EPISODE · Sep 15, 2026 · 44 MIN
20 Years Later: Brotherhood, Belonging, and Going Back
from Why, Dad? · host Andrew Stolpestad, Paul Wandrey
Paul and Andrew are heading back to New Hampshire for their 20-year high school reunion, which means it’s time to crack open a fairly unusual chapter of their past.In this duosode, they talk about growing up together at an intensely structured all-boys Catholic boarding school, the brotherhood that developed there, and why many of those relationships still hold up two decades later.They discuss:🏕️ Going back for their 20-year reunion🤝 Why shared experiences can create lifelong friendships🧠 The strange fear of reverting to your teenage self around old friends⏰ Life inside an extremely structured boarding school😂 Some truly dumb teenage-boy stories🏠 Finding belonging after growing up homeschooled💪 The good and bad lessons they carried into adulthood👨👧👦 How your past influences you without having to define youUltimately, it’s a conversation about community, friendship, growth, and being grateful for the people who helped shape you along the way.Editor’s note: This episode was recorded before our 20-year reunion, which has since taken place.
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What this episode covers
Twenty years after graduating together, Paul and Andrew are headed back to New Hampshire for their high school reunion. They look back at an unusual adolescence spent at an all-boys Catholic boarding school, the friendships forged through that shared experience, the ridiculous stories that somehow survived, and the ways those years shaped who they became as men and fathers. It’s part nostalgia, part reflection, and part wondering whether putting a bunch of middle-aged men back together will immediately turn them into teenagers again.
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20 Years Later: Brotherhood, Belonging, and Going Back
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