Did you purchase the Shadowkeep expansion under your account and gameshare licenses, purchase it as a gift, or your brother a gift card to purchase it under their own account? Did your brother activate Cross Save before they logged into their Steam account and accept the warning banner about the Season Pass being redeemed?
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I purchased Shadowkeep for him as a gift through steam, he then enabled cross save, this is the known issue.
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If he's still using the same account as he was on console then the silver will still be on the console version it doesn't carry over. I went from xbox to pc and go back to use my silver from time to time
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The purchase was on PC, is the problem. If you buy the season pass on PC, then cross save, you will lose the season pass, I did it in the first place since I looked it up and made sure he would have shadowkeep, and shdowkeep itself is not affected, but the silver/season pass is.
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Ahh that sucks. I didn't know that could happen I was on pc about a month before shadow keep so sorry I don't know of a way to fix that with out a re'purchase