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Raise Your Hand: Erin Levzow on Owning Your Space and Knowing Your Worth

Prosper Brief

Release Date: 05/14/2025

Empathy as a Superpower: Cynthia Zhang on How to Build Strong Teams show art Empathy as a Superpower: Cynthia Zhang on How to Build Strong Teams

Prosper Brief

In this heartfelt and insightful episode of The Prosper Brief, host Jeremiah Wynn sits down with Cynthia Zhang, SVP of Global Marketing & Product Strategy at Henny Penny. Together, they explore the often misunderstood concept of empathy in leadership, distinguishing it from sympathy and diving into how empathetic leadership can transform teams, workplaces, and lives. Cynthia shares powerful personal stories from her upbringing in China and her early career, highlighting how real empathy builds trust, fosters innovation, and enhances mental well-being. If you’re a leader, team member, or...

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More Than a Team: Building Belonging at Work with Richard Weintraub & Grace Zuncic show art More Than a Team: Building Belonging at Work with Richard Weintraub & Grace Zuncic

Prosper Brief

In this powerful episode of The Prosper Brief, host Jeremiah Wynn is joined by Richard Weintraub, Head of North & Latin America Global Family Office Group at Citi, and Grace Zuncic, Managing Director at Manna Tree Partners, for a deeply human conversation about leadership, connection, and culture. Through personal stories of grief, growth, and legacy, they explore how cultivating a family-like culture at work isn’t just a feel-good concept—it’s a high-performance strategy. If you lead people, this episode will reshape how you think about trust, loyalty, and what it means to truly...

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Leading with Purpose and Presence: A Conversation with Sean Tresvant show art Leading with Purpose and Presence: A Conversation with Sean Tresvant

Prosper Brief

In this episode of The Prosper Brief, host Jeremiah Wynn sits down with Sean Tresvant, CEO of Taco Bell and Chief Consumer Officer at Yum! Brands, to talk about leadership, branding, and building global consumer trust. Sean shares his path from working at Campbell’s and Sports Illustrated to leading iconic brands like Jordan and now Taco Bell, highlighting the key lessons that shaped his approach to leadership. Listeners get an inside look at what it means to lead with humility, emotional intelligence, and a strong understanding of consumer behavior. Sean unpacks the power of brand...

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Loyalty Over Hype: The Real Secret to Billion-Dollar Brands with Jim Bitticks show art Loyalty Over Hype: The Real Secret to Billion-Dollar Brands with Jim Bitticks

Prosper Brief

In this power-packed episode of The Prosper Brief, host Jeremiah Wynn sits down with Jim Bitticks, President & COO of Dave’s Hot Chicken. From flipping fries in his teens to building billion-dollar brands, Jim shares the behind-the-scenes grit and golden lessons from his journey in the fast food and franchise industry. They dive into what it takes to scale operations, why people matter more than anything, and how spicy chicken changed his life (literally). It’s an inspiring, hilarious, and deeply insightful look into how loyalty, leadership, and risk-taking can lead to massive success....

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You Can’t Fake Passion: The Fire Behind Derek Gaskins' Leadership show art You Can’t Fake Passion: The Fire Behind Derek Gaskins' Leadership

Prosper Brief

In this soul-stirring episode of The Prosper Brief, host Jeremiah Wynn sits down with Derek Gaskins, Chief Guest Experience Officer at BP. More than a business conversation, this is a masterclass on emotional intelligence, self-awareness, leadership, and legacy. From his Southeast D.C. roots to executive leadership, Derek shares how knowing yourself unlocks your power to inspire others. The duo dives into the science of temperament, leading high performers, and how excellence and discomfort are vital to growth.

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Community, Courage, and Career Growth with Alex Brown show art Community, Courage, and Career Growth with Alex Brown

Prosper Brief

In this heartfelt and inspiring episode of The Prosper Brief, host Kim DeCarolis sits down with Alexandra Brown, a rising leader at Toast, Inc., to reflect on her experience at the Prosper Forum. From stepping into her new management role to building community in tech sales, Alexandra opens up about what it means to grow, lead authentically, and support the next generation of industry talent. With candid moments, leadership insights, and a dose of mentorship magic, this episode will leave you motivated to take your own leap forward. Subscribe, share, and send this episode to a leader or rising...

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From Server to COO: How Kirk Grogan is Redefining Tipping show art From Server to COO: How Kirk Grogan is Redefining Tipping

Prosper Brief

In this episode of The Prosper Brief, host Anthony Zaller sits down with Kirk Grogan, COO and Co-Founder of TipHaus, to unpack the complex, evolving world of tip management in the hospitality industry. From automating compliance across 37+ states to processing over $5 billion in tips annually, TipHaus is revolutionizing how restaurants handle payouts, avoid legal pitfalls, and retain staff in a cashless world. Kirk shares his journey from Chili’s host to hospitality tech founder, offering practical wisdom and deep insight on labor, compliance, digital...

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Smarter Signage, Happier Guests: AI & the Future of Hospitality show art Smarter Signage, Happier Guests: AI & the Future of Hospitality

Prosper Brief

In this future-forward episode of The Prosper Brief, host Jeremiah Wynn is joined by Sho Shafiei of DSA Signage and Eli Chmouni of NEON to explore how signage, AI, and smart guest experiences are evolving the hospitality space. From transforming static menu boards to launching AI-powered drive-thru voice solutions, these two innovators break down what’s next for restaurants and retail. It’s a conversation packed with tech, teamwork, and how to turn operational headaches into streamlined success.

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The Gift of Crisis: Leading Through Disruption with Dr. James Pogue show art The Gift of Crisis: Leading Through Disruption with Dr. James Pogue

Prosper Brief

In this powerful episode of The Prosper Brief, Dr. James Pogue delivers a masterclass on leading through disruption with clarity, compassion, and courage. Tackling everything from emotional intelligence to the fragility of organizational culture in the age of viral social media, Dr. Pogue brings unmatched insight into how leaders can not only survive turbulent moments, but grow through them. With practical frameworks, real-world examples, and a human touch, this conversation is a must-listen for current and emerging leaders navigating today's increasingly complex and emotionally charged work...

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Culture, Equity, and Performance: Jeff Kiesel’s Blueprint for Scalable Leadership show art Culture, Equity, and Performance: Jeff Kiesel’s Blueprint for Scalable Leadership

Prosper Brief

In this powerful episode of The Prosper Brief, host Jeremiah Wynn sits down with Jeffrey Kiesel, CEO of Restaurant Technologies, Inc., to dive into 20 years of transformational leadership, cultural innovation, and scaling a company from 12,000 to over 50,000 customers. Jeff shares how his focus on values, trust, and talent development helped shape one of America’s best workplaces. From operational excellence to creating equitable opportunity, this conversation is a masterclass in leadership that blends strategy, soul, and systems.

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More Episodes

In this empowering episode of The Prosper Brief, host Jeremiah Wynn sits down with marketing powerhouse and podcast host Erin Levzow, a woman who’s made a career out of breaking barriers and lifting others as she climbs. Together, they explore what it truly means to advocate for yourself, navigate imposter syndrome, and redefine success. From being the only woman at the executive table to helping young professionals find their voice, Erin shares raw, personal stories of overcoming bias, finding her tribe, and standing unapologetically in her worth. It’s not just a conversation—it’s a call to action for anyone ready to stop shrinking and start rising. 📍 Join us at Accelerate → https://prosperaccelerate.com Let’s close the gap between where you are and where you could be—one inch at a time.