First, you will need to create an export for the desired calendar as described in Creating and editing a calendar export.
Once the calendar export is created, copy the generated iCal URL.
Open the Outlook calendar. On the Home tab, click on the Open Calendar button.
In a dialog, insert the copied generated link:
The events from the Company Calendar will be shown in your Outlook calendar.
In case Jira user has private email address, the user is not displayed on exported to Outlook events.