Calling Cards and Dad Jokes - Midlife Young

What this episode covers

What happens when ‘90s humor meets Gen Z reactions? Chaos… and a lot of secondhand embarrassment.In this episode of Midlife Young, we kick things off with a hilarious (and slightly painful) “don’t laugh” challenge featuring classic ‘90s-style dad jokes—complete with a mouthful of water and zero mercy. Spoiler: not all jokes age well.From there, we dive into another round of fashioncrimes, revisiting iconic (and questionable) trends from theClass of 1996—think chunky platform shoes, goth-inspired layers, micro sunglasses, and oversized logo mania. Were they bold statements… or just bad decisions?Then the episode shifts into something more nostalgic and meaningful—contrasting how we used to stay connected versus today. Through two stories set decades apart, we explore the difference between carefully dialing a calling card from a payphone and instantly texting from a ski resort with unlimited data and zero effort. Same message—“we made it safe”—but a completely different experience.It’s funny, nostalgic, and surprisingly thoughtful as we compare effort vs. convenience, patience vs. immediacy, and what we might have lost (or gained) along the way.

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Frequently Asked Questions

How long is this episode of Midlife Young?

This episode is 18 minutes long.

When was this Midlife Young episode published?

This episode was published on June 14, 2026.

What is this episode about?

What happens when ‘90s humor meets Gen Z reactions? Chaos… and a lot of secondhand embarrassment.In this episode of Midlife Young, we kick things off with a hilarious (and slightly painful) “don’t laugh” challenge featuring classic ‘90s-style dad...

Can I download this Midlife Young episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.