Prosper Brief

In this heartfelt and motivating episode of The Prosper Brief, host Luke sits down with Anthony Edwards Jr., the founder of EatOkra, the award-winning app designed to connect users with Black-owned restaurants across the country. Anthony shares the origin story of EatOkra—from a passion project with his wife to a nationally recognized platform—and the deeply personal and professional journey that came with it. The conversation covers entrepreneurship, fatherhood, financial pressure, cultural identity, leadership, and the creative tension between vision and execution. This is more than a business story—it's about legacy, love, and building something meaningful from scratch.

📍 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.

Check out the Eatokra here → https://www.eatokra.com/

In this episode of The Prosper Brief, host James Rogers welcomes Carl Orsborn, SVP at Invisible Technologies and co-author of Delivering the Digital Restaurant, and Scott Klososky, founding partner at Future Point of View and a veteran futurist in tech strategy. Together, they unpack the powerful yet polarizing role of AI in the restaurant and hospitality industry—not as a sci-fi takeover, but as a practical tool for human-centered efficiency. The conversation addresses common fears, debunks myths, and paints a strategic vision for AI integration that prioritizes better leadership, empowered teams, and smarter operations.

5 Key Takeaways

1. AI is a Co-Pilot, Not a Replacement Used wisely, AI enhances productivity and decision-making rather than eliminating jobs.
2. 2. Three Types of AI Must Be Understood Embedded AI, agents, and knowledge tools each serve unique purposes—and require different integration strategies.
3. 3. Operational AI Starts with Good Data Most restaurants still lack unified data platforms, making seamless AI integration a challenge.
4. 4. Human Touch is a Differentiator The best operators will use AI to increase the time spent with customers, not decrease it.
5. 5. Vision Comes Before Execution Leaders must define what they want AI to achieve before implementing tools—starting with a clear strategic roadmap.

Episode Summary

In this dynamic episode of The Prosper Brief, host Justine Jobe sits down with two powerhouse leaders—Reilly Berk, CEO of Berk Enterprises, and Christine Schindler, co-founder and CEO of PathSpot—to talk next-gen leadership, hustle, and redefining what the C-suite looks like today. Reilly shares her experience leading her family's fourth-generation business with a bold, fresh perspective, while Christine details her journey from engineering student to health tech innovator. Together, they explore the reality of leading as young women in male-dominated industries, the weight of urgency, and the power of showing up as your full, authentic self.

Call to Action

If you know a rising leader who needs encouragement to own their voice and step into their next role—share this episode. Then subscribe to The Prosper Brief and leave a review to help us keep amplifying stories that matter.

5 Key Takeaways

1. Young Leaders Are Rewriting the Playbook – Reilly and Christine prove age isn't a limitation—it's often an advantage.
2. 2. Urgency Is a Superpower – Acting fast and thinking ahead are crucial when you're building something that matters.
3. 3. Authenticity is Leadership – Being your real self, especially in high-pressure environments, fosters deeper trust and stronger teams.
4. 4. Legacy Doesn't Mean Limits – Reilly is building on her family's history while forging a new, modern path forward.
5. 5. Start in the Scrappy Phase – Christine reminds us that prototypes, late nights, and trial-and-error are where greatness is born.

📍 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.

Episode Summary

In this moving and thought-provoking episode of The Prosper Brief, Jeremiah sits down with global speaker, leadership strategist, and DEI expert Dr. James Pogue for a powerful conversation on "the pain before the peak." Together, they unpack the reality behind success—the isolation, failure, discomfort, and personal sacrifice that leaders often face on their rise. Dr. Pogue shares moments of deep vulnerability, from navigating career pivots to making decisions that cost comfort but created purpose. With humor, honesty, and wisdom, this episode delivers a masterclass in leadership resilience, personal growth, and the role of purpose in sustaining momentum.

Call to Action

If you're in the thick of it—pushing toward your next level—share this episode with someone on a similar journey. And remember to subscribe, rate, and leave a review. Let's keep lifting each other through the pain before the peak.

5 Key Takeaways

1. Pain is Part of the Process – Success is built in the valleys, not the mountaintops. Embrace the seasons of isolation and difficulty as necessary for growth.
2. Sacrifice with Intention – Know when a sacrifice is worth it, and learn to let go of what no longer serves your calling.
3. Feelings Aren't the Compass – Emotions are real but not always reliable—leaders must move based on conviction, not comfort.
4. Mentorship is a Cheat Code – If you lack access to mentors, use podcasts, books, and conversations as stand-ins until the right people arrive.
5. Purpose Powers Endurance – When you're exhausted, only a deep sense of purpose will carry you forward. Purpose must outlast feelings.

📍 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.

In this intimate and thought-provoking episode of The Prosper Brief, host Jeremiah is joined by returning co-host Justine and special guest Liz Bohannon. Together, they explore personal pivots, the power of small dreams, redefining success, and the relentless pursuit of purpose and connection over performance. Liz shares her transformative journey from a journalism graduate with a heart for global issues to becoming the founder of an international fashion company rooted in empowering young women in Uganda. Justine opens up about her shifts from corporate sales to working with Prosper, highlighting the beauty of authentic connections in the food service industry. This conversation is rich with vulnerability, laughter, and wisdom, leaving listeners both inspired and grounded.

Call to Action

If this episode moved you, share it with a friend who needs a reminder that small dreams can lead to big impact. Don't forget to subscribe, rate, and leave a review—and follow us on Instagram @theprosperbrief for more conversations that matter.

5 Key Takeaways

1. Start Small, Dream Deep – Liz champions the idea of "dreaming small" to gain momentum, reduce fear, and build real confidence.
2. Success Isn't a Metric—It's a Feeling – Redefining success based on personal fulfillment, relationships, and internal health instead of external accolades.
3. Failure Isn't the Enemy – Fear of failure often fades when you recognize that starting from "average" gives you nothing to lose and everything to gain.
4. Authenticity Builds Legacy – Vulnerability and realness—not performance—are what sustain impact and connection over time.
5. Create for the Love of It – Whether it's rollerblading, writing, or making music, doing something for joy alone is a radical act of resistance in a commodified world.

In this empowering episode of The Prosper Brief, host James Rogers sits down with bestselling author, executive coach, and viral keynote speaker Ryan Leak for an honest conversation about failure, authenticity, and redefining leadership in today's high-pressure world. Ryan shares wisdom from his books Leveling Up and How to Work with Complicated People, offering practical tools and vulnerable insight into how leaders can thrive by showing up as their true selves. From his viral wedding proposal to consulting with Fortune 100 executives and pro sports teams, Ryan's journey proves that embracing imperfection is the key to growth, connection, and real success.

Feeling inspired? Share this episode with a friend or colleague ready to lead with more empathy and impact. Subscribe to The Prosper Brief, leave a review, and grab Ryan's latest book How to Work with Complicated People—out now wherever books are sold.

📍 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.

In this future-focused episode of The Prosper Brief, host Jeremiah welcomes Aaron Barulich, President of BiRite Foodservice Distributors, and Hans Schatz, Executive Vice President of Cut+Dry, to explore the intersection of legacy, innovation, and leadership in foodservice distribution. From the roots of a third-generation, family-run business to the digital evolution transforming how suppliers, distributors, and operators connect—this conversation delivers a masterclass in modernizing without losing soul. Aaron and Hans discuss the challenges of change management, the evolution of the sales rep, and how embracing the right tech tools can supercharge customer service and operational excellence. 📍 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.

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.

In this deeply personal and motivating episode of The Prosper Brief, host Jeremiah Wynn sits down with Eddie George, NFL legend, actor, entrepreneur, and current head football coach at Tennessee State University. But this isn't a football story—it's a conversation about leadership, self-discipline, transformation, and purpose. Eddie opens up about overcoming academic struggles, finding vision in unexpected places, and how he's using his life experiences to shape the next generation of leaders. With wisdom rooted in faith and forged through adversity, Eddie shares the real mindset shifts that helped him grow from athlete to coach—and from success to significance.

📍 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.

In this episode of The Prosper Brief, host James Rogers is joined by the ever-energetic, endlessly insightful Andrew Davis—founder of Monumental Shift and one of the most compelling voices in modern marketing. Together, they journey through the last 20 years of marketing in the restaurant and hospitality industry, contrasting nostalgic traditional strategies with today's AI-driven innovations. Andrew brings a delightful mix of storytelling, real-world case studies, and game-changing advice that challenges brands to not just keep up—but leap forward. From building brands through local identity to navigating the ethics of AI, this episode is a masterclass in future-proofing marketing with heart and tech in harmony.

📍 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.