Creating Confidence with Heather Monahan

Creating Confidence with Heather Monahan

Looking to take your life to the next level? Each week Heather sits down to share with you the techniques and strategies to create your confidence, pursue your dreams and leapfrog the villains you’ll meet along the way. After successfully shattering the glass ceiling in corporate America, Heather is now a best-selling author, professional speaker and entrepreneur. She is currently pulling back the curtain to expose what it takes to get ahead in business and life so you can claim the greatness that you deserve. Find out why USA Today, CNN, and Steve Harvey have all featured her and most recently seen as a guest lecturer at Harvard.

Episodes

July 16, 2025 73 mins
What do you do when life gives you a 1% chance of recovery? In this episode, I am joined by Amberly Lago, a master of grit, grace, and unstoppable transformation. We talk about the connection between mindset and healing, how to reclaim your voice after trauma, and the unexpected gifts that show up when you refuse to give up. She breaks down the 5-step PACER method to build emotional resilience, retrain your thoughts, and get throug...
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Think a steady paycheck is the “safe” path? Think again. In this episode, I sit down with author and serial entrepreneur Sean Castrina to talk about what it really takes to create financial freedom, move through fear, and build the life you actually want. Sean shares how he launched more than 20 companies over the past two decades, the power of partnerships, and why taking bold action is always the better bet. I also share how I go...
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I could not be more excited to share this episode with you. I sat down with Jayson Waller, Best-Selling Author and Motivational Speaker. We talk about his story from getting kicked out of school and living in a trailer park, faking his resume, to becoming a CEO. I also share about the viral backlash I received for posting about female leadership. I wasn’t taking a political stance. I was celebrating progress, but it reminded me how...
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What if the reason you feel overwhelmed isn’t because you’re doing too much, but because you’re doing it without a system? In this episode, Sandi Glandt is back sharing the same framework she uses to help high-achieving women build structure without sacrificing what matters most. She shares strategies to slay your schedule, protect your priorities, and create a life that actually works for you. We also dive into the mindset it take...
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Ever felt like failure is the end? What if it’s really just research for your next big move? In this episode, I chat with Jess Ekstrom, founder of Headbands of Hope, who turned her passion into a purpose-driven business helping kids with cancer. Jess shares overcoming a very public family scandal, building a meaningful brand from scratch, and how she learned to handle shame and vulnerability in the spotlight. We talk about how refr...
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Looking to build a thriving business without losing yourself? In this episode, Alli Webb, founder of Drybar and Squeeze, shares how she turned a simple idea into a $100 million brand with 135 stores nationwide. She opens up about rebuilding confidence and balance during a difficult divorce and shares strategies to set boundaries and show up authentically. Get ready to learn how to grow your business while navigating life’s toughest...
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She’s a global pop star, a former member of Fifth Harmony, a solo artist, and now an author. In this episode, I sit down with the incredible Ally Brooke to talk about what it really took to overcome public scrutiny, painful losses, and the rollercoaster of fame. She shares what it felt like to be labeled the “weakest dancer” in one of the world’s biggest girl groups and how Dancing with the Stars helped her reclaim her confidence a...
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You’re not BROKE, your nervous system is just exhausted. In this episode, I sit down with Shamina Taylor, an energetic embodiment and wealth expert who helps women rewire their emotional patterns to attract abundance. Shamina shares how unhealed emotions block your ability to attract what you truly desire and how getting honest about your emotional frequency is the key to calling in aligned relationships, money, and opportunities. ...
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What if your worst moment isn’t the end, but the beginning of your COMEBACK story? In this episode, I sit down with former elite gymnast, Emmy-winning broadcaster, and bestselling author Nina Sossamon-Pogue to talk about how to RISE when life hits HARD. We dive into resilience, emotional recovery, and the tools you need to move from hopelessness to HOPE. Nina opens up about losing everything, starting over, and what it really takes...
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What if your biggest obstacle isn’t OUT THERE, but in YOUR OWN mind? In this episode, I sit down with Shirzad Chamine, best-selling author of Positive Intelligence. We break down how to overcome the inner saboteurs that hold you back. We talk about why so many people stay stuck in stress + guilt, and how YOU can rewire your brain for CONFIDENCE, PEACE, AND SUCCESS. Shirzad shares mental fitness exercises to science-backed mindset s...
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It’s time to stop shrinking, stop apologizing, and start living FEARLESSLY. In this episode, I break down the mindset shifts that helped me overcome toxic people, betrayal, rejection, and even the loss of my dream job. I share how getting FIRED by a villain CEO became the launchpad for the most powerful chapter of my life. Plus, I share raw excerpts from Overcome Your Villains, sharing the real story of getting fired, rebuilding as...
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What happens when your entire business model disappears OVERNIGHT? In this episode, I sit down with my friend and mentor Dean Graziosi to talk about the MINDSET, STRATEGY, and COURAGE it takes to PIVOT fast. We dive into how to stay RELEVANT, SERVE people in a changing world, and create RESULTS even when everything feels uncertain. I also share what it looked like for me to go from losing my TOP revenue stream to launching brand-ne...
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What if your entire life changed at nine years old and you had to decide whether or not to fight for your future? In this episode, I sit down with Ally, the powerhouse CEO of Love Squad, Peloton Instructor, and Brooklyn Nets Host, to talk about what it really means to decide. Ally shares the life-threatening accident that shaped her mindset forever, and how choosing to fight for herself ignited a life of purpose, leadership, and ma...
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This episode is deeply personal. I open up about the recent passing of my longtime mentor and friend, Bob, and what he taught me about legacy, leadership, and living with intention. I’m also joined by TV personality, educator, commentator, and Real Housewife Dr. Wendy Osefo. She shares how she navigates public criticism, imposter syndrome, and the pressure of high visibility. We dive into what it means to be confident under scrutin...
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What if the key to better leadership, connection, and confidence came down to how you ASK questions? In this episode, I sit down with legendary interviewer and storytelling icon Cal Fussman. He’s spent decades in conversations with the world’s most influential people, including Muhammad Ali and Jeff Bezos. We talk about the power of curiosity, why asking great questions builds certainty, and how to navigate your life and business t...
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What if your leadership style could become your greatest legacy? In this episode, I sit down with leadership expert and keynote speaker Jim Knight to talk about what it really takes to build culture, develop rockstar teams, and lead with passion. Jim shares how he went from Gatorland and Olive Garden to training at Hard Rock Café and speaking on stages around the world. I also talk about what it looked like to show up on stage whil...
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I’m doing something different this week! I’m bringing back the most powerful mic drop moments from three of my favorite solo episodes. In this episode, I talk about how I dealt with a massive challenge that cost me thousands, what happened when I realized I was being blocked from a seat at the table, and the lesson I learned at 5 AM when I finally asked for help. This is your reminder that you’re allowed to start messy, invest in y...
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Did you know that 80% of people don’t know how to identify their feelings? In this episode, I sit down with Michelle Chalfant, licensed therapist, holistic coach, and creator of The Adult Chair model. She talks about the real root of your triggers, why most people don’t know how to set boundaries, and how your subconscious programming shapes everything from your romantic relationships to your leadership style. We dive into a powerf...
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If you’ve ever felt lost after a setback or unsure how to pivot into your next big chapter, this one’s for you. I’m sitting down with Steve Herz—talent agent, career coach, author, and a master at reinvention—to talk about how getting rejected from a dream job led him to build one of the most successful careers in media and personal development. From taking the calls no one else wanted, to turning soft skills into leadership superp...
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If you’ve ever felt like dating is one giant mystery while every other area of your life has a strategy—this episode is your game-changer. I’m joined by dating strategist Ben Hart, and we’re breaking down how to stop sitting on the sidelines and start approaching your love life with the same intention, confidence, and momentum you bring to your career. From how to stop overthinking early dating stages to setting standards without p...
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