Managing Difficult People

Adam Holbrook
  • 5.0 (10)
  • Careers

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. 2d ago

    Finding A Way Forward Through Depression

    What happens when success, money, and freedom still leave you feeling empty? In this episode of Managing Difficult People, host Adam Holbrook opens up about his personal battle with depression, suicidal thoughts, and the journey toward finding hope and purpose. Adam shares three essential areas of well-being: physical health, social health, and mental health, explaining how exercise, meaningful relationships, self-care, and serving others have helped him manage depression. Discover why financial success doesn't always bring happiness, how isolation can affect emotional well-being, and why reconnecting with your purpose can make a meaningful difference. Because true success isn't just about what you achieve. It's about how you care for yourself, connect with others, and find meaning in your life. Listen now for an honest conversation about depression, mental health awareness, personal growth, and finding purpose. This episode shares personal experiences and is not a substitute for professional mental health care. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  2. Oct 21

    You're Not for Everyone

    What if the person you're pretending to be is holding you back from the life you're meant to live? In this episode of Managing Difficult People, host Adam Holbrook shares the powerful inspiration behind his new book, You're Not for Everyone, and explores the invisible masks we wear to gain acceptance, avoid judgment, and hide our true selves. Through the deeply personal story of his longtime friend Eric, Adam reveals how childhood rejection, people-pleasing, perfectionism, and the pressure to fit in can shape our behavior long into adulthood. Discover why recognizing these masks is the first step toward breaking free, building authentic relationships, rediscovering your purpose, and finding the courage to live life on your own terms. Adam also provides a heartfelt update on Dale, Shanee, and Gordon, a family experiencing homelessness after devastating personal loss. He shares the community's efforts to raise funds, secure housing, and help the family rebuild their lives. Because you were never meant to be for everyone. You were meant to be yourself. Adam's new book, You're Not for Everyone, is scheduled for release on October 26, with the audiobook following on November 5. Listen now for a powerful conversation about authenticity, personal growth, compassion, and the courage to create meaningful change. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  3. Oct 14

    Homeless, Not Hopeless: A Family's Fight for a Better Life

    What if losing your home didn't mean losing your hope? In this powerful episode of Managing Difficult People, host Adam Holbrook sits down with Gordon, Shanay, and Dale, a family experiencing homelessness near Atlantic City, New Jersey. Through an emotional and honest conversation, they share how devastating loss, financial struggles, and health challenges changed their lives, leaving them sleeping in their car while fighting to rebuild their future. Together, they explore the hidden realities of homelessness, the impact of judgment and discrimination, mental health struggles, and the extraordinary strength found in faith, family, and human connection. Because behind every struggle is a human story, and sometimes a little compassion can change someone's life. Listen, share their story, and discover how even the smallest act of kindness can make a meaningful difference. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  4. Oct 7

    How Lisa Axios Rebuilt Her Life From the Ground Up

    What does it take to walk away from a life that looks successful on the outside but is painful and frightening behind closed doors? In this episode of Managing Difficult People, Adam Holbrook sits down with Lisa Axios, who shares her remarkable journey from an abusive marriage to becoming an award-winning luxury realtor, entrepreneur, executive coach, and speaker. In 2010, Lisa left her home with five children and one credit card, determined that this time she would not go back.  Lisa opens up about the fear of starting over, raising five children, rebuilding financially, returning to work after more than 20 years, and eventually pursuing real estate. Her path was anything but perfect. She failed her real estate exam four times before passing on her fifth attempt, entered the industry with little technology experience, and showed properties from an old minivan whose window wouldn’t even roll down. But Lisa kept moving. She followed the systems, embraced rejection, stepped outside her comfort zone, and learned that transformation happens through action, not simply intention. Today, Lisa is building businesses, coaching and empowering others, speaking about leadership and personal development, and creating a legacy for her family. Her story is a powerful reminder that where you begin again does not determine where you can ultimately go Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  5. Sep 30

    Connecting Beyond Our Scars

    When you’ve been hurt, disappointed, or overwhelmed, pulling away from people can feel safer. But what if the connection you’re avoiding is exactly what you need most? In this episode of Managing Difficult People, Adam Holbrook explores why people isolate after painful relationships, difficult seasons, burnout, and disappointment, and how reconnecting with others can help us move forward. Adam shares lessons from his own relationships and businesses, including a powerful realization: connection isn’t about making yourself the center of the conversation. It’s about making the other person feel seen and heard. When he began building genuine relationships with employees and customers, loyalty, referrals, and engagement began to change. You’ll also learn practical ways to become a better connector, from asking better questions and listening instead of waiting to speak, to replacing “should” with “could,” rebuilding trust slowly, and allowing people to see the real you. Because leadership is influence, and influence begins with connection. The more deeply you learn to connect with people, the more effectively you can lead, support, and positively impact them. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  6. Sep 23

    When God Says Not Yet: Learning to Trust the Wait with Pastor Kyle Prichard

    What do you do when you’ve prayed, worked hard, and done everything you know to do, but the answer still seems to be “not yet”? In this episode of Managing Difficult People, Adam Holbrook sits down with Pastor Kyle Prichard to explore what trusting God’s timing actually looks like when the waiting affects your career, finances, mental well-being, dreams, and sense of purpose.  Through Scripture and deeply personal stories, Kyle and Adam discuss the difference between waiting and complacency, surrendering control without giving up, recognizing when God may be preparing you for what comes next, and learning to seek God’s direction instead of forcing your own timeline.  If you’ve ever wondered whether you should keep going, change direction, or simply trust the wait, this conversation offers a faith-centered perspective on finding purpose and peace when God’s timing doesn’t match your own. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  7. Sep 16

    How to Forgive Someone Who Isn’t Sorry

    How do you forgive someone who hurt you, especially when they’re not sorry? In this episode of Managing Difficult People, Adam Holbrook takes forgiveness beyond the advice to simply “let it go” and shares four practical strategies for releasing resentment and moving forward. Adam explores why you may need to stop waiting for an apology, how “blame hoarding” keeps old wounds alive, why forgiveness doesn’t require giving someone unlimited access to your life, and how healthy boundaries can help you protect your peace without building walls around yourself. He also explains why delaying your emotional reaction can be one of the most powerful tools in difficult relationships, sharing a personal story about how controlling his response during a high-stakes business negotiation ultimately helped save a seven-figure deal. Forgiveness doesn’t mean pretending nothing happened. It doesn’t mean surrendering your boundaries. And it doesn’t require the other person to change first. Sometimes forgiveness is about releasing their hold on your life so you can finally move forward. Stronger leadership starts with better communication. Learn how to manage conflict, set boundaries, and lead with confidence. Listen now: https://managingdifficultpeoplepodcast.com/

  8. Sep 9

    Mindset Matters

    Who are you becoming, and are your thoughts and actions aligned with that person? In this episode of Managing Difficult People, Adam Holbrook explores why mindset matters when you’re pursuing something bigger for your life. He shares how to stop comparing your journey to others, strengthen your belief in yourself, and begin acting like your future self today. Adam also breaks down a practical four-step approach using identity, consistent action, preparation for setbacks, and a clear vision to help you keep moving forward when doubt, criticism, and frustration show up. 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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5
out of 5
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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
    29
  • Rating
    Clean
  • Copyright
    © 2026 Managing Difficult People
  • Show Website
    Managing Difficult People

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