Prosper Brief

In this heartfelt and energizing episode of The Prosper Brief, host Jeremiah Wynn is joined by three dynamic leaders using business to change lives: Christine Conroy of Greyston Bakery, Phillip Scotton, President & CEO of Primo Partners, and Ray Sawyer, Chief Innovation Officer. Together, they unpack what it truly means to build with purpose—creating second chances, scaling community impact, and redefining success through service. From hiring returning citizens to coaching the next generation of leaders, this conversation is a call to action for anyone who believes business can be a force for good.

In this insightful episode of The Prosper Brief, host Kim DeCarolis sits down with Rob Lynch, CEO of Shake Shack, to discuss his leadership journey—from Procter & Gamble to Taco Bell, Papa John's, Arby's, and now the helm of one of the most beloved fast casual brands in the world. Rob shares how he leads through change, builds team-first culture, and stays rooted in purpose while delivering performance. This episode is full of wisdom on scaling without losing soul, building trust after transition, and innovating by returning to what matters most: the guest.

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In this emotional and faith-driven episode, the hosts discuss the dangers of getting ahead of God's plan. One shares a personal story of chasing a dream that led to stress, family strain, and his wife's emotional breakdown. This wake-up call forced him to quit his job and realign his priorities with God's will.

Using the example of Jesus washing His disciples' feet from John 13, they emphasize servant leadership—especially in the home. The episode challenges men to stop neglecting their families and instead humble themselves, be present, and serve their wives and children wholeheartedly. The central message: True leadership begins with humility, obedience, and putting God—and your family—first.

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 just someone striving to create more compassionate spaces, share this episode with your team and take the first step toward leading with empathy. Start by asking someone today: "Are you okay?" — and really listen.

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 show up.

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 storytelling, the evolving role of ROI in modern marketing, and how staying grounded while managing global responsibilities is essential to long-term success.

Whether you're in marketing, business leadership, or planning your next career move, this episode delivers practical insights from a seasoned brand builder who leads with purpose and never forgets the importance of human connection.

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.

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.

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 star who's ready to take their seat at the table. Want more moments like this? Join the Prosper community and keep the conversation going beyond the conference.

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 transformation, and elevating the tipped workforce.