In the ten years we've known Caleb Gardner, he's moved from digital strategy at Edelman to social media for Barack Obama to building the backbone of the mission economy at 18 Coffees, He also moderated our Parenting It Forward panel, about breaking the cycle of flawed fatherhood, months after he had met his own institutionalized father for the first time.

We talk about talking with his three sons about privilege, supplanting "cancel culture" with accountability, and why he almost named his company "18 Bananas Foster."