Winning Season
by A ZeroGap.co Production
Winning Season is the go-to podcast for mid-career professionals who want strategy, not just motivation. Host Jacqueline V. Twillie delivers actionable tools, negotiation frameworks, and candid conversations to help you lead with clarity, advocate for yourself, and find the win in every season. From navigating career transitions to thriving in challenging work environments, each episode is packed with insights you can use today. Powered by ZeroGap.co’s Resilient Leaders Program.
Episodes
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You Are Enough: Career Transitions with Javits CEO Joyce Leveston
What does it take to go from answering phones to running one of the largest convention centers in the country? In this episode, Jacqueline sits down with Joyce Leveston, president and CEO of the Javits Center in New York City, to share her blueprint for women and leadership.Joyce grew up in...
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How to Build an AI Agent Team for Your Business (No-Code Gumloop & Claude Guide)
How do you manage over 32 AI agents to build a new business when you don't have a technical background? Welcome to Part 1 of a special Winning Season mini-pod series! In this kickoff episode, Jacqueline Twillie pulls back the curtain on the exact mindset and strategy she uses to run a fleet of AI...
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Why the Best Founders Spot Opportunities Others Miss in Plain Sight
Jacqueline sits down with Cameron Hardesty, CEO and founder of Poppy Flowers, to talk about building a nationwide e-commerce wedding florist, raising venture capital, and the mindset shifts that helped her keep going through years of rejection. Cameron shares how curiosity, industry insight, and…
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Trust Your Gut, Take Your Power with Melanie White
What does it take to become CEO of a four-generation family business when no one hands you the roadmap? Melanie White, President and CEO of Hellwig Products and current Chairperson of SEMA, joins Winning Season to share how she went from cold-calling in outside sales to the C-suite by doing the…
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The 5 Cs of Uncomplicated Leadership Every Manager Needs
Most high-achieving women are taught to keep their heads down, do the work, and wait to be noticed. Julia Rock says that mindset quietly kills careers. In this conversation, she reveals the moves that took her from working at ExxonMobil for 12 years to leading a global business, coaching more…
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Rise, Resilience, and Career Comebacks with Kelvin B Henry
This conversation is a faith-forward career discussion with Kelvin B Henry, whose background spans the military, Procter & Gamble, PepsiCo, ministry, and coaching. He and Jacqueline Twillie reflect on mentorship, career reinvention, layoffs, AI disruption, and the personal adversity that shaped…
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Map Your Ascent: Ashwini Balasubramanian on Change, Vulnerability, and Building Influence
Ashwini Balasubramanian, Vice President of R&D for Transportation and Energy Business at 3M and former Harley-Davidson leader, joins Jacqueline to discuss her debut book, Map Your Ascent, and the lived experiences that shaped it. The conversation centers on navigating change, especially through...
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Kristine Frost: Generosity, the C-Suite, and the Season After the Title
Kristine Frost grew up in Pontiac, Michigan, in the years when General Motors was pulling out and the families left behind built their own support systems out of mac and cheese, popsicles, and each other. She watched her grandmother, Vienna, run a government-subsidized community while her own...
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From Soccer Fields to Corporate Floors: How One Woman Turned Grief Into a Gateway of Purpose
Main topics: Guerlyne’s journey from collegiate soccer to executive life Understanding and processing grief beyond loss of loved ones How faith and scriptural reflection sustain us through hard seasons The importance of self-acceptance and owning your identity Practical steps to navigate and...
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You're Never Stuck: Erica Rooney on Curiosity, AI, and the Questions That Change Everything
A room full of women builders at MIT asked ChatGPT to draw them based on everything it knew. It drew the same white man over and over. That moment sparked Erica Rooney's new book, The AI Gap, and this conversation. Erica joins Jacqueline as the first AI expert on Winning Season to break down the...
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Embracing Service, Leadership, and Ubuntu: An Inspirational Journey with Hermence Matsotsa
Hermence Matsotsa, a global leadership expert, author, and advocate for community-centered health and transformation joins Jacqueline Twillie in Conversation. In this episode, Hermence shares her multicultural background, her journey through global health, and the profound lessons she's learned...
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This Is How You Love Her: A Radical Journey to Self-Love with Traci Saulsberry
Join us as we dive into Traci Saulsberry's inspiring journey of self-discovery, leadership, and radical self-love. Traci shares powerful insights from her debut book, revealing how vulnerability, curiosity, and authenticity can transform our lives and careers. In this episode: Traci's experience...
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Unlocking Leadership and Community Impact with Alison Anthony
Summary In this inspiring interview, Alison Anthony shares her journey from corporate leadership to nonprofit impact, emphasizing the power of preparation, authentic communication, and strategic use of AI in advancing community goals. Discover how to leverage your strengths, build trust, and make...
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Why Standing in Your Power Is Not One-Size-Fits-All And How to Find Yours
Standing in Your Power: A Conversation with Denise Foss on Self-Leadership and Transformation Discover how Denise’s journey from dance to leadership led her to create a powerful deck focused on helping individuals reclaim their strength and authenticity. In this episode, we explore the nuances of...
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The Real You vs. Work You: Why 61% of Us Are Hiding at Work
Discover how authentic leadership, community, and self-awareness can transform your career and life. Suezette shares practical insights, personal stories, and strategies to help you lead fearlessly beyond titles.In this episode: Suezette’s journey from education reform to tech leadership The true...
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Call and Response: Leadership Lessons w L. Michelle Smith
Unlock the powerful leadership principles grounded in Black church traditions and culture. In this episode, L.Michelle Smith shares her insights on how call and response, faith, community, and resilience can transform your leadership approach and drive authentic connections. L.Michelle's...
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Pinpoint What Decision-Makers Actually Value
This episode of Winning Season features a real lesson from Jacqueline V. Twillie, originally delivered live to a group of mid-career professionals. In it, Jacqueline unpacks the moment she cracked a high-stakes global project stalemate by identifying the single metric and timeline that mattered...
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Marketing and Money Rules for Change Makers w/ Alair Castro
Summary In this episode of the Winning Season podcast, host Jacqueline Twillie interviews Alair Castro, a Director of Diversity and Inclusion Strategy and Marketing at Northwestern Mutual and founder of the AC Consultancy. Alair shares her journey and passion for addressing the racial wealth gap,...
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Mini Episode - Career and Negotiation with Jacqueline Twillie - Resilient Leaders
Winning Season Podcast - Mini Episode Show Notes Host: Jacqueline Twillie Episode Type: Mini Episode - Career and Negotiation Inspiration Duration: ~3 minutes Episode Overview A quick-hit episode sharing actionable career and negotiation tips from two of Jacqueline's current projects, designed to...
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Building Bridges: Lexie Mendelson's Partnership Strategies
Summary In this episode of the Winning Season podcast, Lexie Mendelson shares her extensive experience in building partnerships and launching innovative products like Google Pay. She emphasizes the importance of values such as truth and loyalty in partnerships, the need for adaptability in...
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Navigating High-Stakes Negotiations with Confidence
Summary In this episode, Jacqueline Twillie discusses the intricacies of navigating difficult conversations and negotiations. She introduces the Latte Framework, which consists of Look, Anticipate, Think, Talk, and Evaluate, providing practical strategies for each stage. The conversation covers…
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Unlocking the Science of Confidence w/ Jacqueline Twillie ZeroGap.co
Summary In this episode of the Confidence Rewired series, Jacqueline Twillie explores the science of self-trust and the mental skill of confidence. She emphasizes that confidence can be trained through neuroplasticity, which allows the brain to rewire itself based on experiences. Jacqueline...
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Breath Work: The Key to Confidence Rewired Part 5 w/ Jacqueline Twillie ZeroGap.co
Summary In this episode of the Confidence Rewired series, host Jacqueline Twillie explores the intersection of breath work and confidence, emphasizing the importance of breath in high-stress situations. She introduces cyclic sighing as a powerful technique for reducing anxiety and enhancing...
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Unlocking Motivation with Dopamine w/ Jacqueline Twillie
Summary In this episode of the Winning Season Podcast, the Confidence Rewired Series, host Jacqueline Twillie discusses the importance of dopamine in building confidence and motivation. She introduces the concept of the 'confidence comeback loop' and emphasizes the significance of tiny wins in...
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Navigating the Messy Middle of Confidence with Jacqueline Twillie
Summary In this episode of the Confidence Rewired Series of the Winning Season Podcast, host Jacqueline Twillie explores the concept of the 'messy middle' where life and work pressures collide, leading to a dip in confidence. She discusses the neuroscience behind confidence, emphasizing how…
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The Brain-Body Connection and Resilience with Jacqueline Twillie
Summary In this series of Confidence Rewired, Winning Season Podcast host Jacqueline Twillie delves into the intricacies of confidence, particularly how it can be affected by setbacks and stress. She introduces the concept of the brain's confidence center, the ventral medial prefrontal cortex…
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The Neuroscience of Confidence Crashers
Winning Season Podcast: Confidence Rewired Series Episode 1: The Neuroscience of Confidence Crashers Host: Jacqueline Twillie In this episode of Winning Season, Jacqueline Twillie explores the science behind confidence crashes and provides practical tools to rewire your response to setbacks....
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Human-Centered Leadership: Blending Data & Empathy with Fadjanie Cadet
Episode Summary: In this episode of Winning Season, host Jacqueline welcomes talent executive and inclusion strategist Fadjanie Cadet to discuss revolutionary approaches to performance management, talent development, and creating psychologically safe workplaces. Fadjanie shares insights from her...
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Finding the Win in Any Season: Navigating VUCA Environments
In This Episode In this revamped episode of The Winning Season Podcast, host Jacqueline Twillie introduces a new "professional girlfriend" format, offering candid advice on navigating VUCA (Volatility, Uncertainty, Complexity, Ambiguity) environments when the chaos feels overwhelming including…
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The Neuroscience of Navigating Uncertainty: The AHA Leadership Method
In this episode, Jacqueline Twillie breaks down how to navigate Volatile, Uncertain, Complex, and Ambiguous (VUCA) situations using the science-backed AHA framework—Attitude, Habits, and Actions. Key Topics: Understanding VUCA: Volatility, Uncertainty, Complexity, and Ambiguity defined The...
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Working Through Uncertainty - Turning Chaos Into Your Competitive Advantage w/ Jacqueline Twillie
Episode 2 in the VUCA Series: Understanding Uncertainty & Building Powerful Habits In this powerful episode, Jacqueline Swilley breaks down why uncertainty isn't your weakness—it's potentially your greatest competitive advantage. Discover how consistency trumps certainty in leadership and learn...
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Volatility vs. Vision: Grounding Yourself When Everything Changes Fast
In this first episode of a 4-part series on leading through VUCA (Volatility, Uncertainty, Complexity, and Ambiguity), Jacqueline explores how to transform volatility from your biggest stressor into your competitive advantage using her AHA Framework: Attitude, Habits, and Actions. This episode...
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How to Lead Through VUCA Using the AHA Framework w/ Jacqueline Twillie
In this episode, Jacqueline V. Twillie introduces what VUCA really means Volatility, Uncertainty, Complexity, and Ambiguity and why it’s showing up in your work life more than ever. Whether you have a formal leadership title or not, this series will give you practical tools to stay grounded…
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Stop Canceling Your One-on-Ones! Here's How to Make Them Count
Episode Summary In this mini-pod episode, Jacqueline shares a practical seven-question framework to transform your one-on-one meetings from basic check-ins into meaningful growth opportunities. She explains how to apply her LATTE method (Look, Anticipate, Think, Talk, Evaluate) to create more...
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The Power of "Tell Me More" - A Simple Phrase That Changes Everything
Episode Summary In this episode, Jacqueline Twillie shares a simple yet powerful three-word phrase that can transform your leadership, elevate your negotiation skills, and help you navigate workplace dynamics with greater confidence: "Tell Me More." Jacqueline reveals how this simple language…
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The Power of Strategic Female Networks: Building Your Inner Circle
The Power of Strategic Female Networks The Power of Strategic Female Networks: Building Your Inner Circle Episode Summary In this mini-episode, Jacqueline shares insights about building a strong inner circle of female peers for professional success. Harvard Business Review found women with strong...
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Meeting Leadership Secrets of Top Performers
Episode SummaryIn this power-packed episode, Jacqueline Twillie tackles the universal workplace challenge of ineffective meetings. Drawing from research showing professionals spend over 20 hours weekly in meetings with half feeling wasted Jacqueline shares her exclusive R4 Framework typically...
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Mini-Pod: Paris in Spring & Creative Writing
In this episode, Jacqueline shares her transformative experience in Paris, where she stepped outside her comfort zone to take a creative writing class. She reflects on the importance of embracing new challenges, her surroundings' sensory richness, and her connections with others. Through her...
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The Art of Navigating Leadership Transitions with Confidence w/ Jacqueline Twillie
In this episode, Jacqueline Twillie discusses the challenges and strategies for confidently navigating leadership transitions. She emphasizes the importance of mindset shifts, emotional intelligence, stakeholder engagement, and continuous learning. Jacqueline shares personal experiences and...
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Unraveling Your Relationship with Money
Summary In this episode, Shannah and Jacqueline delve into the complex relationship women have with money, exploring how childhood experiences shape financial mindsets, the pervasive feelings of scarcity, and the importance of negotiating self-worth. They discuss the emotional weight of money…
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Mastering the Art of Managing Up
SummaryIn this episode, Jacqueline Twillie discusses the concept of managing up, emphasizing the importance of effective communication, proactive problem-solving, and self-advocacy in leadership. Through the story of a fictional character named Jordan, she illustrates key lessons learned in...
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Reclaiming your value is a daily practice w/ Jacqueline Twillie
SummaryIn this episode of Winning Season, host Jacqueline V. Twillie discusses the importance of reclaiming personal value amidst chaos and overwhelming circumstances. She introduces the AHA framework (Attitude, Habits, Actions) as a method for leaders to navigate challenges effectively.…
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Stop Reacting and Start Responding Like a Strategic Powerhouse
Episode Summary In this episode, Jacqueline Twillie discusses the crucial shift from reactive to responsive leadership using her R4 framework. She addresses how leaders can transform chaos into clarity and move from survival mode to strategic control. The episode provides practical tools for...
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Transforming Setbacks into Comebacks
Summary In this episode of Winning Season, Jacqueline discusses the importance of resilience in leadership, especially in male-dominated industries. She shares three proven strategies to build resilience: celebrating small wins, pausing to reset, and connecting tasks to a larger purpose.…
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Empowering Leaders: Combatting Self-Doubt
Summary In this episode of Winning Season, host Jacqueline Twillie delves into the complexities of imposter syndrome, particularly as it affects women and marginalized groups in leadership roles. She emphasizes that imposter syndrome is not a personal failing but a reflection of systemic issues...
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From Imposter Syndrome to Impact
Summary In this episode of the Winning Season podcast, Jacqueline Twillie discusses the concept of imposter syndrome, particularly how it affects underrepresented leaders in male-dominated industries. She emphasizes the importance of transforming feelings of doubt into impactful leadership and...
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Owning Your Seat at the Table When You’re the Only One
Summary In this episode, Jacqueline Twillie discusses the challenges and opportunities of being the only one in the room, particularly in leadership roles. She emphasizes the importance of resilience, authenticity, and building influence while navigating the complexities of representation....
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Evolution of Leadership: Trends Shaping 2025
Summary In this episode, Jacqueline explores the evolving landscape of leadership and workplace trends for 2025. She discusses the integration of AI, the evolution of hybrid work, the importance of employee well-being, and the necessity of diversity and inclusion. Jacqueline emphasizes the need…
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Building Resilience in the Workplace
Summary In this episode, Jacqueline discusses the importance of resilience in the workplace, drawing from her book 'Dear Resilient Leader.' She introduces the R4 framework (Risk, Resilience, Reward, Reset) as a practical tool for navigating challenges and emphasizes the AHA method (Attitude,...
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The Future of AI: Insights from the Women in AI Summit with Jacqueline Twillie
Summary In this episode, Jacqueline Twillie recaps the Women in AI Summit held in New York City, sharing her experiences and insights from the event. She discusses the importance of education adapting to AI, the need for diversity and representation in tech, and how AI can empower underserved...
About this show
Winning Season is the go-to podcast for mid-career professionals who want strategy, not just motivation. Host Jacqueline V. Twillie delivers actionable tools, negotiation frameworks, and candid conversations to help you lead with clarity, advocate for yourself, and find the win in every season. From navigating career transitions to thriving in challenging work environments, each episode is packed with insights you can use today. Powered by ZeroGap.co’s Resilient Leaders Program.
Hosted by
A ZeroGap.co Production