Curious Crossroads: A Millenial and Boomer Dialogue

PODCAST · comedy

Curious Crossroads: A Millenial and Boomer Dialogue

We dive into the dynamic world of a father-son duo as they navigate the intriguing intersections of their generational perspectives. Step into a captivating journey with Doug Sr., a seasoned baby boomer bringing to the table 40+ years as a media consultant, entrepreneur, and business. Alongside him is Doug Jr., his millennial son, who has worked as a motion graphic artist and editor for the Minnesota Gophers Timberwolves & Lynx, brings a dynamic, tech-forward perspective and innovative ideas to the podcast. Together, they delve into a wide array of subjects, bridging generations through engaging discussions that blend the richness of experience with the excitement of new possibilities. Join us for a unique exploration across a broad spectrum of topics, where past insights and future visions converge. From technology, politics, and culture to personal growth, sustainability, and the changing workplace, they challenge, complement, and occasionally clash over their views. It’s a heartf

  1. 28

    The Unbelievable Story Behind a 42-Game Losing Streak | Thomas L. Pelissero

    In this episode of Curious Crossroads, we sit down with author Thomas L. Pelissero to talk about one of the most unbelievable stories in high school basketball history. Pelissero’s book Bring One Home tells the powerful story of the Bessemer Speedboys, a small-town basketball team that endured an astonishing 42-game losing streak in Michigan’s Upper Peninsula during the 1960s. But this story is about much more than losses — it’s about perseverance, small-town pride, and the deep connection between a community and its team. We explore: The real story behind the 42-game losing streak The culture of Upper Peninsula basketball The inspiration behind Pelissero’s book Bring One Home Why this story still resonates decades later It’s a fascinating conversation about sports, resilience, and the spirit of small-town America. 📘 Book: Bring One Home – A Memoir of Boyhood, Basketball, and Hometown Spirit

  2. 27

    Her life became one of the Best Movies of the Year | Song Sung Blue | Hugh Jackman & Kate Hudson

    Song Sung Blue didn’t start as a movie — it started with a real person. In this episode, we explore how Claire Sardina’s life and experiences helped inspire Song Sung Blue, the acclaimed film starring Hugh Jackman and Oscar-nominated actress Kate Hudson. We break down the real-life story behind the movie, how Hudson brought the character inspired by Claire to life, and why the film became one of the most talked-about movies of the year. This is the true human story behind Song Sung Blue — and why it resonated so deeply with audiences and awards voters alike.

  3. 26

    The Boys Are Back: Drive-In Movie Gone Wrong

    We’re back after a short hiatus following a medical issue, and in this episode we dive straight into the stories that shaped us growing up. From the wild car accidents we somehow walked away from, to the close calls, dumb decisions, and one hilarious drive-in movie mishap that still makes us laugh, we look back at how fast life can flip and how those moments stick with you for decades. It’s nostalgia, chaos, and comedy all wrapped into one episode — and we’re glad to be back. Thanks for sticking with us.

  4. 25

    Harry Potter and The Boy Who Lived | Featuring David Holmes

    Join us for a powerful conversation with David Holmes, the lead stunt double for Daniel Radcliffe in the Harry Potter films and the subject of the HBO documentary The Boy Who Lived.In this episode of Curious Crossroads, David opens up about his journey — from the magic of working behind the scenes on Harry Potter, to the accident that changed his life forever, to the resilience and hope that continue to inspire millions around the world.We explore: ⚡ What it was like performing stunts in the wizarding world ⚡ His bond with Daniel Radcliffe and the cast ⚡ Life after the accident and his fight to keep inspiring others ⚡ The lessons of strength, friendship, and courage he carries todayThis is the story you don’t know about the real “Boy Who Lived.

  5. 24

    AI is Rewriting the Rules - Featuring Rob Demars

    From Zoo Pals to an AI-Powered World: Rob DeMars on Reinventing TV and RadioIn this episode of Curious Crossroads, we sit down with Rob DeMars—Chief Creative Officer at Marketing Architects and creative force at its sister company, Misfits & Machines. Rob has helped bring some of the most unforgettable products to life, from the iconic Hurrycane to the cuddly Stuffies animals to the wildly fun Zoo Pals plates. Now, he’s revealing how artificial intelligence is set to completely transform advertising and marketing—reshaping creativity, storytelling, and brand building forever. Expect insider product stories, creative industry secrets, and a future-focused look at how AI will disrupt everything we thought we knew about marketing.

  6. 23

    To Hell and Back: From Addiction to Enlightenment

    In this raw and soul-stirring episode, we sit down with Mike Potter—philosopher, author of four powerful books, and former counselor at Minnesota’s renowned Hazelden Recovery Center. Mike takes us on a journey through the darkest corners of addiction and into the light of spiritual awakening. With deep wisdom, lived experience, and a no-holds-barred approach to truth, he shares how pain can become purpose and how hitting rock bottom can be the first step toward enlightenment. This conversation isn’t just about recovery—it’s about redemption, meaning, and the human spirit’s ability to rise.

  7. 22

    Surviving & Thriving in Hollywood

    On this episode of Curious Crossroads, we sit down with Joe Taft — a gifted storyteller, writer, artist, filmmaker, and stage manager at Hollywood’s iconic Quixote Studios. Joe takes us on an intimate journey through his creative evolution, sharing what it's really like working behind the scenes in the film industry. From navigating the uncertainty of COVID, industry-wide strikes, and even California wildfires, Joe reflects on the challenges and resilience it takes to keep the creative flame alive in Hollywood. He also opens up about his dream to work for Warner Brothers — a goal that’s becoming more real as his work gains attention from industry heavyweights, including Guardians of the Galaxy director James Gunn.

  8. 21

    The Radio Legend Who Rewrote the Rules: Dan ‘Common Man’ Cole

    Radio legend Dan "The Common Man" Cole joins us for a hilarious, unfiltered deep dive into a life behind the mic. A true Minnesota icon, Dan shares how he broke all the traditional rules of radio and ended up building one of the most unique and loyal followings in the business.We talk about the origins of The Grum, his unique approach to comedy and broadcasting, and what keeps him grounded after decades on air. Dan also shares some epic stories — including run-ins with Jesse Ventura — and gives us the behind-the-scenes scoop on writing his book, Being the Common Man.

  9. 20

    Joey & Daniel Love Is Blind Interview | Behind The Scenes & Giving Back

    In this episode, we dive into part 2 of the latest season of Love is Blind with Joey and Daniel— breaking down the chaos, the couples, and all the unexpected moments. We also shine a spotlight on Live to Give, a Minnesota-based nonprofit that's doing some incredible work and giving back to the community. On top of that, we get into a variety of random topics, stories, and questions to help you get to know us a little better. And of course, Danny couldn’t resist trying out an impression of Joey’s accent — you’ll have to decide how accurate it really is. It’s a laid-back, fun conversation full of laughs and good vibes. https://www.livetogivemn.org/ Instagram: @livetogivemn Youtube: ⁨@LiveToGive⁩ instagram: https://www.instagram.com/curious.crossroads/ ⁨@CuriousCrossroadsPod⁩ #loveisblind

  10. 19

    Joey Leveille Spills the Truth About ‘Love Is Blind’ | Behind the Scenes & Reality Checks

    Joey Leveille from Love Is Blind joins Curious Crossroads for a raw, unfiltered conversation about what really went down behind the scenes. From navigating the intense public scrutiny to addressing the drama head-on, Joey opens up about the emotional rollercoaster of reality TV and the moment he truly knew he wouldn’t say ‘I do’ at the altar. If you’ve ever wondered what happens when the cameras stop rolling, this is the episode for you. Don’t miss this deep dive into the reality behind reality TV! #LoveIsBlind #LoveIsBlindNetflix #LoveIsBlindSeason8 #LoveIsBlindJoey #JoeyLeveille #Joey #Netflix #RealityTV #LIB8 #LoveIsBlindDrama #BehindTheScenes #RealityCheck #LoveIsBlindCast #LoveIsBlindFans #CuriousCrossroads Get the most secure Bitcoin hardware wallet at https://coinkite.com

  11. 18

    Doctor Visit Gone Wrong - The Awkward Reality of knowing your nurse

    Curious Crossroads - Episode 18: Jeff Magdik & Scott McAdam In this episode of Curious Crossroads, we sit down with Jeff Magdik and Scott McAdam for a hilarious and insightful conversation covering everything from the awkward realities of getting older to embarrassing colonoscopy stories. We also dive into Super Bowl talk, unexpected medical mishaps, and plenty of laughs along the way. If you’ve ever had a "getting old" moment or just enjoy a good story, this one's for you! 👉 Don’t forget to like, comment, and subscribe for more curious conversations!

  12. 17

    You Were Lied To About Your Food: Discovering the Truth with Matthew Lysiak

    In Episode 17 of Curious Crossroads, we sit down with Matthew Lysiak to uncover the shocking truth behind "The Big Cholesterol Lie." We dive into his groundbreaking book, Fiat Food, and explore how our food system impacts health and wellness. Plus, we discuss the Apple TV series inspired by his life, blending personal stories with larger societal themes. Don’t miss this captivating conversation that challenges conventional wisdom and explores the intersection of health, media, and truth.The views and opinions expressed in this episode of Curious Crossroads are those of the guest and host and do not necessarily reflect the official policy or position of the podcast or its creators. The information shared is for informational and entertainment purposes only and should not be taken as medical, financial, or legal advice. Always consult with a qualified professional for guidance specific to your individual circumstances. Listener discretion is advised.

  13. 16

    The Future of Money, Technology, and Humanity - Featuring Jeff Booth

    Episode 16: Jeff Booth - The Future of Money, Technology, and Humanity 🌐 In this profound episode of Curious Crossroads, we sit down with visionary entrepreneur, investor, and author Jeff Booth, known for his transformative insights into the intersection of technology, deflation, and the future of global economies. 🌎💡 Join us as we explore: ✅ Why deflation is the key to abundance ✅ How Bitcoin plays a pivotal role in shaping the future of money ✅ The impact of exponential technologies on society If you're curious about the paradigm shifts happening around us and what it means for our collective future, this is a conversation you can't afford to miss. 🔥 Hit LIKE, SUBSCRIBE, and turn on the bell 🔔 to stay updated with more thought-provoking conversations! #JeffBooth #Bitcoin #Technology #Economics #CuriousCrossroads

  14. 15

    Bitcoin Basics with Natalie Brunell: Why It’s the Future of Money

    In this episode of Curious Crossroads, we sit down with Natalie Brunell, a leading voice in the Bitcoin space, to dive deep into the world of Bitcoin and how Bitcoin works. This is part 1 of our 3 part series! We break down the basics for anyone curious about what Bitcoin is and why it matters in today's financial landscape. Whether you're a beginner looking to understand how Bitcoin works or someone interested in its potential to revolutionize the global economy, this conversation is packed with valuable insights. Topics we cover: 🔹 What is Bitcoin? 🔹 Why do we need Bitcoin? 🔹 The difference between Bitcoin and traditional money. 🔹 How Bitcoin could shape the future of finance. Natalie shares her expert knowledge, addressing common misconceptions and highlighting why Bitcoin is more than just an investment—it's a movement. If you've ever wondered about the fundamentals of Bitcoin or wanted to hear from one of its most passionate advocates, this episode is for you!

  15. 14

    Minnesota’s UFO Secrets: Inside MUFON with State Director Tom Maher

    UFO MYSTERIES EXPOSED! Take a dive Inside America's UFO Investigation. Join us for an out-of-this-world conversation with Tom Maher, the State Director of Minnesota for MUFON (Mutual UFO Network), as we explore the fascinating world of UFO sightings and investigations! Aliens are here, and are they our friends? In this episode, Tom shares his personal experiences, the most compelling UFO cases in Minnesota, and the rigorous criteria MUFON uses to investigate reports of unidentified aerial phenomena. Whether you're a believer, a skeptic, or just curious about what might be out there, this episode will spark your imagination and open your mind to the mysteries of the skies.

  16. 13

    Aviation’s Biggest Mystery - MH370: Something Strange Is Going On - Ashton Forbes Investigates

    Welcome to epidsode 13! In this thought-provoking video, investigator Ashton Forbes dives deep into the mystery of Malaysia Airlines Flight MH370, discussing new theories and analyzing key evidence that challenges the official narrative. Join us as we explore the ongoing search for answers to one of the greatest aviation mysteries of our time. Forbes' ability to dissect complex details has made him a sought-after guest in the podcasting world, captivating audiences with his fresh perspectives on this ongoing aviation mystery. Please note, this video is intended for open discussion and analysis, and does not claim to provide definitive conclusions. Viewer discretion is advised, and we approach this sensitive topic with respect for all those affected.

  17. 12

    Minnesota's Thriving Armwrestling Scene: The Rise of a New Powerhouse!

    In this exciting episode, we sit down with Cailie Derifield, a dynamic entrepreneur who has taken the business world by storm and is now making waves in the armwrestling community in Minnesota. Join us as Cailie shares her incredible journey from starting her own candy and baking business to running successful lemonade stands at county fairs. But that's not all – Cailie is also a major advocate for armwrestling, organizing major events and fostering a growing community in Minnesota. Her passion and dedication have led her family to become top-ranked armwrestlers in their divisions. Tune in to hear about Cailie's entrepreneurial challenges, triumphs, and her vision for the future of armwrestling. Don't miss this inspiring conversation full of insights, motivation, and the unique crossroads of business and sport.

  18. 11

    RAGBRAI 2024 PREVIEW: The "Sturgis" of Cycling - Epic Rides & Crazy Stories

    In this video, we sit down with the amazing Tom Horita to get his insights and stories from the ride. From the camaraderie of the cyclists to the picturesque landscapes of Iowa, Tom shares what makes RAGBRAI a must-experience event. But that's not all! We'll also chat about the thrill of scoring a hole-in-one and how music keeps the energy high throughout the ride. Whether you're a cycling enthusiast, a golf fan, or just love good tunes, this video has something for you. Don't miss out on the fun and inspiration from RAGBRAI 2024! Like, comment, and subscribe for more awesome content.

  19. 10

    Hotel Horror Stories: Real Experiences That Will Give You Nightmares!

    Curious Crossroads | Episode 10: Join us for a spine-chilling episode of Curious Crossroads as we dive into the dark and eerie world of hotel horror stories with our special guest, Katie Schultz. In Episode 10, Katie shares her unsettling encounters, including the bizarre tale of finding her cat in a hotel room under unique circumstances. She also recounts her experiences of Alaska and more. Prepare yourself for suspense and intrigue as we explore these real-life tales that are sure to leave you on the edge of your seat!

  20. 9

    The Infamous Minnesota Sports Curse

    Welcome to Episode 9 of "Curious Crossroads"! In this episode, we dive deep into the infamous Minnesota Sports Curse and explore whether the Timberwolves can break the cycle as they battle in the Western Conference Finals. Join us as hosts Jeff Mags and Scott McAdam return to share their insights, analysis, and predictions on this nail-biting series. Will the Timberwolves finally overcome the curse and make history? Tune in to find out and get the latest updates on Minnesota's sports scene! Don't forget to like, comment, and subscribe for more episodes of Curious Crossroads.

  21. 8

    Wrestling Secrets Revealed! Scott McAdam Exposes the Truth Behind professional wrestling

    Welcome to Episode 8 of Curious Crossroads!This week, we're diving deep into the electrifying world of professional wrestling with none other than our good friend and wrestling guru, Scott McAdam! Scott brings years of expertise and an undying passion for the sport, making him the perfect guide to the high-energy, dynamic universe of wrestling.

  22. 7

    Episode 7: Vegas casinos demolished and an epic bachelor party

    Welcome to episode 7 of Curious Crossroads, where history meets high-roller hijinks in the heart of Las Vegas! In this explosive installment, we take a closer look at the dramatic implosions of some of Vegas' most iconic casinos. Experience the thunderous roars and bright flashes as giants like the Sands and Stardust come tumbling down, marking the end of an era and making way for modern marvels.But that's just the first roll of the dice! Join us as we tag along on an epic bachelor party, giving you the insider's guide to throwing a legendary Vegas celebration. From adrenaline-pumping daytime activities to the top nightlife spots that keep the party going till dawn, we've got you covered.Whether you're a history buff, thrill-seeker, or party animal, this episode of Curious Crossroads has something for everyone. Don’t forget to subscribe, leave a review, and share with friends as we dive into the glitz, glam, and explosive history of Las Vegas!

  23. 6

    EPISODE 6: Unbelievable Encounter! Deputy’s Close Call with a UFO in Minnesota

    This week on Curious Crossroads, we delve into the enigmatic world of a Minnesota deputy's late-night encounter that has remained a baffling mystery. In 1979, an ordinary patrol took an extraordinary twist when Deputy Val Johnson faced an inexplicable event, leaving behind physical evidence that continues to intrigue. What happened on that quiet Minnesota night? Join us as we explore the Val Johnson incident, a story that challenges the boundaries of the known and the unknown.

  24. 5

    Podcast 5: Curious Crossroads - Jeff Mags crashes the pod

    Welcome to Episode 5! We are calling this a bonus episode since it was not planned. Today, we're thrilled to have Jeff Mags as our guest. Jeff, a long time family friend is a connoisseur of cinema, avid golfer, car enthusiast, and master of randomness, brings a unique perspective to our show. As we navigate through the winding paths of Jeff's interests and experiences, expect a journey filled with fascinating anecdotes, deep dives into cinematic masterpieces, tips from the fairways, under-the-hood car talks, and unexpected turns into the whimsically unknown. So, buckle up, and let's explore the curious crossroads of life's passions with Jeff Mags.

  25. 4

    Podcast 4: Curious Crossroads - Rami Azer

    Rami Azer brings a wealth of knowledge and experience, shedding light on the latest technological advancements and how they are shaping the future. We dive into the intricacies of aerospace engineering, discussing the complexities of designing and managing projects that push the boundaries of what's possible. The conversation then shifts to Tesla, test driving the Model Y and exploring how the company's innovations in electric vehicles and renewable energy are revolutionizing the automotive industry. But it's not all science and engineering; we also venture into the realm of the extraterrestrial. Our guest shares their insights and theories on aliens, drawing from their experience in the aerospace industry to speculate on the possibilities of life beyond Earth.

  26. 3

    Podcast 3: Curious Crossroads - A Weekend Full of Surprises

    Hey folks, strap in for a wild ride in this week's episode! We're starting off with our legendary poker night - a mix of strategy, sheer luck, and a whole lot of laughter. Next Doug Jr. gets an unexpected gift that takes him by surprise. Find out the story behind this thoughtful present, who was behind the surprise, and why it means so much. Then get ready for an epic arm wrestling tournament that's all about strength, strategy, and some friendly rivalry.

  27. 2

    Podcast 2: Curious Crossroads - Finding our Groove

    In Episode 2, we blend the past and the future, exploring the timeless music of the Lamont Cranston Band and the implications of a groundbreaking AI tool from Open AI. We also honor the late great Director, writer and producer John Hughes. Quick update, our podcast has officially made its mark across all major podcasting platforms and youtube, broadening our reach and inviting listeners from all generations to join in on the conversation. Tune in for a journey through nostalgia and innovation, where music and machines meet. Duration 40 minutes.

  28. 1

    Podcast 1: Curious Crossroads - The Pilot Episode

    The 2 Dougs embark on their podcasting adventure, weaving together nothing less than spontaneous dialogues across two distinct generations. In today's episode, they dive into an eclectic mix of topics: golf, cinema, Elon Musk, Bitcoin, and the intriguing question of whether our reality is a simulation. Duration: 30 minutes.

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ABOUT THIS SHOW

We dive into the dynamic world of a father-son duo as they navigate the intriguing intersections of their generational perspectives. Step into a captivating journey with Doug Sr., a seasoned baby boomer bringing to the table 40+ years as a media consultant, entrepreneur, and business. Alongside him is Doug Jr., his millennial son, who has worked as a motion graphic artist and editor for the Minnesota Gophers Timberwolves & Lynx, brings a dynamic, tech-forward perspective and innovative ideas to the podcast. Together, they delve into a wide array of subjects, bridging generations through engaging discussions that blend the richness of experience with the excitement of new possibilities. Join us for a unique exploration across a broad spectrum of topics, where past insights and future visions converge. From technology, politics, and culture to personal growth, sustainability, and the changing workplace, they challenge, complement, and occasionally clash over their views. It’s a heartf

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Curious Crossroads

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