Boomers on the Edge

As a public service announcement to younger generations, Kenn shares the three worst—and arguably dumbest—things he has ever said to his wife during their marriage. Spoiler alert: none of them ended well. 1. Hair and the Truth Early in their marriage, Kenn's wife mentioned she was thinking about cutting her hair shorter. Wanting to be supportive, Kenn told her, "Do whatever you want.&quo...

Ron shares a hilarious family vacation story from an Alaska cruise in the early 2000s that became legendary for all the unexpected characters and unforgettable moments along the way. The adventure begins with a special inland excursion to a remote fish hatchery, reached by bush plane. During the flight, Ron, his brother-in-law, and his young son meet an eccentric gentleman from Palo Alto, Californ...

The world of Boomers on the Edge takes a mystical and hilarious detour in this unforgettable episode. Join Kenn and Ron as Ron recounts his adventure into Hollywood during the 2010s, when his longtime passion for screenwriting led him to a Pitchfest—where aspiring creators pitch movie ideas directly to entertainment industry insiders. A screenwriter for more than 13 years, Ron arrived armed with t...

What’s a 1970s household without a family dog—and one with a serious attitude? In this hilarious episode, guest host Randy shares the story of Pepper, the family’s scrappy little terrier who seemed to have a lifelong grudge against Randy’s dad… and made sure everyone knew it. Looking a bit like Toto from The Wizard of Oz , Pepper may have been small, but he had a big personality and a mischievous...

In the 1970s, young boys often looked up to larger-than-life action heroes like Rocky—but guest host Randy’s legendary friend Butchy may have taken “tough guy” culture to another level. In this episode, Randy shares hilarious and unforgettable stories about a friend who embodied the fearless, reckless, and wildly entertaining spirit of a true 1970s kid. Always chasing danger, excitement, and a lit...

Ron has a reputation—and not the subtle kind. Around the Buds, he’s practically known as a human lightning rod, with more close calls than most people would believe. In this episode, he shares one story that didn’t just describe lightning… it proved his point in real time. While out of town on a rainy business trip, Ron finds himself at dinner, entertaining colleagues with his greatest hits: light...

Guest host Randy, a single Boomer navigating the modern dating world, shares how the Buds—have a knack for unintentionally sabotaging his romantic evenings. Randy has one firm rule on dates: no phone ringer. He keeps things polite and distraction-free, with only the vibration setting on—just in case one of his adult kids needs him in an emergency. But one night at dinner, his phone won’t stop buzz...

In the 1990s, as Boomers settled into parenthood, everyday life came with its fair share of chaos—and comedy. In this episode, Kenn shares a story that perfectly captures both. After noticing a neighborhood kid picking on his son, Kenn pulls him aside and gives some blunt, old-school advice: if the bully doesn’t stop, he has permission to punch him in the nose. Not exactly textbook parenting—but v...

Kenn and Ron take things back to the 1970s with another round of unforgettable high school track stories—this time featuring a mix of pranks, poor decisions, and plenty of laughs. The first tale centers on a classic locker room prank: someone secretly slipped hair-removal cream into a teammate’s varsity jacket sleeves. The result? One very confused (and suddenly very smooth-armed) athlete. To this...

Guest host Randy is back with the crew, bringing along a classic (and slightly cringe-worthy) workplace story from the 1980s. While managing a team project, Randy arranged for a vendor to host a lunch and present their product. During an internal meeting, he asked his secretary to let him know when the sales rep arrived. Not long after, she burst into the room in a panic, gesturing urgently. The i...

Weddings are unforgettable milestones—no matter the decade, they come with their fair share of chaos, comedy, and stories that only get better with time. In this episode, the buds take a nostalgic trip back to the 1960s and 1980s, sharing some truly over-the-top moments that perfectly capture the spirit of wedding day mayhem. Ron kicks things off with fond memories of the music at weddings he atte...

Back in the 1970s, kids spent their days outside—running wild, getting into trouble, and occasionally turning an ordinary afternoon into an unexpected trip to the emergency room. In this episode, guest host Randy joins Ron to share a couple of unforgettable stories that both end the same way: with their dad asking, “How did that happen?!” Randy kicks things off with a tale of youthful determinatio...

Ron takes us back to the wild 1980s with another unforgettable business trip story. While traveling for training on the East Coast, Ron’s buddy Tom had a habit of hitting late-night discos and pretending he was single—despite being very married. His ego just needed a little reassurance now and then. On one trip, Tom insisted they drive over 90 miles to revisit a place called the “Mutiny,” convince...

Kenn, Ron, and guest host Randy dive into a hilarious “coming-of-age” episode of Boomers on the Edge , as Ron recounts the unforgettable—and awkward—story of one of his very first drive-in dates. Known back then as a clean-cut student and class president, Ron admits his dates usually leaned more toward conversations about academics and the National Honor Society than anything remotely romantic. Lo...

In this episode of Boomers on the Edge , Kenn and Ron dive headfirst into one of the most awkward—and hilarious—subjects known to mankind: the crotch. Because let’s face it… some of the funniest disasters in life seem to happen right there. Ron kicks things off with the story of a poor guy who drops a hot cup of coffee straight into his lap and immediately performs what can only be described as th...

Kenn and Ron look back at the 1980s and the early days of ATV riding—when exploring the woods meant real risk and there were no cell phones to call for help if something went wrong. Ron tells a story about riding Honda ATC 90 three-wheelers with his dad in the woods of northern Michigan. Their ride takes a dangerous turn when a truck and trailer cut them off on a narrow forest trail, forcing his d...

The adventures continue as guest host Randy joins Kenn and Ron for another round of outrageous childhood stories straight from the 1960s. Kenn kicks things off with a family “game” their mom introduced—one that put their love of snacks to the test. Forget competitive eating contests… the Coney Island hot dog challenge has nothing on a living room showdown involving an impressive number of cheese p...

It’s another hilarious flashback to the 1960s, when the Buds were just little kids and bedtime was strictly 8:00 PM — whether they were tired or not. Of course, sleep was the last thing on their minds. Causing chaos? That was a different story. Ron kicks things off with a mischievous memory of convincing his much younger brother to go on a “top secret” mission. While their parents entertained gues...

In this episode, Kenn and Ron swap outrageous workplace stories that prove no office day is ever truly “normal.” Ron opens with a corporate curveball from his early management days. When new technology wipes out the company’s all‑female Message Center, he’s tasked with finding new roles for the displaced team. He thinks he’s got it handled—until his buddy Joe suddenly fills Ron’s open position wit...

Guest host Randy is back with another unforgettable tale from the 1970s. As young teenagers, Randy and his buddy Johnny hatch a bold plan: a double-blind date while Johnny’s parents are away for the night. With the house to themselves, the boys “borrow” a little liquid courage from Johnny’s dad’s liquor cabinet and pass the time engaging in some classic ’70s teenage mischief—perched on the roof, l...

As Kenn, Craig, and Ron officially cross into “senior citizen” territory, one thing becomes clear: the doctor’s office is starting to feel like a second home. But in true Boomers on the Edge fashion, the “Buds” can’t seem to have a normal medical visit without it turning into comedy gold. Kenn kicks things off with an orthodontics office disaster. Thinking the kid in the chair in front of him was...

Kenn, Craig, and Ron take listeners on a wild ride to topless beaches around the world, sharing unforgettable travel stories filled with questionable decisions and classic Boomer antics. Kenn kicks things off with a hilarious tale from Punta Cana in the Dominican Republic. While chaperoning a high school class trip, one overly enthusiastic dad feels compelled to “educate” the other fathers by shar...

Guest host Randy delivers another Boomers on the Edge classic, sharing a wild story from the early 1980s when he and his friend Herm worked as busboys at a restaurant with a very unusual past—a former funeral home. The setting alone sets the mood, with old “viewing rooms” transformed into elegant dining rooms, each with its own fancy name. When a rodent is spotted scurrying through the main dining...

Boomers on the Edge takes a wild ride back to the 1980s as Kenn, Craig, and Ron relive some truly terrifying boating experiences on Lake St. Clair and the Detroit River. Each of the Buds shares a tale of danger that proves one universal truth: trouble on the water almost always starts when you trust someone else to be in charge. Kenn recalls his days on the college rowing team, when a distracted c...

More outrageous locker room stories from the 1970s—when it was a different era and the rules of mischief were, let’s say, flexible . Fan-favorite “California Beautiful,” the school track star from Episode 3, makes a triumphant return and once again wreaks havoc on an unsuspecting coach. Having learned well from seniors like California Beautiful, chaos quickly follows. Craig enthusiastically “welco...