Jesse McCartney and Ana Sky

Oct 7, 2025 at 8:00 PM · Orpheum Theatre presented by Citizens, Boston, MA Orpheum Theatre presented by Citizens, Boston, MA

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Jesse McCartney

New York-born, Los Angeles-based singer-songwriter and actor Jesse McCartney scored Billboard Top 200 Top 15 debuts with his first three albums. His singles Beautiful Soul (Gold) and Leavin’ (Platinum) are standouts; he also wrote GRAMMY-nominated Bleeding Love.

Ana Sky

Ana Sky is a Los Angeles-based pop artist known for her soulful voice and honest, introspective lyrics exploring love and self-discovery. A scientist by day, her dreamy, alternative pop style draws comparisons to Lana Del Rey and inspiration from retro artists. She gained recognition with singles like "Loving You Is Hard" and collaborated with Diane Warren and AC Burrell. She also received the Emerging Artist Award at the Fashion Media Awards.