a variety of issues during everyday use. Fortunately, there are several troubleshooting steps users can take to fix these problems. By following the steps outlined in this blog, you’ll be able to fix common problems and troubleshoot them accordingly. Not only will this save you time and hassle, but it will also help you maximize your Outlook experience.