Alright so I and many other Xbox One owners feel cheated here when it comes to the "Expansion Pass" which most of us may already own. See me personally I bought the expansion pass via Microsoft Credit on my Microsoft account so the licence for the content is on my Gamertag. Yet when I go to play on the Xbox 360 on the same Gamertag it is saying to repurchase this expansion pass which I and so many others completely find to be not right or fair to make anyone do. We feel where as we already bought it for one platform we should be entitled to it free on the other where as we already fished out for the game twice and the DLC once. So all in all that ranges from $100 - $105 depending on which version you bought not including tax. So to make someone pay out way over $200 for a game is a bit ridiculous on any game companies part and needs to be fixed and addressed.
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The Digital Upgrade program does apply to the Expansion Pass. You must purchase the expansion on the 360 then you will get it for free on the XBOX ONE. This does not work the other way around. This is the same for the PS3 and PS4 upgrades. http://www.destinythegame.com/digital-upgrade