Creating Confidence with Heather Monahan

Latest Episodes:

Confidence Classic: How to Face Your Worst Fear and Still Say YES with Heather Monahan Jul 22, 2025

Show notes

What if the hardest moment of your week held the key to your biggest growth? In this episode, I share what happened when my son landed in the ER across the country and I couldn’t be there. I break down the lessons I learned about control, compassion, and mindset, and my son ended up reminding me what strength really looks like. I also read a chapter from my first book, Confidence Creator, the story behind one of the biggest keynote invitations of my career, and talk about how fear and uncertainty still show up even when we’re living the dreams we once prayed for. Tune in to find out why your next level is waiting on the other side of uncertainty.

In This Episode You Will Learn

The lesson my son’s injury at camp taught me.
Mindset shifts I used to get through the scariest 24 hours.
How my son taught me to anchor confidence.
Why the unknown is what keeps us going.
Why asking for help is a power move, not a weakness.
The LinkedIn message that led to my biggest keynote of the year.

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

Confidence Classic: Grit, Grace, and the Comeback Power of Resilience with Amberly Lago Jul 16, 2025

Show notes

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

Confidence Classic: Bet on Yourself and Build Wealth Fast with Sean Castrina Jul 15, 2025

Show notes

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

Confidence Classic: How to Turn Adversity Into Award-Winning Success with Jayson Waller Jul 09, 2025

Show notes

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

Take Risks, Prioritize Your Life, and Slay Your Goals with Sandi Glandt Jul 08, 2025

Show notes

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

Confidence Classic: Turn Your Passion Into Purpose with Jess Ekstrom Jul 02, 2025

Show notes

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

Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar Jul 01, 2025

Show notes

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

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

Confidence Classic: From Fifth Harmony to Finding Her Harmony with Ally Brooke Jun 25, 2025

Show notes

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

Use Your Emotions to Build Wealth and Confidence with Shamina Taylor Jun 24, 2025

Show notes

You’re not BROKE, your nervous system is just exhausted. In this episode, I sit down with Shamina Taylor, an energetic embodiment and wealth expert who helps women rewire their emotional patterns to attract abundance. Shamina shares how unhealed emotions block your ability to attract what you truly desire and how getting honest about your emotional frequency is the key to calling in aligned relationships, money, and opportunities. We break down the emotional blueprint behind feminine receiving, how to move from force into flow, and why healing the identity behind the hustle is essential. Tune in to learn how to expand your nervous system’s capacity to hold more of what you desire.

In This Episode, You Will Learn

Why your EMOTIONS are your most powerful business strategy.
How unhealed trauma creates income ceilings and burnout.
The 3 CORE WOUNDS blocking your wealth.
Why doing LESS can actually make you more money.
Why “receiving” is a skill MOST ambitious women have to relearn.
The ENERGETIC shift that allows you to attract more money, love, and power.
How to BE her now and attract the life you want.

Resources + Links

CLAIM YOUR FREE TRAINING: DM “Heather Show” to @shaminataylor for the Instant Cashflow Method

Listen to Shamina’s podcast: Unapologetically Rich

Get Shamina’s book “Unlocking the Quantum Woman” on Amazon

Watch FREE trainings on YouTube: Shamina Taylor’s Channel

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
Shamina on Instagram

Confidence Classic: Bounce Back, Bet on Yourself, and Write Your Own Story with Nina Sossamon-Pogue Jun 18, 2025

Show notes

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

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