If the iCloud add-in is not syncing Outlook Calendar and Contacts, verify it is enabled in Options, Add-ins. You may need to edit the registry if it won't stay enabled.
How to block junk mail and spam sent from the new top-level domains in Outlook.
How to disable the ability to change the 'Warn me before downloading content when editing, forwarding, or replying to e-mail' option by setting a registry key.
After an Outlook.com account is moved to the new Outlook.com server Outlook 2010 users will need to remove the Outlook Connector account from Outlook and add the email account back using auto account setup, but a number of users cannot get the account setup in Outlook 2010 as an Exchange account.
How to change the display name for Outlook.com email accounts moved to the new server.
Setting the working hours in Outlook's calendar is a problem for anyone who works a mix of full and half days.
Users with POP3 or IMAP accounts who created Outlook.com accounts using their own email address, to sync just their calendar and contacts have noticed a problem after their account was migrated to the new server and opened in Outlook 2016: all replies use the Outlook.com account, not the account that downloaded the message.
The HOL file supplied with Outlook 2010 (and in the Outlook 2007 holiday update released in 2012) the 2016 US Election Day event is on the wrong date.
How to save Outlook's Quick Access Toolbar or Ribbon customizations to use on another computer.
Custom Domains are once again available in Outlook.com.