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Winning Season

A bnedAI production
VUCA
LATTE Framework
Leadership
AHA Framework
Negotiation
Confidence
Neuroscience
Resilient Leaders Program
Stanford University
R4 Framework
Linkedin
Racial Wealth Gap
Authentic Leadership
Zerogap
Meetings
Artificial Intelligence
Motivation
Ventromedial Prefrontal Cortex
Zero Gap
Leadership and Management

Winning Season is the go-to podcast for mid-career professionals who want strategy, not just a pep talk. Every episode hands you something you can use Monday morning a way to negotiate, to be heard in the room, to reset when the plan falls apart. Part framework, part candid conversation. The energy of a professional girlfriend who happens to have trained 10,000+ people on four continents and will ... more

PublishesMonthlyEpisodes311Founded9 years ago
Number of ListenersCategories
CareersBusiness

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Artwork for Winning Season

Latest Episodes

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-acceptanc... more

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... more

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... more

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 an... more

Key Facts

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Recent Guests

Erica Rooney
Executive, author, community builder and AI expert
HER Collective
Episode: You're Never Stuck: Erica Rooney on Curiosity, AI, and the Questions That Change Everything
Hermence Matsotsa
Author, global leadership expert, global health expert
Mbutu Speaks / Mbutu
Episode: Embracing Service, Leadership, and Ubuntu: An Inspirational Journey with Hermence Matsotsa
Traci Saulsberry
Senior Communications Executive, Leadership Coach and Writer, author of This Is How You Love Her
NBC (former), Peacock (former), CALM (current)
Episode: This Is How You Love Her: A Radical Journey to Self-Love with Traci Saulsberry
Alison Anthony
President and CEO, Tulsa Area United Way
Tulsa Area United Way
Episode: Unlocking Leadership and Community Impact with Alison Anthony
Suzette Yasmin Robotham
Author of Beyond Titles, Speaker, former Google talent/HR leader
Author of Beyond Titles; former Google Cloud talent/HR leader
Episode: The Real You vs. Work You: Why 61% of Us Are Hiding at Work
L. Michelle Smith
Author and businesswoman; corporate media trainer who works with executives
Episode: Call and Response: Leadership Lessons w L. Michelle Smith
Alair Castro
Director of Diversity and Inclusion Strategy and Marketing for Northwestern Mutual; Founder of AC Consultancy
Northwestern Mutual; AC Consultancy
Episode: Marketing and Money Rules for Change Makers w/ Alair Castro
Lexi Mendelson
Partnership strategist with experience from startups to Google and MasterCard
Independent/Formerly at Google, MasterCard, Royal Bank of Scotland
Episode: Building Bridges: Lexie Mendelson's Partnership Strategies
Fadjanie Cadet
Inclusion and transformation strategist; certified organizational development and DEI leader
Board member; Society for Human Resource Management; Greater Boston area
Episode: Human-Centered Leadership: Blending Data & Empathy with Fadjanie Cadet

Hosts

Jacqueline V. Twillie
Host of Winning Season; leader-focused career strategist and negotiator.
Jacqueline Twillie
Variant spellings of the host name as appears in transcripts.

Reviews

4.6 out of 5 stars from 41 ratings
  • Great podcast!!

    So happy to have found this podcast. Love the tips they shared. Looking forward to hearing more!

    Apple Podcasts
    5
    YBMikee
    Philippines5 years ago
  • Inspired Action

    I enjoy this past as a listener and guest. Jacqueline consistently shares tools for leaders empowering and inspiring them to take action to lead well.

    Apple Podcasts
    5
    AM Morgan
    United States7 years ago
  • Very helpful and stimulating

    Keep doing what you’re doing ladies!!!

    Apple Podcasts
    5
    sxvon
    United States7 years ago
  • Awesome Resource

    In life you get what you negotiate not what you deserve. The PowerBanking Podcast is a must listen for all women leaders.

    Apple Podcasts
    5
    Cmu79
    United States8 years ago
  • Excellent Podcast

    Jaqueline Twilley I am inspired by your topics and your seriousness in addressing them. As a male who supports equality for all in the workplace, you give voice to women who are not able to speak up for themselves.

    Phenomenal woman for our times!

    Apple Podcasts
    5
    #leadingfromthefront
    United States8 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

A clear emphasis on confidence, resilience, and career sovereignty for mid-career professionals.
Guests bring diverse perspectives and real-world impact stories.
The host delivers practical negotiation tools listeners can apply immediately.
Thoughtful, actionable leadership tips emerge episode after episode.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#138
Russia/Business/Careers

Talking Points

Recent interactions between the hosts and their guests.

This Is How You Love Her: A Radical Journey to Self-Love with Traci Saulsberry
Q: What role does surrender play in achieving a 'winning season' in life and career?
Surrender means trusting the process and being open to opportunities that align with your authentic self, even when the path isn't conventional, as demonstrated by serendipitous publishing connections and creative work.
This Is How You Love Her: A Radical Journey to Self-Love with Traci Saulsberry
Q: How did your professional experiences shape the structure and voice of your book?
Her experiences at NBC and Peacock taught her the value of voice and visibility, leading to a nontraditional, narrative-forward self-help approach that blends memoir with practical journaling prompts and questions.
This Is How You Love Her: A Radical Journey to Self-Love with Traci Saulsberry
Q: What is the core message about self-love that you want readers to take away?
Self-love goes beyond spa days or vacations; it is about consistently knowing yourself, advocating for your needs, and defining your identity on your own terms rather than through others' expectations.
Embracing Service, Leadership, and Ubuntu: An Inspirational Journey with Hermence Matsotsa
Q: What is your approach to establishing trust when you go into new communities?
Her approach centers on seeing humanity in people, meeting them where they are, asking questions with genuine curiosity, and building reciprocal relationships rather than one-sided aid.
Embracing Service, Leadership, and Ubuntu: An Inspirational Journey with Hermence Matsotsa
Q: How did you end up at the CDC, and what was your entry point there?
A serendipitous turn after a career in Jamaica and elsewhere led a temp agency to connect her with CDC, where she entered through the South Polio Program in a role that felt like it was meant to be.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
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Location
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Household Income
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Frequently Asked Questions About Winning Season

What is Winning Season about and what kind of topics does it cover?

A leadership and career-advancement show focused on practical tools for mid-career professionals. Episodes consistently center on negotiation frameworks, authentic leadership, career design, and strategies to influence without burning bridges. Guests often come from corporate, nonprofit, and tech-adjacent fields, offering real-world examples of inclusive leadership, strategic storytelling, and programmatic approaches to development. Noteworthy are frameworks like LATTE for negotiations and the sustained emphasis on confidence, resilience, and community impact, often tied to development programs and sponsor-led initiatives. The show stands out for its actionable takeaways, data-informed leadership insights, and a clear mission to help profes... more

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Which podcasts are similar to Winning Season?

These podcasts share a similar audience with Winning Season:

1. IMO with Michelle Obama and Craig Robinson
2. Code Switch
3. Morning Brew Daily

How many episodes of Winning Season are there?

Winning Season launched 9 years ago and published 311 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Winning Season?

Recent guests on Winning Season include:

1. Erica Rooney
2. Hermence Matsotsa
3. Traci Saulsberry
4. Alison Anthony
5. Suzette Yasmin Robotham
6. L. Michelle Smith
7. Alair Castro
8. Lexi Mendelson

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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