Winning Season

Winning Season

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

October 13, 2025 29 mins

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 most to a senior leader.

She walks listeners through her signature L.A.T.T.E. Framework—Look, Anticipate, Think, Talk, Evaluate—and shows ho...

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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, advocating for Black women, and creating inclusive marketing strategies. The conversation explores the importance of building trust within...

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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 give listeners a boost in their professional journey.


Main Tip: Highlight Your Unique Value

  • Identify what makes you stand o...
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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 international rollouts, and the significance of aligning diverse stakeholders. Lexie also discusses the challenges of navigating regulatory envir...

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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 how to observe tension, anticipate derailments, address bad behavior, maintain composure in power imbalances, know when to walk away, an...

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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 introduces the 90-day confidence circuit plan, which includes identity anchors, micro actions, and reflection to build lasting confidence. The e...

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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 leadership presence. The episode also outlines practical steps for incorporating breath work into daily routines, particularly through a 2 p.m. ...

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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 stimulating dopamine release. Jacqueline provides a practical framework called the 'Tiny Win System' to help listeners identify small, achiev...

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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 chronic stress affects the brain's ability to function effectively. Jacqueline introduces the BLAST method, a five-step process desi...

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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, and discusses the importance of an identity anchor in maintaining self-assurance. Through personal anecdotes and scientific insights, Jac...

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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. Drawing from her personal experience with imposter syndrome during Zero Gap's first enterprise rollout, Jacqueline breaks down the neuroscien...

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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 career, including practical frameworks for identifying high-potential talent, building effective feedback cultures, and leading organizatio...

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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 when we're contributing to it ourselves. Drawing from personal experience, Jacqueline shares actionable strategies for finding clarity, maki...

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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 neuroscience behind uncertainty and decision-making
  • The AHA Method: Attitude, Habits, and Actions explained
  • Practical techniques for each compone...
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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 practical habits that create clarity during wildly unpredictable times.

🎙️ Episode Highlights

🔑 Key Takeaways

  • Leaders with structured...
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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 specifically focuses on the "Attitude" component and provides practical strategies for staying grounded when everything around you is changi...

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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, clear, and confident.

🧭 What You’ll Hear in This Episode:

  • Why work feels so chaotic lately (and how VUCA explains it)

  • A breakdown of the VUC...

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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 intentional and empowering conversations with your team members.

The Seven Question Framework

  1. What are you working on and what's going w...
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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 shift led to a breakthrough in a challenging negotiation situation and provides practical guidance on how to use this power phrase in...

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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 female-dominated inner circles are 2.5x more likely to land executive positions.

Key Takeaways
  • Women with strong fem...
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