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High School Matters

The Comedian Who Thinks I'm Funny?

Jun 11, 2025

What happens when your oldest friend is also the funniest person you’ve ever met? You laugh… a lot. And maybe grow up a little along the way.

In this episode, I sit down with Dave Siegel—stand-up comedian, news writer, and my best friend since the first grade. Dave’s performed on America’s Got Talent, killed...

The Guy with the Blue Goatee?

May 29, 2025

In a refreshing twist from my usual conversations with former students, this episode features one of my closest friends from high school, Kenny Eisenstein. Back in 1994, Kenny’s dry, understated humor kept me laughing—and it still does.

Like many of us, Kenny looks back on high school with a mix of nostalgia and a...