Conversations with Rich Bennett

Rich Bennett
  • 4.6 (69)
  • SOCIETY & CULTURE
  • UPDATED WEEKLY

Join Rich Bennett and his dynamic cohosts as they engage with individuals from diverse backgrounds—authors, entrepreneurs, activists, and everyday heroes—uncovering their unique stories and insights. Each episode offers a deep dive into personal journeys, community initiatives, and transformative experiences, providing listeners with inspiration and practical takeaways. Tune in to discover stories that uplift, inform, and connect us all. Subscribe now to be part of these compelling conversations. Interested in being a guest on Conversations with Rich Bennett? Reach out to Rich Bennett through PodMatch: https://www.podmatch.com/hostdetailpreview/richbennett.

  1. Derek Diem on Recovery, Food, and Love

    12H AGO

    Derek Diem on Recovery, Food, and Love

    Recovery is not just about quitting something. It is about rebuilding your life, understanding your habits, and finding the courage to face the reasons behind them. In this powerful episode of Conversations with Rich Bennett, Rich and co-host Wendy Beck sit down with Derek Diem, who shares his honest journey through addiction recovery, gambling, food struggles, weight loss, heartbreak, and learning how to love himself again. Derek got clean on July 25, 2014, after beginning his recovery journey in San Diego, and today he uses what he has learned through the 12-step program, fitness, and personal growth to help others understand that change is possible. Takeaways from this episode:  Why recovery is a lifestyle, not a one-time decision  How food, gambling, and other behaviors can become replacements for addiction  Why understanding the “why” behind habits matters  How the gym helped Derek through anxiety, depression, and heartbreak  Why love, support, and honesty can help people come back to life Mentioned in this episode: Freedom Federal Credit Union Studios, American Addiction Centers, Dream Excel, Repurposed Rising, GLP-1 coaching, and ChatGPT. Subscribe to Conversations with Rich Bennett, leave a review, and share this episode with someone who needs to hear that they are not alone. Send us Fan Mail Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    51 min
  2. Melora Fern on the Remarkable Whistling Women

    2D AGO

    Melora Fern on the Remarkable Whistling Women

    What if one of the most fascinating parts of American history was never taught in school? In this episode, Rich sits down with author Melora Fern to uncover the forgotten world of concert whistlers and the Chautauqua movement that once reached millions across the country. Melora shares how a simple box of her grandmother’s mementos led her to write Whistling Women and Crowing Hens, a novel that shines a light on women’s independence, creativity, and resilience during the 1920s. About the Guest: Melora Fern is a historical fiction author whose work brings overlooked stories of American history to life. Her debut novel is inspired by her grandmother’s real experiences traveling and performing during the Chautauqua era. What You’ll Learn:  The truth about the Chautauqua movement  Why concert whistling was once a respected art  How women navigated independence in the 1920s  The power of research in storytelling  What it takes to reinvent yourself later in life Resources & Links: https://melorafern.com https://www.freedomfcu.org If you enjoyed this episode, be sure to subscribe, leave a review, and share it with someone who loves history and great stories. Send us Fan Mail Freedom Federal Credit UnionHELPING YOU REACH YOUR FINANCIAL DREAMSDisclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    53 min
  3. Kyle Asperger on Anarchy, AI, and Authentic Marketing

    5D AGO

    Kyle Asperger on Anarchy, AI, and Authentic Marketing

    What if everything you’ve been told about marketing is wrong? In this episode of Conversations with Rich Bennett, Rich sits down with Kyle Asperger, a marketing coach and founder of Anarchy for a Day, who’s on a mission to help people stop blending in and start standing out. Kyle shares his journey from running a traditional marketing agency to completely reinventing his approach in a world being rapidly reshaped by AI. Along the way, he opens up about failure, identity, and why entrepreneurship is really about understanding yourself. In this episode, you’ll learn:  Why failure is your greatest advantage  How AI is changing marketing and what to do about it  The difference between SEO and AEO  Why most brands struggle to stand out  How to rethink your marketing from the ground up You’ll also hear how Kyle’s background in acting and improv gives him a unique edge in communication and coaching. 🔗 Learn more: https://anarchyforaday.com 📥 Download Kyle’s free framework: /free-pdf If you enjoyed this episode, make sure to subscribe, leave a review, and share it with someone who needs to hear it. Send us Fan Mail Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    50 min
  4. Rachel Waters and the Truth About Hospice Care

    APR 29

    Rachel Waters and the Truth About Hospice Care

    What if doing the right thing for someone you love could cost you everything? In this gripping episode, Rich sits down with Rachel Waters, a caregiver who was shockingly charged with murder after her mother’s hospice death. Her story reveals the frightening gaps in the system that every family should know about before facing end-of-life care. Rachel Waters is an advocate for caregiver protections and the founder of Marsha’s Law, a proposed reform designed to prevent others from experiencing what she endured. In this episode, you’ll learn:  The hidden risks caregivers face in hospice situations  How a misunderstanding led to a murder charge  What Marsha’s Law is and why it matters  Practical steps to protect yourself and your loved ones Resources: https://marshaslaw.org Rachel’s story is emotional, eye-opening, and incredibly important. If this episode resonates with you, please leave a review, subscribe, and share it with someone who needs to hear it. You never know who it might help. Send us Fan Mail American Auto Repair Sales & ServicesAmerican Auto Repair & Performance was founded on the basic idea that everyone deserves respect. It Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    1h 14m
  5. Diane Strand on Inclusion and Opportunity

    APR 27

    Diane Strand on Inclusion and Opportunity

    What if creativity could change someone’s entire future? In this episode of Conversations with Rich Bennett, Rich sits down with Diane Strand, an award-winning entrepreneur and founder of JDS Creative Academy, to explore how the arts are opening doors for foster youth, at-risk teens, and neurodiverse adults. Diane shares her journey from working on major productions like General Hospital and Friends to building a mission-driven organization that blends creativity with career development. Through hands-on training in visual, performing, and digital arts, she’s helping individuals gain confidence, skills, and real-world opportunities. You’ll learn:  How the arts can create real career pathways  Why inclusion is a powerful business strategy  The truth about dyslexia and creativity  How small opportunities can transform lives  Ways to support and get involved Links Mentioned: https://jdscreativeacademy.org https://jdsstudio.live https://digifesttemecula.org If this episode inspires you, be sure to subscribe, leave a review, and share it with someone who needs to hear this message. Let’s keep the conversation going. Send us Fan Mail Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    38 min
  6. Marriage Isn’t What You Think… It’s Better

    APR 24

    Marriage Isn’t What You Think… It’s Better

    Marriage is one of the biggest commitments you’ll ever make… but what does it really take to make it last? In this special solo episode, Rich Bennett shares heartfelt, real-life marriage advice inspired by his nephew’s wedding day and his own 29-year journey. This isn’t the typical fairytale talk. It’s honest, practical, and grounded in real experience. Rich opens up about the truth behind marriage, from the importance of communication and daily commitment to navigating tough seasons and growing together over time. In this episode, you’ll learn:  Why marriage is a daily choice, not just a feeling  The difference between love and commitment  How small, consistent actions build strong relationships  The key to growing together instead of apart  Why tough seasons are normal and necessary Whether you’re married, engaged, or just thinking about it, this episode offers real insight into what makes a relationship last. If this episode resonated with you, leave a review, share it with someone who needs to hear it, and connect with Rich at harfordcountyliving.com. Send us Fan Mail Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    7 min
  7. America Explained: The Truth About Bourbon

    APR 22

    America Explained: The Truth About Bourbon

    Bourbon isn’t just a drink. It’s a story rooted in American history, innovation, and survival. In this solo episode, Rich Bennett takes you on a journey through the origins of bourbon, breaking down how it started with early settlers and evolved into one of the most iconic spirits in the world. Along the way, he clears up some of the biggest myths and misconceptions that people still believe today. Rich shares his personal connection to bourbon, explains what legally defines it, and reveals why the charred oak barrel is the real game changer behind its flavor. In this episode, you’ll learn:  Where bourbon really comes from  What makes bourbon different from other whiskey  The truth behind common bourbon myths  How Prohibition nearly destroyed the industry  Why bourbon represents American craftsmanship Whether you’re a bourbon enthusiast or just curious about its story, this episode will give you a whole new appreciation for what’s in your glass. If you enjoyed this episode, be sure to subscribe, leave a review, and share it with someone who loves bourbon. Send us Fan Mail Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    11 min
  8. The Truth About Money, Identity & Happiness with Anthony Spark

    APR 20

    The Truth About Money, Identity & Happiness with Anthony Spark

    What if success isn’t really about money? In this episode, Rich sits down with Anthony Spark, entrepreneur and success coach, to break down what truly matters when it comes to building a meaningful life. With over two decades of experience, Anthony shares how identity, values, and fulfillment play a bigger role in success than most people realize. Anthony Spark is a seasoned entrepreneur and coach who has built a multi-million dollar business while helping others grow personally and professionally. His approach blends leadership, mindset, and real-life experience to guide people toward both success and happiness. In this episode, you’ll learn:  Why making money and keeping money are two different skills  How your identity shapes your success  The importance of balancing ambition with family life  Why fulfillment matters more than achievements  How coaching can accelerate your growth Anthony also shares powerful personal stories, including moments that highlight the real impact of mentorship and human connection. 🔗 Resources:  Spark A Change Coaching  The Phoenix Manifesto If you enjoyed this episode, make sure to subscribe, leave a review, and share it with someone who needs to hear it. And as always, join the conversation by reaching out to Rich directly. Send us Fan Mail Support the show Rate & Review on Apple Podcasts  Follow the Conversations with Rich Bennett podcast on Social Media: Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | Facebook Twitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennett TikTok – CWRB (@conversationsrichbennett) | TikTok Sponsors, Affiliates, and ways we pay the bills: Hosted on Buzzsprout SquadCast Subscribe by Email

    46 min
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4.6
out of 5
69 Ratings

About

Join Rich Bennett and his dynamic cohosts as they engage with individuals from diverse backgrounds—authors, entrepreneurs, activists, and everyday heroes—uncovering their unique stories and insights. Each episode offers a deep dive into personal journeys, community initiatives, and transformative experiences, providing listeners with inspiration and practical takeaways. Tune in to discover stories that uplift, inform, and connect us all. Subscribe now to be part of these compelling conversations. Interested in being a guest on Conversations with Rich Bennett? Reach out to Rich Bennett through PodMatch: https://www.podmatch.com/hostdetailpreview/richbennett.

Information

  • Creator
    Rich Bennett
  • Years Active
    2016 - 2026
  • Episodes
    834
  • Rating
    Explicit
  • Copyright
    © 2026 Conversations with Rich Bennett
  • Show Website
    Conversations with Rich Bennett