Creating Confidence with Heather Monahan

Latest Episodes:

The Emotional Intelligence You Were Never Taught with Michelle Chalfant May 20, 2025

Show notes

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 powerful inner child process LIVE on this episode to break down how unhealed wounds show up in everyday life and tangible ways to rewire them. Get ready to feel seen, heard, and validated into the MOST emotionally FREE version of YOU. Remember, your emotions are not a weakness—they're YOUR superpower.

In This Episode, You Will Learn

00:00 Why were most of us never taught how to set healthy boundaries?

07:00 How childhood modeling impacts your adult emotional patterns.

12:15 What your emotional triggers are actually trying to show you.

17:00 The unconscious belief systems formed before age 6.

24:30 How to reconnect with your inner child to heal abandonment.

29:00 LIVE demonstration of healing the “fear of being left”.

35:00 Why are romantic relationships the biggest mirror for your emotional wounds?

38:45 How reparenting your inner child transforms your confidence and relationships.

44:45 What to do when someone resists your new boundaries.

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
Michelle on Instagram & LinkedIn

Confidence Classic: Stop Waiting for Permission—Build a Career That Lights You Up with Steve Herz May 14, 2025

Show notes

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

Heather on Instagram & LinkedIn

#520 What He’s Really Thinking in the First 3 Dates: Flirting, Communication & Navigating the Early Days of Dating with Dating Strategist Ben Hart May 13, 2025

Show notes

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

Heather on Instagram & LinkedIn
Ben on Instagram

Confidence Classic: Unlock an Unstoppable Mindset & Marriage with Sarah Blakely & Jesse Itzler May 07, 2025

Show notes

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

Heather on Instagram & LinkedIn

The Secret to Feeling Confident Walking Into Any Room with Gary Vee May 06, 2025

Show notes

Want to know how the most unapologetically confident think? I’m bringing back my episode with the one and only, Gary Vee. He shares incredible insights about chasing your dreams, why success isn't about money but about happiness, and how to stay true to yourself in a world full of noise. We talk parenting, entrepreneurship, and how to turn your passion into your purpose - with zero excuses. If you're ready to be inspired, challenged, and motivated to level up your life, this episode is going to light a fire under you that you won't forget!

In This Episode You Will Learn

Why most parents are raising entitled kids (and how to actually set them up for success.)
Gary’s formula for leadership, personal growth, and emotional freedom.
What to do when your passion doesn’t match traditional success.
How to negotiate your salary with confidence.

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

Heather on Instagram & LinkedIn

Gary on Instragrm: @garyvee

Confidence Classic: How to Persevere, Dream Bigger, and Win at Life with Justin Prince Entrepreneur, International Speaker, & Author Apr 30, 2025

Show notes

You are the ONE your family legacy has been waiting for! In this special replay, I’m joined by entrepreneur, speaker, and best-selling author Justin Prince to talk about how perseverance, faith, identity, and vision all work together to shape your unforgettable life. He shares how he went from flipping pizzas and selling Bible videos to building five multimillion-dollar businesses and impacting millions. We also talk about how to unlock and achieve our greatest potential. Remember, YOU were made for more!

In This Episode You Will Learn

Why your STRUGGLE is just as valuable as your dream.
The difference between being motivated by fear vs. stepping into purpose.
How to show up with energy even when you don’t “feel” ready.
The “E + R = O” formula to shift your mindset in hard moments.
What to do when your dream feels too fragile to share.
How to make decisions that shift the trajectory of your entire family legacy.

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

Justin on:

Website: iamjustinprince.com
Instagram: @iamjustinprince

Confidence Classic: How To Decode Behavior And Instantly Understand People with Intelligence Behavior Expert Chase Hughes Apr 29, 2025

Show notes

You have the power to see people and YOURSELF. In this episode, I bring back my conversation with Chase Hughes, a leading behavioral expert and bestselling author, who shows you how to UNLOCK the hidden instincts that control your confidence, your fears, and your interactions. He shares how to read someone's true self in just SIX MINUTES, why “fake it till you make it” is actually just giving yourself PERMISSION, and how mastering your own instincts will set you apart in every room you walk into. Get ready to tap into the next level of your CONFIDENCE, CONNECTION, and LEADERSHIP!

In This Episode You Will Learn

How to read someone's true intentions in just SIX MINUTES.
Why building confidence starts with permitting yourself.
The FASTEST way to spot manipulation and narcissism.
Why the way you SHOW UP changes the opportunities you ATTRACT.

Resources + Links

Grab your copy of Chase’s ⁠Six-Minute X-Ray: Rapid Behavior Profiling⁠ HERE!
Watch ⁠The Behavior Panel⁠ on Youtube
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

Chase on:

Confidence Classic: How To RAISE Your Frequency And CREATE Opportunities You Never Knew Existed with Sales Expert Glenn Lundy Apr 23, 2025

Show notes

YOU are the catalyst — not just for the hard moments in your life, but for the incredible ones too. In this episode, I bring back my conversation with Glenn Lundy, a sales and leadership expert whose story will shift how you see possibility. He shares how hitting rock bottom became the turning point for massive self-awareness, energy, and purpose. We also talk about how to ATTRACT opportunities, how to actually see them when they appear, and why the way you show up each day determines the people and results YOU magnetize. Get ready to communicate in a way that ensures you are truly heard.

In This Episode You Will Learn

How to find opportunities you NEVER knew existed.
The “tone scale” strategy to communicate EFFECTIVELY with anyone.
How to lead your team (and yourself) with the L.E.A.D.D. method
How to become the catalyst for GOOD.

Resources + Links

Join 800% Elite Automotive Club HERE!
Read The Morning 5 ebook HERE!
Listen to #RiseandGrind w/Glenn Lundy & Breakfast With Champions
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

Glenn on:

Website: glennlundy.com

LinkedIn: @Glenn Lundy

Instagram: @glenn_lundy

Facebook: @OfficialGlennLundy

#514 Why the Best Networkers Don’t “Network” (And What They Do Instead) with Scott MacGregor, Founder of the Outlier Project Apr 22, 2025

Show notes

Want to build a network that actually changes your business and life? In this episode, I sit down with my longtime friend and community builder, Scott MacGregor, to talk about how the best connections aren’t transactional. He shares how he keeps track of 750+ relationships across 35 countries. He also shares the tools and mindset to build a global network rooted in generosity and trust. Get ready to grow your business, expand your circle, or become the kind of person others remember.

In This Episode You Will Learn

Why TRANSACTIONAL networking kills long-term connections.
A new definition of FRIENDSHIP that will expand your community.
How to be ONE OF ONE in your network.
Daily habits to BUILD better relationships in work and life.
ONE way to ask for help without ruining a relationship.

Resources + Links

Learn more about the Outlier Project 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

Confidence Classic: Build an EPIC Workplace Culture That Drives Results with Jessica Kriegel, Chief Scientist of Workplace Culture Apr 16, 2025

Show notes

A positive work environment isn't just nice to have — it's essential for SUCCESS. Are you ready to turn chaotic workplaces into culture-driven powerhouses? In this episode, I sit down with Chief Scientist of Workplace Culture, Jessica Kriegel, to reveal the secret to achieving clear, measurable results — without micromanaging your team into burnout. You’ll learn how to uncover hidden beliefs that boost engagement, why alignment on “winning” goals is a game-changer, and how intentional communication can transform both performance and mental health. Get ready to create the confident, people-first environment you’ve always wanted!

In This Episode You Will Learn

Why DEFINING and ALIGNING your goals will skyrocket employee engagement.
Be the CHANGE you want to see in your workplace culture.
Ways to UPLIFT leaders who cultivate a positive culture.
Why it is CRUCIAL to have clear organizational goals and beliefs.

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