How To!

How To Face Your Kid’s Future

Rebecca Lavoie on letting boys become men.


Episode Notes

Keith prides himself on being a good dad to his three sons. But in a post-pandemic world with looming student debt and uncertain opportunities, the future can be really scary. He’s especially worried about his middle son Ben, an introvert who doesn’t know what to do after he graduates high school this year. On this episode of How To! host Carvell Wallace brings on Rebecca Lavoie. She’s a versatile podcaster and former co-host on Slate’s parenting show Mom and Dad are Fighting. She’s also a recent empty nester, and has some tough love for Keith about how he can stop fretting and find more joy in his own life.

If you liked this episode, check out: “How To Fill an Empty Nest

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Podcast production by Derek John, Rosemary Belson, and Kevin Bendis.

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About the Show

What if Dear Abby were an investigative reporter? Each week, Amanda Ripley and Carvell Wallace take on listeners’ toughest problems and, with the help of experts, find the answers to questions you’ve always wanted to ask but couldn’t. Until now.

Do you have a problem that needs solving? Have you found the advice on our podcast helpful? Send us a note at or leave us a voicemail at 646-495-4001 and we might play it on the air.

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  • Carvell Wallace is a New York Times bestselling author, contributing writer to the NYT Magazine and a former Slate parenting columnist and co-host of Mom and Dad Are Fighting. He also hosted the Finding Fred podcast and writes for GQ, Esquire, The Atlantic, The New Yorker, and other outlets.