Entertainment

John Seabrook's The Spinach King, a New York Times Notable Book of 2025 and New Yorker Best Book of the Year, traces four generations of his own family's frozen-vegetable empire. It is a story of succession, sibling dynamics, and legacy, told with humor, honesty, and the warmth of a reporter coming home.

Stiller & Meara: Nothing Is Lost invites viewers into the creative and personal world of comedians Jerry Stiller and Anne Meara, the parents of filmmaker Ben Stiller. Directed by their son, the documentary traces their careers, partnership, and influence through archival material and reflection, exploring how legacy is shaped not only by professional success but also by family relationships, memory, and generational continuity. It is an intimate look at how stories, values, and identity are carried forward across generations.  

The Merchants of Joy invites viewers into the world of the five family enterprises that bring New York its Christmas trees each year. The documentary reveals how these families balance legacy, logistics, and leadership in a business that appears simple from the sidewalk but is far more intricate behind the scenes. It is an intimate look at the family decision-making that shapes one of the city’s most beloved holiday traditions.  

As families think more intentionally about the systems and behaviors that shape long-term resilience, the WeWork story offers a striking contemporary case study. This Family Enterprise Entertainment feature explores how decision-making, governance, and risk played out inside one of the fastest-scaling modern enterprises. Through the Apple TV+ series WeCrashed, starring Anne Hathaway and Jared Leto, and Hulu’s documentary WeWork: Or the Making and Breaking of a $47 Billion Unicorn, we look at how a couple’s shared vision and leadership style influenced culture, accelerated growth, and exposed the organization to avoidable vulnerabilities. Together, these works highlight how the structures around leadership — or the lack of them — can determine whether an ambitious enterprise thrives or unravels. Click to read the full piece.  

TRON: Ares propels ENCOM and the Dillinger family into a new era where legacy and artificial intelligence collide. Through cutting-edge visuals and philosophical depth, the film explores how family enterprises navigate succession, innovation, and ethics in a rapidly changing technological world.