Oct 26, 202628 minS26
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...
business
Winning Season
Hosted by A ZeroGap.co Production · business · EN
About this Podcast:
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.
Pitch Analysis
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Contact path
Public web form
Booking probability
25%
Guest openness
Selective
80/100
Required Score
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What is Winning Season about?
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.
What has Winning Season covered recently?
Recent episodes include "You Are Enough: Career Transitions with Javits CEO Joyce Leveston" (26 October 2026, 28 minutes), "How to Build an AI Agent Team for Your Business (No-Code Gumloop & Claude Guide)" (16 October 2026, 7 minutes), and "Why the Best Founders Spot Opportunities Others Miss in Plain Sight" (9 October 2026, 35 minutes).
How often does Winning Season publish?
Winning Season publishes roughly every two weeks, with episodes averaging 36 minutes across 305 episodes.
How hard is it to get booked on Winning Season?
Booking probability for Winning Season is 25%, and the host is rated Selective on guests. Winning Season requires a Pod Score of 80 or higher. Winning Season's contact route on record: public web form.
Who should pitch Winning Season?
The strongest fits for Winning Season are Business & Professional Training. Winning Season has a business audience.
About the host
Winning Season is a business podcast with 305 episodes published.
Host email not verified for this podcastSign in to unlock →
Recent episodes
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
- Oct 16, 20267 minS26
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...
- Oct 9, 202635 minS26
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...
- Sep 28, 202642 minS26
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...
- Sep 18, 202640 minS26
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...
View More
- Aug 26, 202631 min
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...
Episode #30
Map Your Ascent: Ashwini Balasubramanian on Change, Vulnerability, and Building Influence
Aug 17, 202643 minS26Ashwini 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...
- Jul 31, 202635 minS26
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...
Episode #15
From Soccer Fields to Corporate Floors: How One Woman Turned Grief Into a Gateway of Purpose
Jul 15, 202632 minS26Main 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...
Episode #12
You're Never Stuck: Erica Rooney on Curiosity, AI, and the Questions That Change Everything
Jun 25, 202629 minS26A 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...
Episode #11
Embracing Service, Leadership, and Ubuntu: An Inspirational Journey with Hermence Matsotsa
Jun 15, 202652 minS26Hermence 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...
- Jun 5, 202641 minS26
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...
- May 27, 202647 minS26
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...
- May 27, 202647 minS26
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...
- Apr 20, 202639 minS26
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...
- Apr 20, 202639 minS26
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...
- Mar 3, 202643 minS26
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...
- Feb 10, 202643 minS26
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...
Winning Season
Pinpoint What Decision-Makers Actually Value
Oct 13, 202529 minThis 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...
Aug 5, 202522 minS25Summary 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...
Recent guests
Recent guests on Winning Season. Study who booked and why before you pitch.
J
Julia Rock
executive coach and leadership strategist, Rock Career Development
A
Ashwini Balasubramanian
Vice President of Research & Development for the Transportation & Energy Business Unit at 3M, Harley Davidson
A
Alison Anthony
President and CEO, Tulsa Area United Way
J
Jacqueline Twillie
author, leadership strategist, founder, ZeroGap.co
Best industries to pitch Winning Season for
PitchCentric classifies Winning Season under these industries. Guests from them are the closest fit, and each links to the best podcasts in that industry.
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