The OK Boomer Show with Robert Rickman

The OK Boomer Show with Robert Rickman

OK Boomer has transformed into a 15-minute video podcast dedicated to bringing the generations together to agree on ANYTHING! OK Boomer talks with Gen Z’s, X’s, and Millennials to reach an agreement! And it works!

Episodes

OK Boomer: Amy's Big Career Jump to PBS

July 16, 2026 • 12 mins
Six months can change everything. This week, we caught up with Amy Walls six months after our first conversation to discover how life can change when opportunity meets perseverance. Along the way, we share stories about career transitions, education, p...
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This week's Episode: Chattanooga-based Photographer and fellow Saluki, Flint Chaney

June 2, 2026 • 18 mins
What happens when two Southern Illinois University graduates from different decades sit down to compare college memories?In this episode of OK Boomer, Robert Rickman and Flint Cheney return to their Saluki roots and discover that while the years may ha...
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OK Boomer With Endah Wahyuni

May 12, 2026 • 12 mins
Sometimes all you need is coffee… and a conversation that travels halfway across the world. In this episode of OK Boomer, Robert chats with Endah — a multitasking powerhouse juggling family responsibilities, business, and a growing passion for language...
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OK Boomer with Diana Walters

April 14, 2026 • 14 mins
Diana Walters is a psychotherapist, a fellow Boomer, and a woman who got ripped off by Medicare — twice. Once as a provider who never got paid, and another as a patient who didn't know someone in Florida was spending her benefits. We talk fraud and sca...
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OK Boomer with Amanda

April 5, 2026 • 21 mins
What happens when a boomer with ADHD meets a millennial who prefers paddle boards over treadmills? Chaos… but the fun kind. In this episode of OK Boomer, we dive into everything from “Monopoly on the Truth” (no board required!) to how different generat...
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OK Boomer With Sandra and Aleazia

April 5, 2026 • 16 mins
What happens when a Boomer with newly diagnosed ADHD sits down with two younger minds who’ve been navigating it their whole lives? Chaos, laughter, and surprisingly honest conversation. In this episode of OK Boomer, Robert is joined by Sandra and Aeazi...
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OK Boomer with Robert and Eileen Part Two

January 24, 2026 • 8 mins
In Part 2 of OK Boomer, we check back in with Eileen Kindred—a single mom, artist, and professional multitasker—who’s been juggling work, parenting, and survival in today’s economy. The good news? She found her mojo. Yes, that mojo. The kind you lose a...
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OK Boomer with Kristi and Kenzie

January 10, 2026 • 23 mins
What happens when a Boomer, a Gen X professional counselor, and a Gen Z psychology graduate sit down for coffee and talk about… everything on OK Boomer Channel? ☕😄 In this episode, Kristi Weaver—a licensed professional counselor—and her daughter Kenzie...
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OK Boomer with Robert and Eileen Part 1

December 27, 2025 • 8 mins
In this episode of OK Boomer, Robert sits down with millennial Eileen at a cozy coffee shop overlooking the Tennessee River to talk about a modern workplace paradox: when a job feels “secured” right up until it isn’t. Eileen shares a real story about a...
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OK Boomer with Robert and Karly

November 23, 2025 • 16 mins
What's better? Working at an office, or virtually, or both?
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OK Boomer with Robert and Amy

November 23, 2025 • 22 mins
Why did Amy, with a Master's degree, quit teaching? The answer begins with "A" and ends with "n".
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OK Boomer with Robert Interviewing...Robert?

November 9, 2025 • 13 mins
What happens when a Baby Boomer interviews… himself? Robert Rickman proves you don’t need a guest to start a generational debate. From tuition rants to coffee-fueled wisdom, this new OK Boomer episode has it all — including rain, laughter, and no monop...
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OK Boomer with Robert and Alee

November 8, 2025 • 18 mins
In this episode of OK Boomer, Robert Rickman dives into the clash between Baby Boomers and the young generation — but with humor and heart. Together with guest Ally Quick, an adviser to the Southern Illinois University student newspaper, Daily Egyptian...
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An Awkard Discussion about...

February 9, 2025 • 17 mins
Is there any way to talk about religion gracefully? Or must awkwardness prevail? In this OK Boomer podcast with Sydney, awkwardness began and ended the program, but as for the middle...?
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An Awkard Discussion about Religion

February 3, 2025 • 44 secs
That's how it started. But soon OK Boomer with Robert and Sydney will take you to another place where no one has a Monopoly on the Truth!
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This week's Episode: Laura Sguigna and Technology

January 15, 2025 • 16 mins
Millennial Laura Sguigna of Italy and OK Boomer Robert Rickman of the U.S. met via Zoom to discuss technology. Laura and Robert agreed that modern technology can sometimes be F$#%^d U$. The podcast started that way!
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OK Boomer 12-8-23

December 11, 2023 • 58 mins
"OK Boomer!" OK Kid, Boomers, having problems with finances, or with your health, or upcoming problems with the relatives during the holidays? The solution: brainstorming, but not the way most groups brainstorm. Craig Paxon of the consulting group Visi...
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OK Boomer Podcast 12-1-23

December 11, 2023 • 56 mins
"OK Boomer!" Opening OK Kid, For some of us the Holidays are rougher than the rest of the year. So some of us need a little Encourementology with Kendell Boysen. When you listen to the Boomer newscast, you might be listening to a certain story and say,...
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JFK Special-Small town radio station breaks story of the century

November 21, 2023 • 59 mins
It's the most famous recording, you've never heard! We'll explain how a small radio station in a rural area broke a story about the crime of the century by being the first to reveal that Lee Harvey Oswald was a suspect in the assassination of John F Ke...
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OK Boomer 11-10-23

November 14, 2023 • 56 mins
"OK Boomer!" said the kid over my shoulder. "OK kid, here are two things you won't have to worry about for a long time. Medicare and gas prices. We'll look at both in a few minutes," I said. Then Kendall Boyson says if you want things to change...start...
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