There are 2 ways of installing depending on whether your Jira server has a direct connection to the Internet
With Internet Connection
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Log in as a Jira administrator
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Click on Administration icon, navigate to Atlassian Marketplace
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Enter Out of Office Assistant in the text box labelled with Search the Marketplace
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Click on the Install button to install the plugin
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Wait for the installation process to complete and click on the Close button
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Click on the Manage button to proceed with the configuration
Without Internet Connection
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Download the latest version of the add-on from the Atlassian Marketplace
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Log in as a Jira administrator
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Click on Administration icon and navigate to the Universal Plugin Manager
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Click on the Upload add-on link
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Click on Choose File button and select the latest version of the plugin from the Marketplace (e.g. OutOfOfficeAssistant-1.1.obr)
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Click on Upload button to upload the plugin
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A confirmation dialog box will appear
Entering the License Key
A Marketplace license is required for the plugin to work.
To update the license key:
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Go to the Universal Plugin Manager
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Click on the Out of Office Assistant under the User-installed Add-ons section to expand the panel
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Paste the license key in the License key Text Box and click on the Update button