Boomers on the Edge

Boomers on the Edge
  • 5.0 (22)
  • Improv
  • Updated Weekly

Before smartphones. Before social media. Before anyone thought to record the evidence. Boomers on the Edge is a weekly storytelling podcast where two lifelong friends revisit the wild, reckless, and often unbelievable adventures of their youth. Kenn and Ron trade stories from the 60s, 70s, and 80s — the mischief, the bad decisions, and the close calls that somehow didn’t kill them. From gritty Detroit bars and summer days on the lake to high school locker rooms and blue-collar job sites, every episode blends sharp improv, vivid memories, and outrageous true tales. It’s unfiltered nostalgia — raw, irreverent, and laugh-out-loud funny. If you like your comedy honest, slightly inappropriate, and full of “there’s no way that really happened” moments… welcome to the edge.

  1. 4d ago

    Big Daddy's Plantation Bar

    Ron shares another classic 1980s business trip that quickly goes off the rails. While attending training in Atlanta, Ron's buddy Andy convinces him they have to visit the notorious Big Daddy's Plantation Bar. With no rental car and too cheap to take a taxi, they decide riding MARTA across Atlanta is a great idea. What could possibly go wrong? The bar is everything they hoped for—until Andy disappears into the crowd and later reappears drunk with two women from Sweden who offer to drive them back to the train station. If you've listened to Boomers on the Edge, you know that's when the real adventure begins. A supermarket stop, a handgun discovered in the glove compartment, getting thrown out of the car, a late-night MARTA ride through Atlanta, and an intimidating stranger demanding money all combine to make this one unforgettable night. Against all odds, Ron and Andy make it back safely—barely. Just another perfectly normal evening on Boomers on the Edge! Adult themes.Boomer rating: On the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  2. Aug 31

    Police Encounters 1

    A lifetime as Boomers has resulted in more than a few encounters with the police. All minor traffic offenses, of course—but in true Boomers on the Edge fashion, the stories are anything but ordinary! Ron kicks things off with a story from the 1980s involving a multi-million-dollar business proposal that had to be delivered across town. Back then, proposals weren’t emailed—they were printed, bound, and delivered the old-fashioned way. After delays from the pricing committee, Ron finds himself printing the proposal at the last minute and attempting to make a 60-minute drive in, well… 45 minutes! The result? A run-in with the police followed by a hilarious court appearance that has become legendary. Then Kenn shares two of his many police encounters. First, there’s the time he decides that at 2:00 AM, with practically nobody on the road, it might be perfectly reasonable to drive down the middle of a divided highway instead of, you know, his actual lane. What could possibly go wrong? In his second story, Kenn gets pulled over and becomes so nervous that when the officer asks for his driver’s license, he accidentally hands him his credit card instead. His two teenage children sitting in the backseat? They erupt in laughter. Just a few of the many unforgettable Boomers on the Edge Police Encounters! And these stories are only the beginning. The police encounters continue in our next episode, Police Encounters 2! More unbelievable stories, questionable decisions, and plenty of laughs from Boomers on the Edge.  Boomer rating: Under the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  3. Aug 24

    Pass or Fail? Boomers Didn’t Get an Easy On-Ramp

    The University of Michigan recently announced a new pass/fail grading system for incoming freshmen, saying the goal is to help first-year students acclimate to the demands of college and let intrinsic motivation guide their academic journey. That gets Kenn and Ron thinking: What happened to the way Boomers learned to deal with pressure? Kenn remembers his parents paying him a dollar for every A in elementary school—but being concerned when he brought home a bad citizenship grade. Ron looks back at being a college freshman in 1977, when 18 was still the legal drinking age and nobody was worried about creating an “easy on-ramp” to college life. The Boomers didn’t get participation trophies, pass/fail grades, or much of a transition period. You showed up, figured it out, dealt with the pressure—and sometimes you succeeded and sometimes you failed. So is today’s approach better for students, or are we simply raising a generation that is less prepared to deal with failure and pressure? Another Boomers on the Edge comparison of how things were then… and how they are today. Boomer rating: Under the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  4. Aug 17

    Back to School Shopping and Manliness

    It’s old-school, back-to-school time on Boomers on the Edge as guest host Randy shares a hilarious childhood memory of 1970s fashion, family values, and a very different definition of manliness. With a new school year approaching, Randy’s mom decides it’s time for a fashionable wardrobe update. She proudly picks out a matching pair of purple bell-bottom pants and a stylish wide-collar shirt—an outfit Randy isn't exactly thrilled to wear. Nevertheless, he survives the shopping trip and returns home with his new look in tow. Back at the house, Randy finds his dad and great uncle changing the brakes on a car in the backyard. Eager to show off her son's fashionable new outfit, his mom suggests that Randy go change and model it for them. The reaction? Pure 1970s. Barely looking up from his work, Randy’s dad quips, “I didn’t see a sign that said girls allowed.” Randy’s mom is less than amused, while Randy quietly retreats to change into blue jeans and a T-shirt. When he returns, his dad smiles and says, “Hi Randy!” The family certainly had its own unique view of 1970s manliness. Randy follows up with another unforgettable story—this time about his grandfather attending one of Randy’s wrestling matches. So invested in his grandson's success, Grandpa climbed down from the stands during the match and began demonstrating how Randy could break his opponent’s arm. The referee promptly threw him out. Boomers grew up with a very different set of expectations, rules, and life lessons than kids today. Join us for another wild, nostalgic, and laugh-out-loud tale from Boomers on the Edge! Boomer rating: Under the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  5. Aug 10

    Pillow Talk

    Growing up in the 1970s meant figuring out life with limited information, plenty of imagination, and absolutely no internet to clear things up. In this episode, Kenn shares a coming‑of‑age misunderstanding so perfectly innocent it could only happen in that era. At 13, Kenn was one of the bigger kids on his little league team. One of the “coaches”—really just a 17‑year‑old who hung around—liked to brag about his experiences with his girlfriend. One day, he told Kenn he had “oral sex.” Kenn, unfamiliar with the term, interpreted it literally: they just talked about it. To him, it sounded respectful, mature, even admirable. He was so impressed by this “good guy” behavior that he briefly considered telling his parents about it. Inspired, Kenn began practicing what he thought “oral sex” meant—speaking in a suave, romantic tone, the kind of “pillow talk” he’d heard late‑night radio hosts use on their slow‑jam shows. He wanted to be ready in case he ever needed those skills. Adult themes and language.Boomer rating: Over the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  6. Aug 3

    Joe Louis Arena Tales!

    Ron shares another unbelievable business story from the 1990s. Back when Detroit Red Wings games at Joe Louis Arena were the hottest ticket in town, Ron invited several executives from one of Detroit’s Big Three automakers to a game in his company’s corporate suite. One executive and his wife were new to Detroit, and she was nervous about visiting downtown, so Ron personally promised to make sure they had a safe evening. While Ron escorted the VP and his wife, team member Harry brought two executives known for their hard-partying ways. Before long, the pair started an argument with guests in the neighboring suite—rumored to be owned by the mafia. Ron quickly smoothed things over and switched hosting duties, asking Harry to take care of the VP and his wife. When the game looked decided, the VP and his wife left early with Harry. An hour later, after the game ended, Ron headed to the parking garage and was stunned to find the VP and his wife still standing there—freezing cold and covered in icicles. "Where's Harry?" Ron asked. They pointed across the garage just as Harry ran by in a panic, yelling, “I can’t find my car! I can’t find my car!” As Harry raced by yet again, the two intoxicated executives suddenly yelled, "There's his car!" Having arrived with Harry earlier, they recognized it immediately. Without hesitation, they took off running, tackled Harry before he could make another lap around the garage and finally reunited him with the vehicle he had been searching for all night. Needless to say, that was the last time the VP and his wife went to Joe Louis Arena! Just another legendary—and completely unbelievable—business-world adventure from Boomers on the Edge. Adult themes and language.Boomer rating: On the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  7. Jul 27

    Men's Grooming Today

    Men’s Grooming Today Join Kenn and Ron as they take a humorous look at how men’s grooming has changed from the 1970s to today. Back in the day, most men kept their grooming routines simple—soap, shampoo, and maybe a comb. Today, the market is filled with specialized products for men’s hair, skin, beards, and more. For years, Ron was known among the Buds as the one who paid the most attention to grooming, often becoming the target of good-natured jokes. As modern media and advertisers encourage men to embrace more extensive grooming routines, it turns out Ron may have been ahead of the curve all along. Kenn explores the rise of men’s grooming products and how attitudes have shifted over the decades. What once seemed unusual for men is now a booming industry aimed directly at Boomer men and younger generations alike. The Buds also reminisce about their hiking adventures through America’s National Parks, where Ron’s washcloth hanging in the shower often stood alone—a sight that became a running joke among the group. But as grooming habits continue to evolve, some of the crew may be rethinking their position. Tune in for a fun and lighthearted discussion about changing trends, personal habits, and the sometimes-comical world of men’s grooming. It’s another entertaining Boomers on the Edge experience you won’t want to miss. Boomer rating: Below the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

  8. Jul 20

    Mr. Happy: The Last to Go

    Kenn joins Ron and guest host Randy to share one of the funniest and most memorable stories from their family — the tale of their grandfather's determination to keep romance alive well into his senior years, even as dementia began to take its toll. The first clue came at Grandma's funeral. As friends offered condolences and assured him that "she'll be waiting for you in heaven," Grandpa quickly replied, "I hope she can wait a little longer!" His family soon realized he wasn't planning on slowing down anytime soon. At a holiday gathering, Grandpa proudly told Ron that he attended every dance at the Senior Center he could. Beaming with excitement, he shared that at a recent dance, one particular lady had put her leg between his. Apparently, Grandpa still had game. As the years passed, dementia began affecting his memory and behavior. He often wandered off in search of his car dealer, convinced he had important business to attend to. Yet despite his declining mental faculties, his interest in the opposite sex never seemed to fade. Eventually, Grandpa moved into a care facility, where his frequent escape attempts continued. Then came the moment that would become family legend. During a visit from his daughters, Grandpa unexpectedly demonstrated that his sense of manhood was still very much intact—leaving everyone shocked and speechless. A nurse calmly explained that this behavior is not uncommon among men living with dementia. When Ron later told Kenn and Randy about the incident, he summed it up perfectly: "I'm proud to know that in my family Mr. Happy is the last to go!" It's a hilarious, heartfelt, and true story that proves some instincts survive just about everything. Another unforgettable real-life tale from Boomers on the Edge! Adult themes and humor.Boomer rating: Over the Edge.Send us Fan Mail https://www.boomersontheedge.com boomers@boomersontheedge.com

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5
out of 5
22 Ratings

About

Before smartphones. Before social media. Before anyone thought to record the evidence. Boomers on the Edge is a weekly storytelling podcast where two lifelong friends revisit the wild, reckless, and often unbelievable adventures of their youth. Kenn and Ron trade stories from the 60s, 70s, and 80s — the mischief, the bad decisions, and the close calls that somehow didn’t kill them. From gritty Detroit bars and summer days on the lake to high school locker rooms and blue-collar job sites, every episode blends sharp improv, vivid memories, and outrageous true tales. It’s unfiltered nostalgia — raw, irreverent, and laugh-out-loud funny. If you like your comedy honest, slightly inappropriate, and full of “there’s no way that really happened” moments… welcome to the edge.

Information

  • Creator
    Boomers on the Edge
  • Years Active
    2025 - 2026
  • Episodes
    51
  • Rating
    Explicit
  • Copyright
    © 2026 Boomers on the Edge
  • Show Website
    Boomers on the Edge

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