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July 8, 2025 81 mins

What if the hardest part of being an artist in midlife wasn’t the work—but finding time to do it at all?


In this episode of Gen X Crisis, Robert talks with Boston-based singer-songwriter and longtime Berklee College of Music voice faculty member Kristin Cifelli about evolving your creative voice in midlife.


They trace Kristin’s journey from suburban New Jersey to Berklee, from early songwriting in Catholic school to co-writing during the pandemic. Kristin shares what it was like pursuing music full-time in her 20s and 30s—playing shows, releasing albums, chasing a career—and how that drive has shifted now that she’s balancing teaching, parenting, and reclaiming her creative identity on her own terms.


It’s a conversation about melody as memory, voice as identity, and the strange heartbreak of making music in a world that often rewards self-promotion more than substance. They also talk about parenting, aging, and why it’s still so hard to find balance as an artist—especially when your voice, your body, and your priorities start to shift.


Visit www.genxcrisis.com to subscribe to Robert’s Substack and get exclusive updates.


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