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How to Not Raise Entitled Kids | Sam Yagan (Dad of 3, OkCupid & Match Group)

Sam Yagan is the founder of OKCupid and former CEO of Match Group . He’s also an investor, board member, married to a CEO, and a dad of three kids ages 12 to 18. In this episode, Sam shares how he and his wife think about rai...

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Recent Episodes

How to Not Raise Entitled Kids | Sam Yagan (Dad of 3, OkCupid & Match Group)
April 9, 2026

How to Not Raise Entitled Kids | Sam Yagan (Dad of 3, OkCupid & Match…

Sam Yagan is the founder of OKCupid and former CEO of Match Group . He’s also an investor, board member, married to a CEO, and a dad of three kids ages 12 to 18. In this episode, Sam shares how he and his wife think about rai...

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New Dads: Stop Fighting The Change | Rex Gelb (Dad of 1, Summit Chase)
April 2, 2026

New Dads: Stop Fighting The Change | Rex Gelb (Dad of 1, Summit Chase)

Rex Gelb is the Founder/CEO of Summit Chase , a paid media agency serving B2B, SaaS, and professional services companies. Before starting Summit Chase, Rex spent more than 11 years at HubSpot, where he became the company’s He...

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Family First Is Harder Than It Sounds | Jesse Rendall (Dad of 5, Sweater Ventures)
March 26, 2026

Family First Is Harder Than It Sounds | Jesse Rendall (Dad of 5, Swea…

Jesse Randall is the founder and CEO of Sweater , a company making venture investing accessible to anyone with a smartphone. He is also a husband and father of five kids, ranging from 7 to 17 years old. In this conversation, ...

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Parenting Through Projectile Vomit | Mike Rome (Dad of 3, moonwater)
March 19, 2026

Parenting Through Projectile Vomit | Mike Rome (Dad of 3, moonwater)

Mike Rome is the founder of moonwater , a performance marketing studio that helps startups grow, and a longtime operator in growth stage tech where he previously served as a CMO and growth leader. Before starting his own firm...

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This Working Mom and Stay-At-Home Dad Flipped The Script on Parenting | Amy and Chris Winther (Parents of 3, Square, Stay-at-home Dad)
March 12, 2026

This Working Mom and Stay-At-Home Dad Flipped The Script on Parenting…

Amy Winther is the Head of Product Design for Core Products at Square and the writer behind Motherboard, a Substack sharing honest stories about senior women in big tech. Chris Winther is a former financial planner turned sta...

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Startups Are BETTER for Parents Than Big Tech | Jacob Bank (Dad of 3, Founder at Relay.app, ex-Google)
March 5, 2026

Startups Are BETTER for Parents Than Big Tech | Jacob Bank (Dad of 3,…

Jacob Bank is the Founder and CEO of Relay.app , a profitable, fast-growing startup that helps teams build AI agents to automate their work. Previously, Jacob founded Timeful, which was acquired by Google, where he spent six ...

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