
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.
Latest episodes

Jun 4, 2025 • 1h 13min
Confidence Classic: The Power To Decide and Build a Life You Love with Ally Love
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 massive impact. Tune in to learn how one bold decision can change everything.
In This Episode You Will Learn
Why deciding is the first step to becoming who you're meant to be.
How Ally Love turned trauma into leadership, confidence, and clarity.
The mindset behind building a brand rooted in authenticity.
What it takes to lead with purpose.
How to make your platform a place for others to rise with you.
Resources + Links
Learn more about Ally 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
Ally on Instagram & Twitter

Jun 4, 2025 • 3min
Introducing the Thais Gibson Show
In This Episode You Will Learn About: The Thais Gibson Podcast. It's a show that dives deep into creating long lasting transformation in your relationships, health and career by starting with the subconscious mind. I hope you check out Thais Gibson's show!

Jun 3, 2025 • 1h 4min
Confidence Classic: The Truth About Confidence, Criticism, and Real Legacy with Dr. Wendy Osefo
Dr. Wendy Osefo, a dynamic Nigerian-American professor and TV personality, joins the conversation to tackle high visibility's pressures. She opens up about overcoming imposter syndrome and managing public criticism. Wendy emphasizes the importance of authenticity over popularity and how real confidence coexists with insecurity. They also discuss the significance of mentorship and the personal legacies we leave behind, all while highlighting the need for constructive dialogue in today’s divisive climate.

May 28, 2025 • 1h 4min
Confidence Classic: Lead with Curiosity and Confidence with Master Interviewer Cal Fussman
Cal Fussman, an influential American journalist and renowned storyteller, discusses the art of asking powerful questions. He shares insights from his iconic interviews with figures like Muhammad Ali and Jeff Bezos, emphasizing how curiosity can strengthen leadership and connection. Cal reveals strategies to turn trust into revenue and why effective communication is essential during challenging times. Listeners will learn to reframe their value confidently, lead with purpose, and even navigate pricing conversations without fear.

May 27, 2025 • 1h 11min
Confidence Classic: How to Lead With Heart and Build a Culture That Rocks with Jim Knight
Jim Knight, a leadership expert and keynote speaker known for his edutainment style, shares his journey from hospitality to global speaking. He emphasizes the importance of building a positive culture and leading with heart. Knight discusses how personal growth intertwines with professional paths and the vital role of authenticity in addressing audiences. Listeners gain insights into navigating grief while maintaining professionalism and adapting to virtual speaking. He also offers practical leadership principles and advice for those facing job loss or seeking to pivot their careers.

May 21, 2025 • 25min
#523 When to Push, When to Pivot, and When to Ask for Help with Heather
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 yourself, get uncomfortable, and ask for support.
In This Episode, You Will Learn
What to do when you’re being blocked.
The question I asked myself when everything felt overwhelming.
Why asking for help isn’t weakness.
The exact moment I stopped waiting for permission and pitched myself.
The mindset shift that helped me stop doing it all alone.
Resources + Links
Join the Elite Mastermind 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

May 20, 2025 • 58min
The Emotional Intelligence You Were Never Taught with Michelle Chalfant
Join Michelle Chalfant, a licensed therapist and creator of The Adult Chair model, as she dives into the transformative power of emotional intelligence. Explore why 80% of people struggle to identify their feelings and learn how childhood experiences shape current emotional patterns. Discover the meaning behind emotional triggers and why boundaries are essential yet often misunderstood. Michelle guides listeners through a live inner child healing process, breaking down unhealed wounds and offering tangible ways to reclaim emotional freedom and empower relationships.

May 14, 2025 • 46min
Confidence Classic: Stop Waiting for Permission—Build a Career That Lights You Up with Steve Herz
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 superpowers, Steve breaks down the communication tools that actually move the needle (hint: it’s not your résumé). This episode is a masterclass in turning “no” into your greatest opportunity—and creating a life and career on your terms.
In This Episode You Will Learn
Rejection can redirect you toward your most aligned success path.
Soft skills matter more than technical skills for advancement.
Build influence through authority, warmth, and energy (AWE).
Confidence grows when you take uncomfortable but strategic action.
Culture transformation starts with effective private communication.
Don’t wait—reinvent, reach out, and create new opportunities.
Resources + Links
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

May 13, 2025 • 53min
#520 What He’s Really Thinking in the First 3 Dates: Flirting, Communication & Navigating the Early Days of Dating with Dating Strategist Ben Hart
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 pushing love away, this conversation will help you flip the script on dating and attract the kind of relationship you actually want.
In This Episode You Will Learn
Dating requires intention, just like any other life goals.
The small confidence-building steps that matter more than grand gestures.
Why creating fictional narratives is killing your relationships.
Practical tips for flirting and navigating the early stages of a new relationship.
Stop treating dating as a transaction, enjoy the process and yourself.
Resources + Links
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
Ben on Instagram

May 7, 2025 • 57min
Confidence Classic: Unlock an Unstoppable Mindset & Marriage with Sarah Blakely & Jesse Itzler
If you’ve ever felt like self-doubt is slowing you down or wondered how the most successful people keep showing up with grit, resilience, and fun—this episode is for you. I had the honor of sitting down with power couple Sarah Blakely and Jesse Itzler for a live conversation that will completely shift the way you think about mindset, momentum, failure, and chasing your dreams your way. From Spanx to ultra-marathons, reality TV to billion-dollar exits, this one is packed with real talk, hilarious stories, and life-changing insights on how to create confidence that lasts.
In This Episode You Will Learn
How to spot and protect your billion dollar idea.
How to build momentum (that leads to unstoppable success.)
The direct connection between your mindset and how far you’ll go.
2 ways to create deeper customer connection.
Your “why” sells more than your “what.”
Be different—your uniqueness is your biggest business asset.
Resources + Links
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