Issue: User wants to have Outlook auto-open first after he login to Windows.

Solution:
1) Press Windows key and R key (Run window appears)
2) Type in shell:startup and click Ok (Startup folder appears)
3) Right-click on empty space and select New, Shortcut
4) Browse to Outlook’s Location and click Ok
     My Outlook 2010’s location – C:\Program Files (x86)\Microsoft  Office\Office14
5) Click Next and Finish
6) Done

Reference:

Where is the Startup folder in Windows 10?

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