Outlook isn't all that complicated to use once you figure it, but trying to explain how to do something in Outlook often takes longer than just showing how to do it.
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Displaying a Picture on a Contact
Contact or Business Card images are displayed in the the Business Card view. Open the Contact, double click on the picture placeholder and select an image from your hard drive. For best results, crop and resize it before inserting it into Outlook. To add an image to the business card, double click on the business
Disable Outlook's Conversation View
Outlook 2010 has a new Conversation view that groups messages together. Many users don't like it, fortunately its easy to disable, using one of two methods. Method 1: Right click on the row of field names and choose Conversations, Show Messages in Conversations. Method 2: Switch to the View ribbon and click on the Conversation
Where is the Organizer?
Use the View Settings dialog to apply conditional formatting rules to messages in Outlook 2010 and above. In older versions, it's the Customize view dialog or Organize pane.

Say No! to Compatibility Mode
Enabling Compatibility mode in Windows 7 will cause problems in Outlook, including operation error messages and problems creating accounts or new data files. Tutorial shows how to check compatibility settings.

Use Conditional Formatting to Highlight Messages
Use Conditional formatting rules to highlight messages in different colors.

To Leave Internet Messages on the Server
How to configure a Microsoft Outlook POP3 email account to leave email on the server. Outlook 2010 and 2013 leave mail on the server for 14 days by default.

Reminders for archives and other pst files
Outlook supports reminders in any folder and across additional .pst files but the reminder option may need to be enabled.

Disable Protected View for Outlook Attachments
Protected view is a new security feature for all Office documents which arrive in email or are downloaded from Internet sources. This is a security sandbox used by Office 2010 to enhance attachment security. Administrators will be able to control whether all email attachments or only those from outside their Exchange network use Protected view.

How to View a Yearly Calendar
Although Outlook does not include a yearly calendar, you can view a yearly calendar using the navigation calendars in Outlook or by using VBA to create an HTML calendar.

Use Upgrade to Color Categories to add Categories to the Master List
After migrating to Office 365, Outlook.com or a new data file, users need to add color categories to the master category list.
How to add or remove an email account
How to remove email accounts from an Outlook profile then recreate the correct account. Fix "The connection to Microsoft Exchange is unavailable" error.

Change Send and Receive Settings
How to change how often Microsoft Outlook does automatic send and receives, you need to edit the Send and Receive settings.