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

December 17, 2025 35 mins
Success gets a lot quieter at the top and that’s exactly the point. In this episode, I sit down with business strategist and seven-figure CEO Kelly Roach to break down why so many driven entrepreneurs stay stuck, burned out, or second guessing themselves long after they’ve “done everything right.” We talk about the perception gap that keeps people grinding when they’re actually growing, why building wealth requires rewriting belief...
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The same thoughts that surface when you avoid silence are often the ones quietly controlling your confidence, decisions, and direction. In this episode, I sit down with mindset expert Colin O’Brady to talk about how the thoughts you avoid in silence are often the same ones quietly shaping your decisions, confidence, and direction in life. We dive into why most people fear stillness, how responsibility and fear can disguise themselv...
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If you’ve ever held yourself back because you’ve felt like an imposter, this episode is for you! My guest, Michelle “Mace” Curran, shares her story of breaking through self-doubt, fear, and imposter syndrome performing at the highest level as a former Lead Solo for the Air Force Thunderbirds. She breaks down powerful lessons in asking for help, seeing your differences as your strengths, and building trust and team culture as a high...
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Our relationships often are a reflection of who we are. Today, I’m joined by Kathryn Gordon, relationship expert and best-selling author, to unpack how we can take our relationships (romantic or platonic, professional or personal) to the next level. We dive into powerful communication tips to help you reconnect, open up, and feel loved & supported in each of your relationships, whatever they may look like. Kathryn also shares how t...
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When a crisis hits, you don’t get a practice round, you get a choice. In this episode, Dr. Richard Winters, Mayo Clinic emergency physician and Director of Leadership Development, breaks down how exceptional leaders move between rapid-fire crisis decisions and group problem-solving. He shares frameworks that help you decide when to call an expert, when to lead from the front, and when to slow down and get the room aligned. We also ...
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Confidence is something you can train just like a muscle. In this episode, Peloton Head Instructor and Vice President of Fitness Programming Robin Arzón shares life-changing strategies to help YOU build confidence, rewrite your story, strengthen your discipline, and create a life anchored in intention, energy, and purpose. Robin breaks down how to ditch the labels holding you back, how micro-habits can pull you out of fear and into...
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The secret to winning any negotiation isn’t aggression, but connection. In this episode, I sit down with Molly Fletcher, the former sports agent known as the female Jerry Maguire, who negotiated over $500 million in deals and represented hundreds of the biggest names in sports. Molly shares how she broke into one of the most male-dominated industries in the world, how she reframed being “the only woman in the room”, and why confide...
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What if the missing ingredient in your leadership playbook is simply being real? In this episode, I talk to sales leader Andrew Metz about how vulnerability on LinkedIn, relentless front-line experience, and small-scale intimacy tactics (think lunches, micro Q&As, mentor pairings) turn average teams into high-performing ones. Andrew shares repeatable ways to build trust, scale connection, and grow leaders from the inside out. Get r...
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You’ve heard people say “just be grateful” a million times, but what happens when life is falling apart, you’re in real pain, and that kind of gratitude feels fake? In this episode, I sit down with USA Today’s “Gratitude Guru” Chris Schembra to talk about a completely different and honest approach to gratitude, one that doesn’t ignore your hardest moments, but starts with them. Chris shares how producing hit campaigns, dining with ...
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What if the traits you’ve been told make you “too emotional” or “too soft” are actually your greatest leadership strengths? In this episode, I sit down with leadership expert and former global marketing executive Dalia Feldheim to talk about the power of leading with purpose, empathy, and humanity, especially in workplaces that reward the opposite. Dalia shares the story behind the iconic Like a Girl campaign, the warning signs of ...
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Your funnel isn’t broken, you’re just missing the right data. In this episode, I sit down with business growth expert Stacy Tuschl, the woman behind The Foot Traffic Formula and Well-Oiled Operations, to talk about the systems and mindset shifts that turn followers into paying customers. Stacy shares how to spot what your competitors are missing, transform visibility into real revenue, and create momentum that doesn’t depend on alg...
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When was the last time your integrity was tested? In this episode, 11x New York Times bestselling author Jon Gordon and speaker Alex Demczak share the lessons behind their new book, The Sale, a powerful fable about character, choices, and success. We talk about how to build integrity into your daily habits, the importance of mentorship, and what it really takes to leap from safety into purpose. I also share the moment I made the wr...
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Today, I’m testing something new. In this episode, I share a conversation from my friend Ashley Stahl’s You Turn Podcast with intimacy teacher John Wineland, and adding my own take on why so many high-achievers feel stuck in love. We dive into feminine vs. masculine energy, how trust and resentment kill desire, shifts to rebuild polarity even in long-term relationships, and MORE. I also share why I’m exploring this topic now, what ...
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Hard conversation on your calendar? Breathe! You’ve got a playbook now. In this episode, negotiation expert Kwame Christian shares how to stay calm under pressure, be heard without getting heated, and turn conflict into collaboration. We break down the 3-step Compassionate Curiosity method, the empathy loop that makes people feel understood, and how to find the leverage you’re missing. Get ready to learn scripts and mindset shifts ...
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What if the fastest way to grow your income is to give more away? In this Confidence Classic, I sit down with Derrick Kinney to break down the Generosity Purpose framework, which helps you make more money by aligning your business with a cause you care about. We talk about the DM strategy that actually opens doors, why giving back increases trust and referrals, and how to turn a $25 book into $5K-$10K in ROI. Get ready to rethink m...
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What if the thing you’re resisting is the very thing that changes your life? In this episode, I sit down with Davide “Davi” De Pierro, an attorney who went from chronically offline to a viral TikTok and Instagram creator with over 4 million followers in six months. Davi shares why action before certainty is the only way to build confidence, and the creative principles that make content resonate. Get ready to learn how to act before...
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What happens when chasing empowerment leaves you feeling disempowered? In this episode, I sit down with entrepreneur, scientist, and former Miss New York US Iman Oubou to talk about the self-imposed limits that keep high-achievers stuck. Iman shares how investor bias pushed her into victim mode, how she rebuilt from the inside out, and why true confidence comes from self-awareness, not outside validation. Get ready to learn how to ...
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What you know isn’t what moves mountains, it’s what you feel. In this episode, Heather sits down with medical intuitive and ThetaHealing instructor, Tania Lester, to talk about the bridge between information and embodied knowing. Tania shares her story from an MS diagnosis and Bell’s palsy to being 14 years medication-free and the exact mindset, energetic practices, and lifestyle shifts that catalyzed her healing. We also dive deep...
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What if the limits you see in your life are simply habits you learned that you can unlearn? In this Confidence Classic episode, I sit down with Aaron Bare to talk about how your thoughts create your reality, why unlearning and reprogramming are the first steps to growth, and how exponential leaders are made from the inside out. Aaron shares the seven universal truths that unlock personal and professional success, how to shift from ...
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What if one conversation could change the entire direction of your life? In this episode, I bring back one of my favorite conversations with my dear friend, Scott MacGregor, founder of The Outlier Project, founder & CEO of SomethingNew LLC, and bestselling author. Scott and I share how a single LinkedIn message between strangers grew into years of friendship, collaboration, and life-changing opportunities, and how you can do the sa...
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