May 23, 2026

Gratitude entrepreneur Chris Schembra built a movement on a single dinner-table question, but before the pasta and the big stages there was a kid in an isolation room, four tattoos marking four hard years, and a long road through recovery. In the season one finale of Headstone, Chris turns his famous question back on Pete, and the conversation becomes a meditation on connection, mortality, and what it means to give people permission to be themselves.