Who knows just what My Songbird is about? Maybe Jesse Winchester made it sort of like a parable whose mystery would leave room for, well, mystery - as well as different interpretations.

I do get a sense that Jesse Winchester was brave and humble when I listen to this song. It functions as a prayer for me - for forgiveness and liberation when I'm too scared or whatever to share the music that lives inside me, or too controlling to let a friend love me.
   
But that's just my personal take on the song. One little drop in the interpretations bucket.