Creating Confidence with Heather Monahan

In this engaging discussion, Laura Gassner Otting, a best-selling author and former White House appointee, explores the true meaning of success. She reveals the emptiness of chasing impressive titles, emphasizing that fulfillment comes from living authentically rather than seeking external validation. Laura shares her journey to rediscover alignment in life, including the pivotal moment that led her to accept a TEDx talk. Listeners learn to redefine success on their own terms and shift from obligation to opportunity, ultimately embracing their limitless potential.

Success isn’t about being loud; it’s about being clear on who you are and doing the work to back it up. In this episode, I sit down with Tiffani Bova, the Chief Growth Evangelist at Salesforce, Wall Street Journal bestselling author, and master of sales, strategy, and innovation. She shares how to identify your unique superpower, double down on your strengths, and strategically fill the gaps as you scale. We also talk about the realities of leadership, how to prep like a pro for speaking gigs, and why finding your superpower might look a lot more practical than you think. Remember, you don’t need to do it all, you just need to do what only YOU can do, and do it well. In This Episode, You Will Learn How to double down on what you do best. What it means to “hone your craft” in business and life. How to stay grounded when you’re constantly performing at a high level. What most speakers and executives get wrong about credibility. Habits that top speakers do differently to prep for the stage. Why your superpower is probably the thing you’ve been downplaying. The best career advice Tiffani ever received. Resources + Links Learn more about Tiffani 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 Tiffani on Instagram & LinkedIn

Ever wonder how some entrepreneurs seem to blow up on Instagram while others stay stuck? In this episode, I am joined by Natalie Elizabeth Ellis, founder of BossBabe, to share tips and strategies for growing your audience and making stronger connections via Instagram. She shares the viral content strategy that helped her grow 1.7M followers in just 18 months, hacks to grow 28,000 Instagram followers per week, and how you can monetize with under 1,000 followers. Tune in to know what it really takes to get noticed and get paid in today’s fast-paced digital world. In This Episode You Will Learn What I learned about pitching yourself. How to grow a loyal community online. What entrepreneurs often confuse with visibility vs. branding. Tips for using viral content, email lists, and data to convert your following. Top biohacks for staying energized and focused. Natalie’s advice for women rewriting the rules of leadership. Resources + Links Explore BossBabe programs and memberships 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 Natalie on Instagram Bossbabe on Instagram

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

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

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

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

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

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

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