You have two options installing Pull Request Checklist Buddy, both using the Universal Plug-in Manager:
Directly from Atlassian Marketplace
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Click the admin drop-down on your Bitbucket instance and choose Add-ons.
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Click Find new add-ons from the left-hand side of the page.
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Locate Pull Request Checklist Buddy via search.
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Click Install to download and install the add-on.
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You're done!
By file upload
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Download Pull Request Checklist Buddy on the Atlassian Marketplace (Details Tab, click the download button).
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Click the admin drop-down on your Bitbucket instance and choose Add-ons.
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Click Manage Add-ons...
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Click the Upload add-on link at the top right side of the page.
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Enter the location of the JAR file you downloaded.
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Click Upload.
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You're done!