Well Coached with Chris Weinberg

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

December 30, 2025 9 mins
Chris looks back at his own personal and professional growth in 2025; sharing the unexpected lessons, hard-won insights, and the quiet realizations that changed everything. It’s a vulnerable, honest snapshot of life behind the scenes of Well Coached, and a call to slow down and notice what’s shaping us. What You'll Learn in This Episode: How emotional awareness makes you a better entrepreneur The tension between building an...
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In this reflective and personal episode, Chris invites listeners to consider what 2025 revealed about their habits, beliefs, and patterns. Leadership starts with self-awareness, and this conversation explores the emotional, mental, and behavioral lessons that shaped how we lead ourselves this year. What You'll Learn in This Episode: How identity and leadership intersect Why rest and margin are performance tools, not luxurie...
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Profit isn’t just about revenue, it’s about how well your business can run without you. In this solo episode, Chris walks through the most powerful shifts business owners made in 2025 to increase value, reduce chaos, and build a business that’s actually worth something. If you’ve been stuck in survival mode, this one’s for you. What You'll Learn in This Episode: What makes a business "valuable" beyond profit margins Why pro...
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Sales in 2025 wasn’t just about closing deals, it was about consistency, simplicity, and the long game. In this episode, Chris breaks down what actually worked in sales this year and what fell flat. Whether you’re a founder, seller, or operator, this is a candid debrief on systems, strategies, and selling with integrity. What You'll Learn in This Episode: Why the sales cycle is really a trust cycle What to do when marketing...
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In this reflection episode, Chris Weinberg explores what made 2025 a defining year for leadership development. From rethinking team structure to learning how to truly listen, he unpacks the most meaningful lessons around building high-trust teams and leading through clarity. If you want to elevate how you show up for others, this episode is your starting point. What You'll Learn in This Episode: How letting go of people-pleasi...
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Launching December 2nd! Host Chris Weinberg is back for Season 6 of Well Coached, and this time, we’re leveling up! We’ve talked about the four pillars: People, Sales, Profit, and Self - but this season, we’re expanding the conversation. Season 6 will reflect on what 2025 taught us as leaders, what worked (and what didn’t), and how to position your business for clarity, growth, and purpose in 2026. Whether you’re a founder, exec...
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In this powerful episode of Well Coached, Dr. Robb Kelly joins Chris Weinberg to share his remarkable journey from homelessness and addiction to founding a neuroscience-based recovery company with a 97% success rate. Also known as “The Gordon Ramsay of Recovery”, Dr. Kelly unpacks the science behind personal transformation, the critical role of family systems in healing, and why emotional intelligence is essential for leaders and e...
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In this episode of Well Coached, Chris Weinberg sits down with Lindsay Nead, founder and CEO of Parker Talent Management, to explore what it really means to align visibility with values. As a leader who’s spent her career managing high-impact talent like entrepreneurs, authors, speakers, and thought leaders, Lindsay brings a fresh and grounded perspective to the world of personal branding, social media, and influence.She shares her...
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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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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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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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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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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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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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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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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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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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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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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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