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On January 20, 2005, Microsoft released Microsoft Office Outlook Live. This was a subscription service that gave subscribers a one year license for Outlook 2003 (or the latest version of Outlook) and a Hotmail account with 2GB storage space, the Outlook Connector to connect to it, the ability to send large attachments, plus antispam and antivirus filtering.
After a couple of years, they decided to end the MOOL program and make the connector available to the public. They renamed the connector Outlook Live Connector (or OLC for short), then later renamed it once again, to the Outlook Hotmail Connector. Now it's just the Outlook Connector. It would be great if they just stuck with one name! (OLC is still used as the abbreviation internally and we're using it on this page.)
Microsoft later repurposed the term "Outlook Live" to refer to their Hosted Exchange service for universities, before dropping it a few years later.
In 2015, Microsoft began moving Outlook.com accounts to Office 365 hosting and discontinued the Outlook Connector as it was no longer needed, as users would configure the account as Microsoft Exchange. With the move to Exchange, all Outlook features and item types are supported, including Tasks, Categories, and attachments in Appointments and Contacts.
As of early 2017, all Outlook.com accounts are on the new servers. Users with Outlook 2010 and up will use auto account setup to add the Outlook.com account to Outlook.
For assistance with Outlook.com accounts, see our Outlook.com articles.