Why won’t my Mail App let me Send Emails?

admin | Mail | 4 minutes read | Modified on: 12-02-2026

If you are constantly contemplating on why my Mail app won’t let me send emails, then no worries at all as the write-up here will explain primary causes of email sending failures, offer practical help and share tips to make sure successful email delivery in future.

Constantly encountering undelivered messages can be frustrating at times and sending emails is quite crucial for individuals and professionals to maintain communication.  

Emails that are not sent could be annoying. If the emails are not delivering to specified recipient, then the communication and engagement efforts can go waste.

Issues related to sending of emails are unfortunately very common, either in daily communications or when it comes to newsletters and bulk messages. You start your day by opening your favorite email client i.e. Mozilla Thunderbird, Outlook, Apple Mail etc., type few lines, add the recipients’ email addresses and tap “Send” and an error message appears i.e. Message is not delivered. Why?

As undelivered email messages is a common error. So, here we will discuss few reasons why won’t a Mail app not sending emails. Also, we will explore reasons behind why emails are getting undelivered along with the fixes and also provide some tips for smoother email delivery in future.

Reasons for Receiving “Message Undelivered” or “Failed to Send Email Message”

In simple terms, “Emails not Delivered” message indicates emails unable to deliver at specified recipient. This can generate from many issues and is related to Simple Mail Transfer Protocol (SMTP) server which is essential for sending, receiving, and transferring of emails. The SMTP Server makes use of TLS/SSL protocol to safeguard the connection between email client and a mail server.

Failure of emails delivery are common especially when operating own SMTP server that includes significant technical intricacy and security concerns. However, normal servers linked to typical email service providers such as Gmail or Hotmail may also face many issues due to less monitoring.

How to Fix “Emails Failed to Send” Error?

There are multiple measures available which one can use to resolve the issue. Whether you are wondering “why won’t my Mail app let me send emails?” or searching to fix particular SMTP issues, then understanding main problems and their related solutions is important. So, the below segment will assist you on how to fix SMTP errors and address outgoing mail server problems.

Test Internet Connection

The first and foremost step to resolve the issue is by checking if internet is properly connected. If it is not connected or having some issues then it will show “email not delivered” error message.

Fix. Test your connection and confirm there are no outages in your area that is affecting the connectivity.

Confirm SMTP Server Details

At times wrong SMTP parameters could be the reason of email sending issues. The email client requires correct settings to create connection with SMTP Server.

Fix. Cross-Check the details of SMTP Server or contact with your email provider for correct parameters.

Verify Usernames and Passwords

Incorrect username or password can prevent successful authentication with SMTP Server, leading to failed email delivery.

Fix. Check the login details to make sure they are correct. Remember to use Consumer Key and Consumer Secret not username and password.

Test SMTP Server Connection

Even if you have added correct SMTP details, then also there is a possibility of server shut down or malfunctioning. Thereby, having knowledge of specific error codes returned by SMTP Server can help solving the problem.

Make Changes in SMTP Port

The default SMTP port is 25 which is blocked by some ISPs (Internet Service Providers due to spam issues. So, migrating to alternative port can fix the error.

Fix. Try using Port 587 or 465 and not its default one which is 25.

Check Antivirus or Firewall Settings

Sometimes, the firewall or antivirus in computer’s can block the outgoing mail server that prevents emails from being sent.

Fix. Make sure that firewall or antivirus is not creating any conflicts in the connection. Configure appropriate connection rules to allow email client to communicate with SMTP Server.

Extra Tips to Avoid Email Sending Errors

Update your software regularly – Make sure that all the software apps and email client are updating on a daily basis to avoid incompatibility.

Make use of Professional Services – Use MacMister Email Backup Software Mac & Windows that will help in backing up all the essential emails from a required email client into 15+ saving options.

Track IP Reputation – Ensure the IP from which you are sending emails is not blocked. Utilize tools to test and enhance IP reputation.

Epilogue

The write-up here tried to resolve the issue “why won’t my Mail app let me send emails?” We have highlighted different causes with fixes that will help in resolving the issue. Also we have offered a professional service which you may use to backup all your essential emails. For any technical queries, contact MacMister Support.