Matteline deVries-Dilling, founder of Lite Brite Neon, one of the evening's honoree of this year's Upstate Benefit adresses the gala from the Caboose's caboose.
- Karen Pearson. Courtesy Art Omi.
Olana senior vice president and landscape curatorMark Prezorski, president Sean Sawyer, The evenings honoree Kristin Gamble and New York State Assemblymember Didi Barrett.
- Oxygen House Photo
Actor Walton Goggins, artist Mary Ann Davis (behind Goggins), Willie Joe Pettway, and Spencertown Academy Board Member David Cudaback.
- Peter Blandori
Myra Tweedy, Jeff and Lonnie Garber, Mahaiwe Gala Committee members Sam Kopel and Sari Scheer.
Anabelle Lopez Ochoa, James Street, Joao Silva, Nigel Campbell, Elaine Wolbrom, and Avan GreenwaltJacob's Pillow's Season Opening Gala 2025. Cherylynn Tsushima
Board member Paul Barrett, Executive Director Tambra Dillon, Assemblymember Didi Barrett, General Manager Sage Carter, boardmember Sarah Lipsky
Actor Brian Cox (right), honored at BIFF 2025, with designer Bob Mackie (left). Cox, a multi-award-winning actor known for his roles in "Succession" and numerous theater productions, was the festival's featured honoree. Mackie, renowned for his costume designs for celebrities like Cher and Carol Burnett, joined the celebration.
Maggie McRae, Dewely Hall manager; Clara Stickney, the office "fairy;" and Board Member Beth Carlson of Silo Media at Dewey Hall celebration
Board member Judith Auchincloss, Margery Feldberg, and Dr. Jeremy Levin
Cathy Redlich, "Centuries" underwriter and Ancram Center board president; MC Stockl, Jonathan Flamm and Suzan Flamm