Apple Music
My husband and I are going to switch to the family sharing Apple Music but we previously had Apple Music individually, once he cancels his individual and starts using the family one will he lose all his music he’s downloaded?
He shouldn't lose any. Read the link to see how somebody else did it.
April 2019 Post describing seamless transitioning from an individual or student plan to a family plan -
https://discussions.apple.com/thread/250314896?answerId=250592304022#250592304022