Winning Season

A bnedAI production

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 absolutely give you the game.

  1. 6d ago

    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 career pivots, motherhood, and moments of personal uncertainty.We discuss how to move from survival mode to thriving, why generosity matters more than transactional networking, and how vulnerability can become a leadership strength rather than a liability. Key topics Ashwini shares the car accident that became a major inflection point in her life, pushing her to stop waiting for the right moment and start thriving instead of merely surviving.In the book, the core framework is the three Ps: personality, perspective, and presence.Personality is about understanding your wiring, belief systems, belonging, and which habits or assumptions no longer serve you.Perspective is about using different lenses to navigate change, broaden mindset, and adapt to new environments and roles.Presence is about showing up with impact, not just visibility, and influencing people, products, and environments in a meaningful way.Ashwini explains what it means to be rooted in transition, using her early career dress choices as a metaphor for fitting in versus becoming herself.Motherhood became another major pivot point, especially when pregnancy made testing work on vehicle test tracks physically difficult and forced her to adjust how she worked.A manager’s insight reframed her thinking: a temporary situation is not the same as a limitation.She shares how her friend Artie showed up consistently during a difficult season involving family needs, gestational diabetes, a new job, and an early delivery.The conversation highlights the women’s employee resource group Ashwini helped start and how vulnerability helped create community across multiple locations.Ashwini explains that shame fades when you recognize that many life circumstances are not self-inflicted and are often outside your control.The book’s generosity section argues that true influence is built through consistency, character, and care for people, not transactional networking.She reframes reputation as a byproduct of how you show up over time, not something you can manufacture like a brand.For people facing job market instability, she advises not to blame yourself, ask for help, and lean on the tribe you have built.The episode closes with Ashwini reflecting that writing the book was an act of trust in herself and a way to help others harness change more confidently. Chapters Chapter 1: A turning point 00:00 - Welcome, Ashwini Balasubramanian and the theme of mapping your ascent 01:04 - The car accident that changed how Ashwini viewed survival and ambition Chapter 2: The three Ps 07:24 - The three Ps framework: personality, perspective, and presence 12:46 - Learning to stay rooted while moving through major transitions Chapter 3: Motherhood and identity 16:04 - Motherhood, maternity clothing, and the shift from fitting in to being herself 17:16 - Pregnancy on test tracks and redesigning work around physical reality 20:27 - A manager reframes motherhood as a temporary situation, not a limitation Chapter 4: Support and vulnerability 21:54 - How Artie’s steady support became a model for real friendship and care 25:08 - Starting a women’s resource group and turning vulnerability into action Chapter 5: Generosity and influence 30:01 - Why generosity, not networking, is the foundation of lasting influence 33:48 - Why change rarely asks for permission and how to face career disruption Chapter 6: Closing reflections 39:18 - The win in this season: saying yes to writing a book and helping more people Get The Book: Map Your Ascent https://amzn.to/4zuJJZ1 Visit Ashwini's website https://mapyourascent.com/ Connect with Ashwini on LinkedIn https://www.linkedin.com/in/ashwini-balasubramanian/

  2. Jul 31

    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 health was failing, showing up for refugees and immigrants day after day. That is where Kristine's philanthropy started, and you can trace a straight line from it to the morning she saw a Facebook post at 4 a.m. and decided to donate a kidney to a stranger. In this conversation, Kristine walks us through the whole arc. A trained labor and employment attorney who never wanted a law firm, she started on the floor of a stamping plant outside Detroit and rose to become the only woman in the C-suite of a male-dominated industry. Ten months ago she stepped out of that seat, founded Shattered Glass Advisory, and started answering the question so many in our community are living right now: who am I when the title is gone? We talk about heart-centered leadership, leading up, the non-negotiable morning ritual that anchors her, and the piece of advice most people in transition don't want to hear at first: enjoy it. Kristine is a connector to her core, and this is a conversation you'll want to sit with. 🎧 Kristine is writing a book about the emotions of transition. She's coming back for the launch. Chapters 00:01 — Welcome & meet Kristine Frost 00:38 — Growing up a Midwesterner (and why she's really a Detroiter) 03:32 — Pontiac, Flint & GM: community built close to poverty 05:40 — Vienna: the grandmother who shaped her philanthropy 07:43 — The kidney donation story begins 10:02 — Directed vs. non-directed donation & the highly sensitized program 12:22 — Finding a match: 20 vials of blood and anonymous matchmaking 14:14 — Meeting John: December 18, 2019 17:20 — From attorney to the stamping plant floor 18:58 — What a stamping plant actually is 20:01 — Real life on the floor: leading humans, not machines 22:42 — Leading up: giving executives the yes/no 25:04 — The best leader is the best ambassador of people 25:35 — Founding Shattered Glass Advisory 28:52 — "Who am I now?" Leading yourself through transition 31:03 — The formula: non-negotiables & starting the day happy 34:15 — Wanderlust, family time & what her daughter noticed 36:05 — Live, laugh, love and D.W.Y.S.Y.W.D.E. 38:21 — Where to find Kristine & closing Links & Resources Connect with Kristine Frost LinkedIn: https://www.linkedin.com/in/kfroesq/Shattered Glass Advisory: https://shatteredglassadvisory.com/Mentioned in this episode Living kidney donation (directed vs. non-directed, the process Kristine describes) — Donate Life America: https://donatelife.net/donation/types/living-donation/Kidney donation facts & the national waiting list — Donate Life America: https://donatelife.net/donation/organs/kidney-donation/National Donate Life Registry (register your decision): https://registerme.org/

  3. Jul 15

    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 lifeUnderstanding and processing grief beyond loss of loved onesHow faith and scriptural reflection sustain us through hard seasonsThe importance of self-acceptance and owning your identityPractical steps to navigate and transform grief into strengthThe role of gratitude and thanksgiving in healingSupporting others with compassion in workplaces and communities Chapters:00:00 - Introduction to Guerlyne Guercy and her book, Grief is a Gateway02:29 - How tearing her ACL marked a grief point and reshaped her identity04:10 - Lessons in resilience learned from her sports career transition05:56 - Navigating a non-linear career path from psychology to business development06:37 - Debunking myths about sales and emphasizing authentic connection09:34 - The role of affirmation and self-awareness in owning your strengths12:10 - Why Guerlyne felt compelled to write about grief and faith15:22 - The journey of accepting and walking through personal loss16:38 - How grief reveals character and deepens spirituality20:24 - Understanding grief as an access point to divine comfort24:50 - Practical tools: acceptance, thanksgiving, and intentional living27:47 - Scriptural anchors: Psalm 63 and Psalm 100 as sources of strength30:23 - How faith evolves through seasons of loss and growth32:36 - The significance of personal reflection and faith journaling in healing34:28 - Supporting others in grief within the workplace and communities37:02 - Guerlyne’s availability for speaking engagements and workshops37:54 - Final words: Embrace your season, seek comfort, and continue moving forward Resources & Links: ⁠Grief is a Gateway - Guerlyne Guercy⁠⁠Psalm 63 - Bible Gateway⁠⁠Psalm 100 - Bible Gateway⁠⁠Poopari by Suzy Batiz⁠ (for insights on ideas and manifestation)Connect with Guerlyne Guercy: ⁠Instagram⁠⁠LinkedIn⁠⁠Website & Newsletter Signup⁠ Support and speaking engagements: Available for church, corporate, and community workshops on navigating grief, faith, and resilience.Topics include: "Transforming Grief into Growth," "Leading with Empathy," "Faith-Based Resilience," and "Supporting Wellness at Work."Remember, grief is not the end but a gateway to renewed strength, faith, and purpose. Embrace your season, lean into your faith, and let gratitude pave your way forward.

  4. Jun 25

    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 four gaps quietly widening between who AI was built on and who gets left behind, and the surprisingly simple mindset shift that closes them. If you have ever felt like the tech wasn't built for you, this one is for you. KEY TAKEAWAYS AI is not introducing bias, it is accelerating ours. It is a pattern recognition machine trained on a history that was never neutral. When the pattern says most CEOs are named John, that is what it draws back.There are four gaps, and the costly one is compounding. Awareness, authority, compounding, and infrastructure. The compounding gap (contribution versus ownership, who gets capital) is where the existing wealth disparity threatens to explode rather than close.You don't have to learn ChatGPT. You have to become AI fluent. Mastering one tool is like saying you can only drive a Toyota. The real skill is knowing how to talk to the machine and asking, with everything you do, how can AI help me with this.Access is where organizations start. Men are being encouraged to experiment with AI at higher rates than women. Don't wait for permission. Be professionally annoying and raise your hand, because nobody is coming to save us.A human coach does what AI cannot. AI is built to keep you engaged and tell you what you want to hear. A coach interrupts the pattern and asks you why.Chapters: 00:00 Welcome to Erica, the first AI expert on Winning Season00:52 The MIT story that sparked The AI Gap04:27 Greg Boone runs the experiment, and race bias shows up too05:41 Why AI does this: history was never neutral07:45 The four gaps, and why compounding is the one to watch10:39 HER Collective and making executive education accessible13:13 AI is a mindset: becoming fluent, not just clicking buttons17:00 Inside the community: the HER framework and weekly calls19:08 Her first book, Glass Ceilings and Sticky Floors21:28 What coaching with Erica actually looks like23:00 Why a human coach beats AI sycophancy23:39 Where companies should start: access for everyone25:22 Erica's two podcastsGUEST BIO Erica Anderson Rooney is an executive, speaker, and community builder. A former Chief People Officer recognized as a top CHRO, she is the author of The AI Gap and Glass Ceilings and Sticky Floors, founder of HER Collective, and host of two podcasts. She helps Fortune 500 companies and ambitious women learn to use AI as a voice, not become a victim of it. RESOURCES MENTIONED Erica's work The AI Gap (her new book): https://bookshop.org/p/books/the-ai-gap-women-ai-and-the-next-great-leap-forward-erica-rooney/086fb229b711e6c2?ean=9781955811965Glass Ceilings and Sticky Floors (her first book and OG podcast, 300+ episodes): https://podcasts.apple.com/us/podcast/glass-ceilings-and-sticky-floors-shatter-limiting/id1619692554AI: Voice or Victim? (her AI podcast, co-hosted with Greg Boone): https://voiceorvictim.com/HER Collective (her community, membership $684/year): https://www.joinhercollective.com/Connect with Erica on LinkedIn (tag her with your AI image result): https://www.linkedin.com/in/ericarooneyReferenced in the conversation Greg Boone, aka AISerious, Erica's business partner and Voice or Victim co-hostRadical Candor by Kim ScottHala Taha (Young and Profiting), a past Glass Ceilings guestCarol Dweck's growth mindset (Jacqueline's reference)Ruth Bader Ginsburg, "We belong in the rooms where decisions are made"The Lilly Ledbetter Fair Pay ActMighty Networks, the platform HER Collective runs on CALL TO ACTION Run the experiment yourself. Ask your AI to generate an image of you based on everything it knows, then tag Erica on LinkedIn with what you get. Grab The AI Gap

  5. Jun 15

    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 about service, vulnerability, and interconnectedness. This conversation reveals how embracing humility and community can shape the next era of global health and leadership. Main Topics: Hermence's multicultural upbringing and love story of her parents from Gabon and OregonHer early career in global health and service through Peace Corps in West AfricaThe transformative lessons learned from living in Ecuador, embracing vulnerability and cultural humilityFoundations of trust in global communities and the importance of seeing shared humanityThe philosophy of Ubuntu and its influence on Hermence's leadership and business, Mbutu SpeaksHow her company offers transformational leadership, cultural competence, and positive intelligence coachingThe power of storytelling and capturing community histories through her workThe significance of living intentionally, self-love, and continuous growth, as outlined in her book "Better Than Yesterday"Perspectives on the future of global health: community-led programs, cultural understanding, and capacity buildingThe story behind her artwork featuring Ubuntu and its significanceChapters: 00:00 - Introduction to Hermence Matsotsa and her multifaceted expertise02:15 - Hermence's cultural background and love story of her parents04:17 - Early career and calling into service through Peace Corps05:44 - The impact of living in Ecuador and learning vulnerability10:55 - Understanding and tapping into personal power13:32 - Making a difference through community storytelling15:30 - Global health work in Togo and community empowerment17:36 - How Hermence transitioned into CDC and her approach to trust-building20:13 - Key principles of establishing trust in diverse communities22:21 - The meaning behind "Mbutu" and the philosophy of Ubuntu24:41 - Overview of Hermence's company services and leadership philosophy27:26 - The importance of authentic leadership and psychological safety30:48 - Recognizing and evolving personal saboteurs and inner critics34:12 - The role of positive intelligence in leadership wellness37:07 - Hermence’s book "Better Than Yesterday" and personal transformation41:42 - Soleil's influence and her daughter’s role as a young author43:50 - The impact of sharing personal stories and community growth44:22 - Future visions for global health: community-driven, sustainable, and culturally sensitive49:44 - The significance of her artwork inspired by Ubuntu and cultural connection51:23 - How to connect with Hermence and access her book Resources & Links: Email Address/ Phone Number hermence@ubuntuworkforce.com / 1-202-421-9184 uBuntuSpeaks (uBuntu) website https//www.ubuntuworkforce.com LinkedIn Profile https://www.linkedin.com/in/hermencematsotsa-transformationalleadershipstrategist/ Books Better Than Yesterday: How to Take Intentional Steps to Self You EnvisionBuy on Amazon Pluto, Special Just the Same Dwarf Planet by Soleil Cross (my daughter) Instagram https://www.instagram.com/ubuntuspeaks_hermence/ TikTok https://www.tiktok.com/@sageelevation

  6. Jun 5

    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 breaking barriers as one of the youngest Black executives at NBC and leading at PeacockThe meaning behind her book's title and its importance for self-loveHow writing the book rewrote her, revealing unexpected truths and healingThe importance of honoring your body and mental health in high-pressure environmentsPractical questions and journaling practices to foster self-awarenessThe power of surrendering to life's unfolding rather than forcing solutionsHow to navigate the "unnamed seasons" of transformation without rushing the processThe role of worthiness and storytelling in advocating for yourselfBook recommendations and how to pre-order This Is How You Love HerTimestamps: (00:00) - Welcome and introducing Traci Saulsberry, author of This Is How You Love Her(02:06) - Traci describes herself as a "light, quiet storm, and builder"(04:24) - Love languages and how Traci freely gives love(08:55) - The cost of maintaining "okayness" at work and in life(11:29) - How writing the book transformed Traci(15:00) - Staying anchored amidst diverse roles and identities(16:47) - Recognizing the gap between external achievements and inner authenticity(22:07) - Navigating grief while building anew(25:43) - The unfolding journey: embracing serendipity and surrender(36:26) - The significance of anchors like childhood and relationships in understanding yourself(40:01) - What self-love really means beyond spa days(41:41) - Lessons learned the hard way, including imperfection and agency(42:48) - How to support Traci's book and pre-order informationResources & Links: This Is How You Love Her — Pre-order Traci Saulsberry's debut bookCalm App — Meditation and sleep appJunot Diaz - The Brief Wondrous Life of Oscar Wao — Book that inspired TraciNBC — Traci's leadership originAbrams Books — Purchase links for Traci's bookConnect with Traci Saulsberry: LinkedInInstagramWebsite Special note: This episode is a treasure trove of practical wisdom for anyone on a journey to self-love, leadership, and authentic living. Be sure to grab your copy of This Is How You Love Her and reflect on the meaningful questions Traci shares.

  7. May 27

    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 impactful asks to create lasting change. Key Topics Preparation and strategic planning in negotiationThe role of AI in nonprofit workBuilding trust and authentic communicationTransitioning from corporate to nonprofit leadershipLegacy giving and community impact Takeaways Preparation is key to successful negotiation and relationship building.AI can be a powerful tool if used responsibly and ethically.Authentic communication and vulnerability strengthen leadership.Leverage community and corporate partnerships for greater impact.Focus on human connection and trust over technology alone. Chapters 00:00 Introduction to Alison Anthony 02:42 The Evolution of Preparation in Negotiation 05:46 Corporate vs. Nonprofit Negotiation Strategies 08:32 Mindset Shifts for Women in Negotiation 11:30 The Importance of Clarity and Conciseness 14:28 Fundraising Trends and Community Impact 17:29 Engaging Volunteers in Fundraising Efforts 23:53 Embedding Mission in Fundraising 26:46 Celebrating Legacy and Endowment Growth 30:42 The Role of AI in Nonprofit Work 38:51 Radical Honesty and Personal Growth Connect with Alison on LinkedIn Follow the work of the Tulsa Area United Way

  8. Apr 20

    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 standing in your power, navigating unexpected challenges, and cultivating resilience within yourself and teams.In this episode: Denise shares her story of transition from a dance career to leadership roles and why she created her "Stand in Your Power" deck.The importance of presence, awareness, and intuition in professional and personal settings.How to recognize and navigate moments where you lose connection to your power.The five ways to utilize the deck for individual growth and team development.The insight, inspiration, and integration framework—three key steps to embodying new perspectives.Practical ideas for group or team activities using the deck, including retreats, meetings, and social gatherings.Denise’s holistic coaching approach that integrates life design, movement, and leadership development.Her philosophy of “and”—embracing dualities and holding space for contradictions.The ongoing journey of self-evolution and the importance of self-compassion and patience.Create Loudly WebsiteCreate Loudly InstagramDenise’s LinkedInStand in Your Power DeckInstagram – Create Loudly CoLinkedIn – DeniseEmail – info@createloudly.comChapters:00:00 - Introduction to Denise and the theme of standing in your power 02:50 - How Denise’s background shaped her approach to leadership and self-awareness 06:00 - The pivotal moment that inspired her deck creation 09:15 - Understanding what it truly means to stand in your power 12:45 - Tools Denise used to reconnect during a challenging leadership moment 14:58 - Exploring Layla Delia’s quote and its relationship to power 16:15 - The "and" philosophy: holding multiple truths simultaneously 19:40 - How the deck works: insight, inspiration, and integration 21:30 - Five creative ways to use the deck for personal and group growth 26:30 - The importance of mindful reflection and active embodiment 29:00 - Denise's coaching practice and holistic approach to living a fulfilled life 33:15 - Embracing multi-passionate identities in coaching and life design 37:10 - What Denise hopes listeners will take away: becoming and transformation 39:50 - Special offer: a free shipping code for the deck and how to connect with Denise 41:10 - Final words: celebrating personal power and ongoing growthResources & Links:Connect with Denise:Special Offer: Use code POWER26 at checkout for free shipping on the deck. This promo is valid until May 31, 2026, and is available only in the US.Note: This episode was released on April 26, 2026. Stay inspired and continue to step confidently into your power!

4.6
out of 5
36 Ratings

About

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 absolutely give you the game.