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Songs to Make You Cry Then Lift You Back Up 

I was listening to David Wilcox' incredible song "Chet Baker's Unsung Swan Song" and it inspired me to create a new Spotify playlist. I filled it with one bummer song each from some of the greats: Joni, David Wilcox, Leonard Cohen, Tom Waits, Rickie Lee Jones, Sam Cooke, Shawn Colvin, John Hiatt--and also more recent wonderful singer/songwriters like Jason Isbell, Kris Delmhorst, Becky Warren, and Corrine Bailey Rae. The last three songs are more hopeful but who knows, they might make you cry too: 

Songs to Make You Cry Then Lift You Back Up: a playlist by Susan Anders