This video demonstrates how to set up Outlook for use with your pinehurst.net email address.  the Outlook version being used here is the most recent.  The operating system is Windows 10.

If you’re still using Windows 7 or earlier, we don’t support any encryption for your account.  Please update your Windows as soon as possible.

If you’re using Outlook 2010 or older, we do not support your application.  We can make a best effort, but our recommendation is to update Outlook.

If you don’t wish to upgrade, please use webmail.

Server settings for Outlook are as follows:

Incoming (IMAP and POP) Server:   mail.pinehurst.net
Outgoing Server:  mail.pinehurst.net
POP3 Port: 995
IMAP Port: 993
SMTP Ports:  587 or 465

Webmail > https://webmail.pinehurst.net