Well Coached with Chris Weinberg
Welcome to Well Coached — the podcast that guides entrepreneurs to scale their businesses while preserving their freedom and authenticity. I'm Chris Weinberg, your host and fellow entrepreneur, here to share inspiring stories and practical strategies across four key pillars: People, Sales, Profits, and Self. Whether you're a seasoned entrepreneur or just starting out, this podcast offers actionable advice to help you thrive without sacrificing your entrepreneurial spirit. Together, we'll unlock the potential within you to build a business that's both profitable and purpose-driven. Join me as we explore the journeys of entrepreneurs who've struck the perfect balance between structure and creativity, growth and authenticity. From navigating challenges to seizing opportunities, we uncover the insights that fuel success in business and life. So, tune in to 'Well Coached' and let's embark on this journey together. Because in the world of entrepreneurship, finding the sweet spot between structure and freedom is the key to unlocking your true potential. Looking for a business coach? I would love to be yours! Connect with me here!
Episodes
October 28, 2025 • 8 mins
In this solo episode of Well Coached, host Chris Weinberg explores one of the most important (and most overlooked) parts of scaling a business: maintaining your company’s heart and culture as you grow. From how your team treats each other behind closed doors to how you show up as a leader, culture is more than a slogan, it’s a strategy. Chris breaks it all down using the four lanes: People, Sales, Profit, and Self, offering practic...
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October 21, 2025 • 59 mins
In this heartfelt episode of Well Coached, Chris Weinberg sits down with Nikki Burdine - award-winning TV journalist, author, and mom - for an honest conversation about identity, courage, and finding your footing through seasons of change.
Nikki reflects on her journey through the news industry, the challenges of staying authentic in high-profile roles, and how becoming a mother reshaped her perspective on storytelling, purpose, a...
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October 14, 2025 • 8 mins
In this solo episode of Well Coached, Chris Weinberg breaks down a critical moment in every growing business—the point where hustle alone isn’t enough and structure starts to matter. But not all structure is helpful. So how do you know what to build, when to build it, and when to keep things scrappy?
Chris walks you through that transition using his four signature pillars—People, Sales, Profit, and Self—to help you identify the si...
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October 7, 2025 • 51 mins
In this episode of Well Coached, Chris sits down with Cooper Weinberg and Brennan Rooker, co-founders of Nashville City Golf, to talk about what it means to build something bigger than a business. What started as a shared passion for the game has become a growing golf brand rooted in community, purpose, and character. From mentorship and mental toughness to embracing the long game, in life and in business, this conversation is pack...
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September 30, 2025 • 54 mins
In this episode of Well Coached, Chris Weinberg sits down with Riley Vasquez, founder of Tour Collective, a company that leads hospitality and operations for some of the biggest tours in the world. Riley opens up about the lessons he’s learned from leading crews on the road—why people are the priority, and how creating a healthy culture under pressure is possible. With wisdom that applies far beyond the music industry, this episode...
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September 23, 2025 • 65 mins
In this episode of Well Coached, Chris sits down with Stephen Richards, Jr., founder of Richards Bespoke, a custom suit company built on timeless design, intentional leadership, and a commitment to quality. Stephen shares the story behind launching his brand, the values that drive him, and how a focus on discipline, customer relationships, and long-term thinking has helped him grow in a competitive industry. From personal rituals t...
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September 16, 2025 • 51 mins
In this episode of Well Coached, Chris Weinberg sits down with Brendon Donelson, a seasoned mortgage executive and coach, to unpack what it takes to lead in a high-stakes, high-pressure industry. Brendon shares how he scaled a successful mortgage company, the importance of emotional intelligence in leadership, and why coaching is the secret weapon in both sales and life. Whether you're in the mortgage world or simply striving to be...
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September 9, 2025 • 57 mins
In this episode of Well Coached, Chris Weinberg sits down with Jennie Smythe, Founder and CEO of Girlilla Marketing, to explore the mindset and leadership strategies that have allowed her to build a dynamic career at the intersection of marketing, music, and media. Jennie speaks candidly about how values like boundaries, curiosity, and trust have shaped her personal leadership style—and why your career can evolve as often as you do...
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September 2, 2025 • 1 min
Business coach and host Chris Weinberg returns for Season 5 of Well Coached, launching September 9th. This season dives deeper into the four foundational pillars of a well-run business: People, Sales, Profit, and Self, through real-world conversations with entrepreneurs who’ve put these principles into action. From marketing and real estate to addiction recovery and journalism, each episode will challenge, equip, and inspire you to...
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In this episode of Well Coached, Chris sits down with Lisa Field Armstrong, co-founder of BRND House, to explore how she and her business partner built a boutique creative agency in Nashville—and sold it in a multi-million dollar deal just four years later. Lisa shares candid lessons about partnership, leadership, and staying rooted in your values while scaling quickly. From the early days of working with scrappy startups to managi...
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August 5, 2025 • 45 mins
In this inspiring episode of Well Coached, Chris Weinberg sits down with Justin Kershaw—a former athlete, father of five, and co-founder of So Strong Foods, a mission-driven snack brand he built alongside his wife, Shakira. Justin shares how they went from making snacks in their basement kitchen to getting on shelves across the country. He opens up about the challenges, wins, and lessons learned while building a brand grounded in s...
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July 29, 2025 • 45 mins
In this empowering episode of Well Coached, Chris welcomes Dr. Alec Dragelin, a concierge physician who works with high-performing entrepreneurs to redefine self-care and optimize well-being. Drawing from his unique medical practice that blends personal coaching with proactive health management, Dr. Dragelin shares how the most successful leaders he works with prioritize sleep, recovery, mental health, and purpose. From burnout to ...
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In this energizing episode of Well Coached, Chris sits down with Todd Anderson, former NFL athlete turned entrepreneur and founder of Dream Recovery, to talk about the intersection of wellness, performance, and business. Todd shares his journey from walk-on college athlete to NFL player to health entrepreneur, revealing how his passion for recovery, sleep, and optimization led to building a brand rooted in science, trust, and innov...
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July 15, 2025 • 45 mins
In this energetic and forward-thinking episode, Chris sits down with creative strategist Allister Hercus, co-founder of Lab31—a month-long experiment where he built a new AI-powered tool every day for 31 days. Allister shares the origin of the project, the lessons learned from rapid prototyping, and why he believes AI isn’t something to fear—it’s something to play with. From teacher report card generators to real estate video tools...
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July 8, 2025 • 59 mins
In this reflective episode of Well Coached, Chris sits down with veteran artist manager Anthony Piedmonte, whose decades-long career has included managing global icons like Chris Tomlin and working with Bon Jovi. Anthony shares how trust, loyalty, and personal alignment drive his leadership style—and how building long-term careers starts with protecting the artist’s creative spirit. From the challenges of burnout and fatherhood to ...
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In this high-energy episode of Well Coached, Chris sits down with Coach Michael Burt, the former championship basketball coach turned business strategist behind The Greatness Factory. Coach Burt breaks down his signature concept of "prey drive"—the instinct to pursue what you want with intensity—and how to activate it in yourself and your team. He shares lessons from coaching elite athletes, working with high-performing entrepreneu...
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June 24, 2025 • 50 mins
In this episode of Well Coached, Chris sits down with Charly Salvatore, founder of Underscore Works, to talk about the long game of artist development. From spotting talent in small-town bars to breaking artists, Charly shares his philosophy on building trust, leading with empathy, and cultivating work ethic. You’ll hear how his DISC profile as a High S leader helps shape his steady, people-first approach in a fast-paced industry.
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June 17, 2025 • 45 mins
In this incredibly inspiring episode of Well Coached, bestselling author and speaker Mary Marantz joins Chris to talk about her journey from a single-wide trailer in rural West Virginia to Yale Law School and beyond. Mary unpacks how her new book Underestimated calls women to stop shrinking themselves to fit a story they’ve outgrown. With grace, grit, and wisdom, she shares what it means to own your story—especially the hard parts—...
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June 10, 2025 • 49 mins
In this episode of Well Coached, Chris sits down with music industry powerhouse Kelli Haywood—founder of KCH Entertainment and co-founder of the That Sounds Fun Network and H Squared Management. From building major artist brands to steering emerging voices, Kelli shares the mindset, clarity, and conviction required to succeed in today’s saturated market. You’ll hear stories of pivoting, partnering, and pushing through challenges—al...
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June 3, 2025 • 1 min
Season 4 of Well Coached is here—and this time, it’s all about inspiring, creative entrepreneurs who are building brands, leading teams, and redefining success. Join Chris Weinberg as he dives into powerful conversations rooted in the four pillars that drive everything: people, sales, profit, and self. Expect honest stories, actionable strategy, and leadership tools like DISC, emotional intelligence, and situational leadership. Thi...
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