

Creating Confidence with Heather Monahan
Heather Monahan | YAP Media
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
Mentioned books

Oct 29, 2025 • 39min
Confidence Classic: Make More Money & Do More Good with Derrick Kinney, CEO of Good Money Framework
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 money, reignite meaning in your career, and learn the moves that simultaneously boost profits and impact.
In This Episode, You Will Learn
How to USE A “GENEROSITY PURPOSE” to differentiate your brand and drive ROI.
The RULE OF FIVE daily actions that compound into big outcomes.
How to SHIFT from “LOSE-WIN” giving to a WIN-WIN-WIN flywheel.
Ways to REWRITE SCARCITY BELIEFS and build a confident money mindset.
What to TEACH KIDS about being CREATORS of money.
How to set an INCOME TARGET and reverse-engineer it into action.
The mindset reframe to break POVERTY BELIEFS and money guilt.
Resources + Links
Grab your copy of Derrick’s book Good Money Revolution HERE
Sign up for a one-dollar-per-month trial period at shopify.com/monahan
Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN.
Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN.
Get 10% off your first Mitopure order at timeline.com/CONFIDENCE.
Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com.
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
Heather on Instagram & LinkedIn
Derrick on Instagram & LinkedIn

Oct 28, 2025 • 46min
Start Before You’re Ready and Let Confidence Catch Up with Davide “Davi” De Pierro
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 you’re ready, stay authentic, and reinvent yourself without waiting for permission.
In This Episode You Will Learn
How to START BEFORE YOU’RE READY.
Ways to create AUTHENTIC CONTENT.
How to use VULNERABILITY as a storytelling tool without losing privacy.
The difference between ENTERTAINING and TEACHING when building an audience.
How to shift from a FIXED IDENTITY to a MULTIFACETED SELF.
MINDSET PRACTICES to turn fear into fuel for reinvention.
Resources + Links
Get Davide’s Audio Book “The Letters I Never Sent” HERE
Sign up for a one-dollar-per-month trial period at shopify.com/monahan
Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN.
Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN.
Get 10% off your first Mitopure order at timeline.com/CONFIDENCE.
Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com.
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
Heather on Instagram & LinkedIn
Davide on Instagram & TikTok

Oct 22, 2025 • 38min
Confidence Classic: Step Into Your Power and Break Free from Self-Imposed Limits with Iman Oubou
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 balance authenticity & adaptability, and reclaim your power.
In This Episode You Will Learn
How to RECLAIM your POWER when rooms won’t give it to you.
Ways to balance LIKABILITY vs. RESPECT without losing yourself.
How to use your FEMININITY and MASCULINITY as intentional LEADERSHIP tools.
The difference between your AUTHENTIC SELF and your ADAPTIVE SELF.
How to separate REPUTATION from “what will people THINK” anxiety.
The SELF-AWARENESS practices that build emotional maturity and lasting confidence.
Resources + Links
Grab your copy of Iman’s The Glass Ledge HERE
Sign up for a one-dollar-per-month trial period at shopify.com/monahan
Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN.
Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN.
Get 10% off your first Mitopure order at timeline.com/CONFIDENCE.
Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com.
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
Heather on Instagram & LinkedIn
Iman on Instagram & LinkedIn

Oct 21, 2025 • 47min
Confidence Classic: Heal the Past, Free the Present, and Expand Your Future with Tania Lester
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 into the beliefs that create blocks in business, love, and health, how to reprogram them at the subconscious level, and why certainty + surrender is the unlock for manifestation. Get ready to shift from knowing to feeling, and release the blocks holding you back.
In This Episode You Will Learn
Why INFORMATION in your MIND means nothing until you FEEL it in your SOUL.
How Tania healed from MS and became 14 YEARS MEDICATION-FREE.
How to REPROGRAM negative patterns and release LIMITING STORIES.
The most COMMON BLOCKS stopping abundance
How ENERGY WORK brings PEACE and CLOSURE after loss (without mediumship).
How HEALING yourself creates a POSITIVE RIPPLE EFFECT for your CHILDREN.
Resources + Links
Learn more about Tania Lester HERE
Sign up for a one-dollar-per-month trial period at shopify.com/monahan
Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN.
Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN.
Get 10% off your first Mitopure order at timeline.com/CONFIDENCE.
Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com.
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
Heather on Instagram & LinkedIn
Tania on Facebook & Instagram

Oct 15, 2025 • 43min
Confidence Classic: Reprogram Your Mind for Exponential Success with Aaron Bare
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 linear to exponential thinking, and the mindset strategies used by visionaries like Elon Musk and Bill Gates. Get ready to reprogram your thoughts and start thinking on a much bigger scale.
In This Episode, You Will Learn
Why your INNER DIALOGUE determines how the world responds to you.
How to ESCAPE linear thinking and build exponential habits for business and life.
The SEVEN UNIVERSAL TRUTHS that shape your mindset and outcomes.
Why FAILURE is feedback and how to enjoy the “suck” phase of your journey.
How to SURROUND yourself with people who expand what you believe is possible.
The DAILY practices that keep your thoughts aligned with your goals.
Why THINKING BIGGER starts by unlearning your limiting beliefs.
How to REWRITE your story and take back control of your future.
Resources + Links
Grab your copy of Aaron’s Exponential Theory: The Power of Thinking Big HERE!
Learn more about Aaron Bare HERE!
Sign up for a one-dollar-per-month trial period at shopify.com/monahan
Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN.
Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN.
Get 10% off your first Mitopure order at timeline.com/CONFIDENCE.
Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com.
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
Heather on Instagram & LinkedIn
Aaron on Instagram & LinkedIn

Oct 14, 2025 • 46min
You’re One Connection Away From Changing Your Life with Scott MacGregor
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 same. We talk about the mindset shift from transactional networking to building long-term relationships that open unexpected doors. Scott breaks down how to play chess, not checkers, in your career, nurture connections with genuine care, and position yourself as the person everyone wants in the room. Get ready to learn how to build friendships that fuel your goals and transform every ‘no’ into your next opportunity.
In This Episode, You Will Learn
Why one genuine relationship can change your entire career path.
How to play chess instead of checkers in business and networking.
The difference between transactional asks and transformational relationships.
How to connect with high-impact people (and stay on their radar).
How to spot genuine relationships vs. drive-by friendships.
The mindset + tactical framework behind building a high-impact network.
Resources + Links
Join The Way Beyond Networking Masterclass HERE!
Sign up for a one-dollar-per-month trial period at shopify.com/monahan
Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN.
Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN.
Get 10% off your first Mitopure order at timeline.com/CONFIDENCE.
Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com.
Call my digital clone at 201-897-2553!
Visit heathermonahan.com
Sign up for my mailing list: heathermonahan.com/mailing-list/
Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com
If you haven't yet, get my first book Confidence Creator
Follow
Heather on Instagram & LinkedIn
Scott on Instagram & LinkedIn

Oct 8, 2025 • 53min
Confidence Classic: The MAGIC of Surrender with Kute Blackson
Kute Blackson is a transformational teacher and bestselling author, known for his insights on surrender and authentic living. In this discussion, he redefines surrender as a powerful pathway to freedom rather than a sign of weakness. Kute highlights how the ego's control limits opportunities and explains that true surrender requires grieving what’s lost. He emphasizes the importance of truth-telling and recognizing pain as feedback for realignment. Ultimately, he shares how letting go creates space for greater blessings and alignment with our deeper purpose.

Oct 7, 2025 • 58min
Confidence Classic: Believe In Yourself When Everyone Else Says No with Jamie Kern Lim, Founder of IT Cosmetics
Join Jamie Kern Lima, founder of IT Cosmetics, who turned rejection into a billion-dollar success story. She shares her journey from her living room to becoming the first female CEO of L'Oréal. Jamie discusses the importance of trusting your intuition over critics and how setbacks can lead to greater success. Learn about her unique ‘microphone’ tool to protect your energy and the visualization technique that helped her ace a pivotal QVC pitch. This inspiring conversation emphasizes believing in yourself even when the world says no.

Oct 1, 2025 • 52min
Why Q4 Is the Time to Go BIGGER with Heather!
Confidence is built through action, not a feeling to wait for. Learn how to act confidently, leverage body language, and pitch bold initiatives in Q4 for next year’s success. Heather shares her experiences with imposter fears and how being called ‘delusional’ can actually be a compliment. Discover effective sales strategies and the importance of personal branding for global opportunities. Plus, hear about her interview with billionaire Peter Jones, whose advice encourages going bigger and embracing risks.

Sep 30, 2025 • 33min
Confidence Classic: Win the Inner Game and Rise Stronger with Ben Newman
In this engaging discussion, Ben Newman, a performance coach and bestselling author who has guided Fortune 500 leaders and top athletes, shares his insights on overcoming adversity. He highlights how challenges can lead to significant victories and the importance of having a strong purpose. Ben emphasizes the necessity of coaches and accountability for personal growth, describes his life-changing daily prayer, and introduces the Prizefighter Day framework to enhance daily consistency and build confidence. Tune in for actionable strategies to ignite your inner fire!


