Brother and I decided to start a family plan, he was currently paying for his own premium. When I sent him a link to signup on the family plan, the link just opens up his current spotify. can he signup through my family plan, but still have access to all of his existing playlists, etc?
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Your brother can use his existing account to join Premium Family. All its details will remain the same, including saved music and playlists.
If you have troubles with Premium Family subscription, I'd recommend checking this Support Article.