We – just like you – have known from print and TV who Andrew Ross Sorkin the financial journalist and storyteller is. But today we get to know who Andrew Ross Sorkin the Dad is:

• What he wants to replicate from his own childhood and what he hopes to do differently
• His thoughts on tooth fairy inflation and the challenges of giving his kids an allowance in the age of Apple Pay
• Andrew’s “dad portfolio” – how on the family and homefront he is spending his precious resources of time and money and where he’s seeing highest returns on that investment
• The idea of failure – when he’d feel ok allowing the kids to fail, how insecurity can be healthy but also debilitating, and when or how to know the difference

Andrew Ross Sorkin is a columnist for The New York Times and a co-anchor of CNBC’s Squawk Box. He’s also the founder and editor of DealBook, a financial news service published by The New York Times. He wrote the bestseller Too Big to Fail and co-produced the movie of the same name. He is a co-creator of the Showtime series Billions.

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As a parent, do you ever feel bare and naked? Totally unsure of what’s right or wrong, loaded up with experts’ tips and tricks yet still feeling lost, misunderstood, and (worst of all) alone? We do. Let’s talk.

We are Milano Buckley and Alanna Leavell, hosts of Bare Naked Moms, a weekly parenting roundtable where celebs, influencers, experts, and everyday parents discuss the uncomfortable moments of modern family life. Parenting is tough and no matter who you are, you'll get stuck in some thorny, tick-infested parenting weeds. Each week, we have an honest and respectful conversation about sticky stories and questions, hoping to bring relief and clarity on how to find more peace, joy, connection, and humor in your lives as parents.