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
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1:18:26
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
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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
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1:12:18
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
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1:18:55
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
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.
Listen to Creating Confidence with Heather Monahan, Think Fast Talk Smart: Communication Techniques and many other podcasts from around the world with the radio.net app
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