
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

Jul 16, 2025 • 1h 14min
Confidence Classic: Grit, Grace, and the Comeback Power of Resilience with Amberly Lago
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 through the darkest moments of your life with power and purpose. Tune in to learn how to stop hiding your scars and start living your truth.
In This Episode, You Will Learn
How Amberly Lago turned a devastating accident into a GLOBAL MISSION.
What the PACER method is and how to use it in your everyday life.
The mental, emotional, and physical STRATEGIES to stay strong.
How to MANAGE chronic pain and emotional triggers without losing hope.
How to SHIFT your identity after trauma or loss.
Resources + Links
Get your copy of Amberly Lago’s “True Grit and Grace” HERE!
Listen to Amberly Lago’s podcast “True Grit and Grace with Amberly Lago” HERE!
Watch Amberly Lago’s TEDx Talk “The Pace of Pain” HERE!
Learn more about Amberly Lago HERE!
Contact Amberly at 818-214-7378 and text “GRIT” for downloadable Goals, Grit & Grace Playbook
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
Amberly on Instagram & LinkedIn

Jul 15, 2025 • 55min
Confidence Classic: Bet on Yourself and Build Wealth Fast with Sean Castrina
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 got scrappy in the early days of my speaking career and why confidence must come before the payoff. Tune in to flip the script on risk and take back control of your success.
In This Episode You Will Learn
Why most people never launch their dream business.
Sean’s top strategy for building a business fast.
How to make smart business moves without waiting for funding or “the right time”.
The skill that separates successful entrepreneurs from everyone else.
How to avoid the ‘Bermuda Triangle’ of startup mistakes that sink businesses.
Resources + Links
Get Sean’s book “The Eight Unbreakable Rules For Business Start-up Success“ HERE!
Listen to Sean’s Podcast 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
Sean on Instagram & Website

Jul 9, 2025 • 1h 18min
Confidence Classic: How to Turn Adversity Into Award-Winning Success with Jayson Waller
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 quick people are to judge, especially when you’re standing in your truth. Tune in to learn what it takes to stay grounded no matter what comes at you.
In This Episode You Will Learn
Why I BROKE my own rule and responded to the haters.
What I LEARNED from getting attacked for a non-political post.
Jayson Waller’s STRATEGY for building a company from $0 to $600M+.
How to RETHINK your business model when the economy shifts.
Why your name, background, or title does NOT determine your power.
Resources + Links
Listen to Jayson’s Podcast 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
Jayson on Instagram & LinkedIn

Jul 8, 2025 • 35min
Take Risks, Prioritize Your Life, and Slay Your Goals with Sandi Glandt
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 takes to compete at the highest levels, why honoring your seasons is the key to long-term success, and how to stop circling the drain and start showing up with clarity, purpose, and confidence. Get ready to take ownership of your time and stop running on empty!
In This Episode, You Will Learn
00:00 How Sandi became someone’s vision board.
04:45 How do you balance ambition, motherhood, and marriage?
07:00 Why honoring your season will unlock your next level.
14:30 The time-blocking strategy that gives you structure and freedom.
16:30 What happens when you challenge the “normal” way of doing things?
18:00 How to give yourself grace without giving up your goals.
21:15 How to build a partnership rooted in shared goals and mutual support.
24:50 How to join Sandi’s upcoming events and competitions.
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
Sandi on Instagram & LinkedIn

Jul 2, 2025 • 1h 12min
Confidence Classic: Turn Your Passion Into Purpose with Jess Ekstrom
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 reframing failure helps to push through burnout, stress, and fear. Get ready to set boundaries and lean into optimism!
In This Episode, You Will Learn
Why I stopped seeing failure as a setback.
What it’s really like balancing stress, health scares, and big life shifts.
How to find meaning after life's toughest moments.
How optimism is a strategy, not just a mood.
How taking small risks helps break through fear.
Advice for setting professional boundaries and standing in your power.
Resources + Links
Learn more about Headbands of Hope at headbandsofhope.com
Learn more about Jess’s Mic Drop Workshop at micdropworkshop.com
Get your copy of Jess’s book Chasing the Bright Side 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
Jess on Instagram & LinkedIn

Jul 1, 2025 • 1h 19min
Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar
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 challenges.
In This Episode You Will Learn
How childhood shapes your entrepreneurial grit.
The risk and hustle behind launching a business during a recession.
What it’s really like to scale a business to 135 stores.
Ways to set boundaries and find gratitude during hard seasons.
Tools to heal from burnout and heartbreak.
How meditation and therapy rebuild confidence and reduce stress.
Why authenticity and humor help you lead and connect.
Resources + Links
Visit Drybar website HERE
Listen to Alli’s podcast: Raising the Bar
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
Alli on Instagram

Jun 25, 2025 • 1h 8min
Confidence Classic: From Fifth Harmony to Finding Her Harmony with Ally Brooke
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 after years of criticism. We dive into the heartbreak of hearing “no” from four major record labels, the pain of ending her first solo tour due to the pandemic, and how she found purpose, power, and healing through faith, family, and finding her voice. Get ready to take back your voice and rewrite your story!
In This Episode, You Will Learn
The story of how a mistaken DM led to my FIRST board seat.
The ONE moment Ally almost gave up.
What it felt like to have only ONE line in a hit song.
How the END of Fifth Harmony became Ally’s biggest reset.
How saying YES to Dancing with the Stars shattered Ally’s biggest insecurity.
The mindset shift that will keep YOU going.
Resources + Links
Grab your copy of Ally Brooke’s book “Finding Your Harmony” HERE - allybrooke.com
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 24, 2025 • 40min
Use Your Emotions to Build Wealth and Confidence with Shamina Taylor
Shamina Taylor, a wealth consciousness mentor and best-selling author, dives deep into how emotions shape our financial realities. She reveals that unhealed traumas can create income ceilings and burnout, urging listeners to confront their emotional patterns to unlock abundance. Shamina discusses the importance of receiving as a skill, how to shift from hustle to a relaxed mindset, and the necessity of healing core wounds like unworthiness to build true wealth. Her insights are not just practical; they inspire a transformative journey toward confidence and prosperity.

Jun 18, 2025 • 1h 13min
Confidence Classic: Bounce Back, Bet on Yourself, and Write Your Own Story with Nina Sossamon-Pogue
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 to write your next chapter with confidence. She breaks down her concept of “Chapter Six Thinking” to help you see tough moments as just ONE page in your life’s story. I also share about getting FIRED, posting online to ask for help, and the realization I had at a CEO’s mansion that made me finally BET ON MYSELF.
In This Episode, You Will Learn
Why your lowest moment is NOT your final chapter.
The mindset that helped me ask for HELP.
Tools to STOP spiraling and REWRITE your story.
How to turn trauma into resilience and come back STRONGER.
What made me BET ON MYSELF.
Resources + Links
Learn more about Nina HERE - https://www.ninasossamonpogue.com/
Get your copy of Nina’s “This Is Not ‘the End’: Strategies to Get You Through the Worst Chapters of Your Life” 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
Nina on Instagram & LinkedIn

Jun 17, 2025 • 56min
Train Your Brain to Silence Your Inner Saboteurs with Shirzad Chamine
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 shifts, so you can start building the life you DESERVE.
In This Episode, You Will Learn
The #1 skill MOST people IGNORE.
How to SPOT your top SABOTEURS before they take over your mind.
The 10-second technique to REWIRE your brain for PEACE and CONFIDENCE.
How to BREAK FREE from guilt and shame.
How to build an inner VOICE that UPLIFTS you.
Why EMOTIONAL MASTERY is your biggest UNLOCK in business, love, and life.
The mental MUSCLE most people NEVER train.
Resources + Links
Learn more about Positive Intelligence at positiveintelligence.com/assessment
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
Shirzad on Instagram & LinkedIn