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.

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 environments.

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.

In this forward-thinking episode of The Prosper Brief, host Anthony Zaller sits down with serial entrepreneur and Squeez CEO Chris Ogboke to unpack how a personal pain point sparked a tech solution that's disrupting the hospitality industry. Chris shares the journey behind Squeez, a platform turning empty restaurant tables into revenue by digitizing last-minute VIP access: the modern $50 handshake. From his healthcare startup success to his love for golf and fine dining, Chris brings innovation, grit, and an operator-first mindset that's reshaping the future of reservations.

In this heartfelt and insightful episode of The Prosper Brief, host Jeremiah Wynn sits down with Hattie Hill, renowned business leader, inclusion advocate, and board member at Prosper, to explore her remarkable journey from humble beginnings on an Arkansas farm to building a 35-year career transforming corporate culture. Hattie shares lessons learned from mentors like Herb Kelleher of Southwest Airlines, the origins of her focus on inclusion and belonging, and the mission of Prosper's Accelerate Conference to develop the next generation of leaders in the food and hospitality industry. Her wisdom blends practical leadership strategy with a deep commitment to leaving every "table" better than she found it.

Ready to take your career to the next level? Sign up for Prosper Accelerate, our premier leadership development program for food service and hospitality professionals, at https://www.prosperaccelerate.com

In this episode of The Prosper Brief, we sit down with Lois Alexis-Collins, a powerhouse HR executive at Chipotle Mexican Grill, to explore how breaking free from silos, leading with empathy, and getting uncomfortable can be the key to unlocking real career growth. Lois shares her journey from the frontlines to the C-suite, offering actionable insights on cross-functional leadership, talent development, and how understanding the entire business can help you grow faster and lead better.

Whether you're in HR, operations, or just starting out in the restaurant or hospitality industry, this episode is packed with valuable lessons on career advancement, internal mobility, and the mindset needed to lead in fast-paced, people-driven organizations.

Ready to take your career to the next level? Sign up for Prosper Accelerate — our premier leadership development program for food service and hospitality professionals — at https://www.prosperaccelerate.com

What does it take to revive a legendary brand and lead with heart through crisis? In this episode of The Prosper Brief, Reilly Berk, Prosper Accelerator and CEO of Berk Enterprises, sits down with David McKillips, the visionary CEO behind the transformation of Chuck E. Cheese. David shares his journey of stepping into leadership just weeks before a global shutdown, navigating bankruptcy, and leading one of the boldest brand reinventions in family entertainment. From digital innovation and ghost kitchens to global expansion and arcade nostalgia, this conversation is filled with powerful lessons in resilience, creativity, and people-first leadership.

If you are a founder, brand builder, or emerging leader, this is a story you will want to hear.

Join us at Prosper Accelerator by visiting prosperaccelerate.com

In this rich, thought-provoking episode of The Prosper Brief, host Jeremiah sits down with Ryan Berman, founder of Courageous, corporate fear fighter, speaker, and author, to explore the intersection of purpose, fear, leadership, and courageous decision-making. The conversation flows from personal stories to leadership insights, diving deep into the true meaning of courage in business and life.

In this powerful episode of The Prosper Brief, host Jeremiah Wynn welcomes back Dan Simons, co-founder of Founding Farmers Restaurant Group, for a deeply personal and transformative conversation about the true meaning of loyalty in leadership. Dan shares real stories of failure, hard choices, and lessons learned from decades in hospitality. He explores how transparency, vulnerability, and a commitment to growing people can create stronger teams and more successful businesses. This episode offers practical wisdom for anyone leading others or navigating their own path, reminding us that loyalty should never come at the cost of self-worth and that real success starts with how we treat people.

In this deeply personal and energizing episode of The Prosper Brief, host Jeremiah sits down with communications leader Stacie Barrett to unpack the power of personal branding—not as a marketing tactic, but as an act of self-awareness, alignment, and integrity. From navigating code-switching and cultural identity in corporate spaces to embracing vulnerability and values on social media, this conversation explores how true branding starts within. Stacie shares her own journey from self-doubt to confidence, the value of authenticity in a world of AI-generated noise, and why organizations should empower people to bring their full selves to the table.

📍 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.

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