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Last updated: 1 March, 2018
Sep 16, 2019 If your Mac is connected to the Internet but suddenly stops sending email, you should generally try again later, and if necessary work with your email provider to resolve. If you're using Apple's iCloud Mail, learn how to resolve issues with iCloud Mail. Be more creative and achieve what matters with Outlook, OneDrive, Word, Excel, PowerPoint, OneNote, SharePoint, Microsoft Teams, Yammer, and more. It's always up to date With an Office 365 subscription, you get the latest Office apps—both the desktop and the online versions—and updates when they. The Out of Office Assistant works with the server that is running Microsoft Exchange Server to automatically reply to email messages while you are out of the office. Because the Exchange server sends the messages (not Outlook), Outlook does not need to be open for the reply messages to be sent.
When you're online and email works normally, you won't see the Outbox. The Outbox appears at the top of the sidebar only when messages are waiting to be sent.
Tip: If you don't see the sidebar, click View > Sidebar.
If email continues to sit in your Outbox, you might be offline. To check, select the Tools tab, and move the slider to Online.
If you change your mind and don't want your message to be sent, you can cancel it while it's still in the inbox.
Gmail, Yahoo, iCloud, Outlook.com, and AOL accounts all use two-factor authentication to help verify that you’re the person trying to access your email account. To add your email account to Outlook, you’ll need an app password, also known as an application password. This is a different password than your regular email account password. Get help with your Outlook 2016 for Mac questions, and see what others are asking.
Select the Tools tab, and move the slider to Offline.
If items are in the Outbox, you can edit or delete them.
If your Mac is connected to the Internet but suddenly stops sending email, you should generally try again later, and if necessary work with your email provider to resolve. If you're using Apple's iCloud Mail, learn how to resolve issues with iCloud Mail.
Check for status messages
You might see a status icon such as a lightning bolt or warning symbol next to your account's inbox in the Mail sidebar, or in the upper-right corner of the Mail window. Click it to learn more.
- If the status is Network Offline, make sure that your Mac is connected to the Internet, then try again.
- If the status is Login Failed, check with your email provider to be sure that your account is set up correctly on your Mac.
- If Mail asks for your password, but entering the password doesn't help, find out why your email provider is rejecting your password.
- If your email service is temporarily unavailable, your email provider might have a status message on their website. For example, Apple's system status page shows the status of iCloud Mail. Status pages are also available for other email services, such as Gmail and Outlook. Some brief service outages might not appear on a system status page, so you might want to wait a few hours and try again.
Microsoft Outlook Email On Mac
Test using webmail
Many email providers offer webmail, which is a way to use email with a web browser such as Safari, instead of with an email app such as Mail. For example, if you're using an iCloud Mail account, you can use iCloud.com to send and receive email.
Microsoft Email For Mac
Webmail is a good way to verify that your account is valid and you can sign in to it from the web, but it doesn't mean that your account is set up correctly in Mail. Your email provider can help you verify your email settings and check for other issues that affect sending or receiving email.