When I made a call to my dad—then in his sixties—about joining my startup, it wasn’t about securing funding or advice. I made the call to ask him to serve as a cofounder. After 13 years climbing the corporate ladder at American Express (Amex), I was ready to walk away from everything predictable. The irony wasn’t lost on either of us. To be clear, this decision didn’t happen overnight. The four years between leaving Amex and starting this new venture were a journey in themselves. I...

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