Managing Difficult People

Adam Holbrook
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Managing Difficult People is a leadership podcast that helps managers, executives, and team leaders handle conflict, improve communication, and build stronger workplace relationships. You can’t change difficult people—but you can change how you lead, influence, and respond to them. Each episode delivers practical strategies to reduce workplace tension, build trust, strengthen culture, and turn challenging personalities into opportunities for better leadership. Learn how to manage reactive communication, set boundaries, resolve conflict, and lead teams with clarity, confidence, and connection.

  1. 21 hr ago

    Your Worst Mistake Doesn't Define You: A Story of Accountability and Redemption with Michael V. Crismali

    What happens when your worst mistake becomes public... and everyone knows your name? In this unforgettable episode of Managing Difficult People, Adam Holbrook sits down with author, speaker, and mental health advocate Michael V. Crismali for a raw and deeply honest conversation about shame, accountability, forgiveness, and rebuilding a life after public failure. Michael shares the painful story behind his book, My Name Is, revealing how years of hidden financial misconduct while serving as a volunteer fire department treasurer ultimately led him to make the courageous decision to turn himself in and face the consequences. Rather than making excuses, Michael openly discusses the personal struggles that contributed to his poor decisions, including financial pressure, family challenges, and the emotional toll of trying to maintain the image of having everything together. He explains how shame grows in secrecy, why accountability became the first step toward healing, and how carrying a hidden burden can quietly destroy every area of life. Michael recounts the emotional conversations that changed his life forever, from confessing to his fire chief and facing his fellow firefighters to telling his children the truth before the story reached the news. Through each painful moment, he discovered that while consequences cannot be avoided, honesty creates the possibility for healing, redemption, and a future built on character instead of reputation. The conversation also explores faith, forgiveness, identity, and the difference between accepting responsibility and allowing your past to define your future. Michael introduces the principles behind his RECLAIM Framework, encouraging anyone carrying guilt, shame, addiction, failure, or hidden struggles to stop facing life alone and begin taking steps toward lasting freedom and personal transformation. Whether you're struggling with regret, rebuilding after a personal setback, supporting someone through difficult circumstances, or simply seeking hope that people can change, this episode is a powerful reminder that your worst decision does not have to become your permanent identity. Healing begins with truth, and redemption begins with the courage to take the first step. Connect with Michael V. Crismali Website: https://legacywordservices.com Facebook: Michael V. Crismali TikTok: @Fireguy LinkedIn: Michael V. Crismali Book: My Name Is (Available on Amazon) Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  2. 29 Jul

    You Are Not Alone: A Powerful Story of Addiction, Suicide, Faith, and Recovery with Kate Parson

    What happens when someone who's battled addiction, mental illness, trauma, and suicide attempts refuses to let their story end there? In this powerful episode of Managing Difficult People, host Adam Holbrook sits down with Kate Parsons, a nationally recognized recovery advocate, mental health educator, and faith-based leader, for an honest conversation about addiction, bipolar disorder, suicide prevention, recovery, and the hope that's possible even after life's darkest moments. Kate openly shares her personal journey, from experimenting with alcohol as a teenager to battling cocaine addiction, living with bipolar disorder, surviving suicide attempts, and eventually relapsing after nearly two decades of sobriety during the COVID-19 pandemic. She explains the difference between simply being sober and truly living in recovery, emphasizing why healing the underlying emotional wounds is just as important as overcoming substance use. Together, Adam and Kate explore the stigma surrounding mental health, why so many people suffer in silence, the life-changing impact of asking for help, and how vulnerability creates connection instead of weakness. They also discuss practical tools for recovery, including Alcoholics Anonymous, peer support, faith, community, recovery capital, suicide prevention, and the importance of surrounding yourself with people who genuinely care about your future. One of the most moving moments of the conversation centers on Kate's journey back to faith. Rather than finding healing through religion alone, she discovered a deeply personal relationship with God that transformed her recovery and gave her a renewed sense of purpose. Today, she equips churches, organizations, and communities across Tennessee with training in mental health, addiction recovery, trauma-informed care, and suicide prevention, helping others become a source of hope for those who are struggling. If you or someone you love is battling addiction, mental illness, depression, or thoughts of suicide, this episode offers practical encouragement, real-world resources, and a powerful reminder that recovery is possible. You are never beyond hope, and you never have to walk the journey alone. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  3. 22 Jul

    The Power of Resilience: What Comes After Tragedy? with Ron Gold

    What do you do when your entire life changes in an instant? In this powerful episode of Managing Difficult People, Adam Holbrook sits down with resilience expert, TEDx speaker, entrepreneur, and former Wall Street executive Ron Gold, whose life was forever changed after a devastating cycling accident left him paralyzed. Ron shares his incredible journey from managing global sales teams on Wall Street to rebuilding his identity after being told he would never walk again. Together, Adam and Ron explore what resilience truly looks like beyond the motivational quotes, including how to overcome devastating setbacks, rebuild your mindset, find purpose after tragedy, strengthen relationships, ask for help without losing your independence, and continue moving forward when life doesn't go according to plan. Ron also opens up about the emotional battle of accepting a new reality, how his wife and family became the catalyst for his transformation, the importance of taking small steps toward recovery, and why purpose is often discovered through serving others. He explains how post-traumatic growth, perseverance, and stepping outside your comfort zone can help anyone create a meaningful life, no matter what obstacles they face. Whether you're facing a personal loss, career setback, health challenge, or simply feeling stuck, this conversation will remind you that while you can't always choose what happens to you, you can choose how you respond. Because resilience isn't about pretending life isn't hard. It's about refusing to let hardship define your future. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  4. 15 Jul

    Living to Be Liked with Eric Geisendorfer

    How much of your life is shaped by who you truly are... and how much is driven by the need to be liked? In this deeply personal episode of the Managing Difficult People Podcast, Adam Holbrook sits down with his lifelong friend, Eric Geisendorfer, whose story inspired Adam's upcoming book, Living to Be Liked. Together, they explore how childhood experiences, fear of judgment, and the desire for acceptance can slowly lead us to wear masks that hide our authentic selves. Eric shares how becoming a school mascot gave him the confidence to express the person he longed to be, while alcohol later became another mask that temporarily silenced insecurity and self-doubt. Their conversation uncovers why so many adults trade joy for responsibility, why we stop playing, creating, and dreaming, and how the pressure to fit in often disconnects us from who we were created to be. You'll discover how to recognize the masks you wear, rebuild self-worth, let go of the need for approval, embrace authenticity, and reconnect with the version of yourself that has been there all along. Through honest stories, practical wisdom, and heartfelt reflection, Adam and Eric remind us that true freedom begins when we stop performing for acceptance and start living from the inside out. Because the greatest relationship you'll ever build isn't with the people you're trying to impress. It's with the person staring back at you in the mirror. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  5. 8 Jul

    Developing a Relationship with God with Kyle Pritchard

    What if your relationship with God wasn't about religion, routines, or perfection, but simply about spending time with Him? In this inspiring episode of Managing Difficult People, Adam Holbrook sits down with Pastor Kyle Pritchard, founder of Bethany Church and Unbound Ministries, for an honest conversation about what it truly means to develop a personal relationship with God. Together, they explore how daily time with God can bring peace, purpose, and clarity, especially during seasons of anxiety, addiction, depression, loss, and uncertainty. Kyle shares his practical morning routine, explains why prayer is about relationship rather than ritual, and offers simple, encouraging guidance for anyone who wants to grow closer to God, even if they don't know where to begin. The conversation also dives into trusting God's timing, recognizing His presence in everyday life, finding hope through life's greatest challenges, and learning how faith transforms the way we love, lead, and navigate difficult relationships. Whether you're just beginning your spiritual journey or looking to deepen your walk with God, this episode will encourage you to slow down, seek His presence, and discover the peace that comes from living with purpose. Because God isn't asking to be part of your life. He's inviting you to live your life in Him. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  6. 1 Jul

    Love Coach Junie & Adam discuss a Better Relationship with Our Partner

    What if the biggest breakthrough in your relationship has nothing to do with changing your partner? In this heartfelt episode of Managing Difficult People, Adam Holbrook sits down with Junie Moon, transformational love coach, bestselling author, and host of the Midlife Love Out Loud Podcast, to explore what it really takes to build a healthy, lasting relationship. Together, they dive into self-worth, emotional maturity, communication, intimacy, conflict, and the hidden patterns that quietly sabotage even the strongest relationships. Junie shares practical strategies for improving connection, navigating difficult conversations, creating healthy boundaries, and understanding why the relationship you have with yourself sets the foundation for every relationship you'll ever have. Whether you're dating, married, rebuilding trust, or simply looking to strengthen your connection with your partner, this conversation offers powerful insights that can transform the way you love and communicate. Because the strongest relationships aren't built by finding the perfect partner. They're built by becoming the healthiest version of yourself. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  7. 24 Jun

    When To Say YES and How to Say NO

    Are you saying "yes" to everyone else while saying "no" to yourself?  In this episode of Managing Difficult People, Adam Holbrook explores one of the most important skills for personal growth, leadership, and mental wellbeing: knowing when to say yes and when to say no.  Through powerful personal stories and real-world experiences, Adam shares how saying yes to opportunities outside his comfort zone led to new relationships, professional growth, and life-changing experiences. He also opens up about the dangers of saying yes to everything, including the burnout, overwhelm, and personal struggles that nearly cost him everything.  You'll learn how to evaluate opportunities through the lens of purpose, recognize when obligations are pulling you away from your goals, and develop the confidence to create healthy boundaries without guilt.  If you've ever struggled with people-pleasing, overcommitting, burnout, or making difficult decisions, this episode will give you a practical framework for choosing what deserves your time, energy, and attention.  Because every time you say yes to something, you're also saying no to something else.  The question is: are your choices moving you closer to the person you want to become? Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  8. 17 Jun

    What To Do Instead When Frustrated

    We all get frustrated. The question is: what is that frustration really trying to tell you? In this episode of Managing Difficult People, Adam Holbrook explores how frustration is often less about other people and more about what's happening inside us. Through personal stories and practical examples, Adam reveals why blaming others keeps us stuck, while self-awareness creates opportunities for growth, better boundaries, stronger habits, and lasting change. You'll learn how to identify the real source of your frustration, create actionable solutions, and stop giving other people or circumstances control over your happiness. Whether you're frustrated with a coworker, a family member, your workload, or even yourself, this episode offers a simple framework to help you move from blame to progress. Because every frustration is a message. The sooner you understand it, the sooner you can create the life you want.  Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

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About

Managing Difficult People is a leadership podcast that helps managers, executives, and team leaders handle conflict, improve communication, and build stronger workplace relationships. You can’t change difficult people—but you can change how you lead, influence, and respond to them. Each episode delivers practical strategies to reduce workplace tension, build trust, strengthen culture, and turn challenging personalities into opportunities for better leadership. Learn how to manage reactive communication, set boundaries, resolve conflict, and lead teams with clarity, confidence, and connection.

Information

  • Creator
    Adam Holbrook
  • Years Active
    2026
  • Episodes
    17
  • Rating
    Clean
  • Copyright
    © 2026 Managing Difficult People
  • Show Website
    Managing Difficult People

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