LiveTile for Win8.1 Not Working When Purchased from Store

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When I deploy my app SecretSanta from the Store the LiveTile does not work. It also does not work if I deploy the app as a sideload.

The LiveTile does work if I deploy using Visual Studio (Debug or Release Mode).

How can I debug this? How can I figure out what the issue is? Does anyone already know what the issue is?

UPDATE: I have a theory this has to do with images not deploying correctly. Thoughts?

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