Wait long enough, and what was once mainstream will fall into obscurity. When that happens, it will become valuable again to those looking for authenticity or irony or cleverness. The value, then, is not intrinsic. The thing itself doesn’t have as much value as the perception of how it was obtained or why it is possessed. Once enough people join in, like with oversized glasses frames or slap bracelets, the status gained from owning the item or being a fan of the band is lost, and the search begins again.
You would compete like this no matter how society was constructed. Competition for status is built into the human experience at the biological level. Poor people compete with resources. The middle class competes with selection. The wealthy compete with possessions.
You sold out long ago in one way or another. The specifics of who you sell to and how much you make—those are only details.
