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Well Coached with Chris Weinberg — Business
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!

Copyright: © That Sounds Fun Network 2024

Latest Episodes:

Building a Mission-Driven Brand with former NFL Athlete, Justin Kershaw Aug 05, 2025

Show notes

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 service, faith, and family—and how intentionality, personal growth, and a commitment to quality have helped him stay grounded while growing something big.

What You'll Learn in This Episode:

How athletic discipline and mindset translate into entrepreneurial success
What it’s like building a business with your spouse—and how to make it thrive
The importance of identifying a niche market and building community around it
Key lessons on balancing family life with startup hustle
Why trust, long-term relationships, and faith are critical to sustainable growth

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The Self-Care Mindset for Entrepreneurs with Dr. Alec Dragelin Jul 29, 2025

Show notes

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 biohacking, this conversation explores what it really means to care for yourself as the CEO of your life—and why taking care of your body and mind is key to scaling sustainably.

What You’ll Learn in This Episode:

What “concierge medicine” looks like for high-achievers
Why emotional resilience is essential for entrepreneurs
How burnout impacts decision-making and business growth
Practical ways to reframe self-care as a leadership skill
The connection between physical health, mindset, and performance

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Sleep, Strength, and Showing Up: Optimizing Performance from the Inside Out with NFL Athlete Todd Anderson Jul 22, 2025

Show notes

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 innovation. From the power of community to the importance of sleep for leadership and decision-making, this conversation connects the dots between physical health, mindset, and long-term success.

What You’ll Learn in This Episode:

Why sleep is foundational to peak performance in business and life
How brand, not just product, creates trust and loyalty in competitive markets
The value of relationships, mentors, and building community for business growth
How former athletes leverage their mindset for entrepreneurial success
Why optimizing health from the inside out helps leaders show up stronger

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15 AI Tools in 15 Days: Creativity and the Future of Innovation with Allister Hercus Jul 15, 2025

Show notes

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 and dream analyzers, this conversation is a treasure trove of creativity, tech, and entrepreneurial grit. If you're curious about the future of innovation and how to harness AI even without a coding background, this episode is your launchpad.

What You’ll Learn in This Episode:

Why hands-on experimentation beats theory when it comes to innovation
How to use AI tools like ChatGPT and Claude to rapidly prototype ideas
Why creativity + AI is a powerful combo for business and personal growth
How to approach the ethics and limits of generative tech with clarity
Real-world examples of lightweight, high-impact tools anyone can build

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Managing Icons: Trust, Longevity and Leadership with Anthony Piedmonte Jul 08, 2025

Show notes

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 the power of saying “no,” this conversation is a masterclass in leading with purpose and playing the long game in an industry that rarely slows down.

What You’ll Learn in This Episode:

How to protect creativity while managing high-performing artists
Why trust and loyalty are non-negotiable in long-term partnerships
What Anthony looks for when building teams that actually work
How to manage burnout, family priorities, and professional expectations
The value of saying “no” in a world that constantly demands “more”

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Activate Your Prey Drive: Coaching Greatness from the Court to the Boardroom with Coach Burt Jul 08, 2025

Show notes

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 entrepreneurs, and building a brand centered on discipline, confidence, and boldness. Whether you're leading a business or leveling up personally, this conversation will push you to stop playing small and start thinking like a pro.

What You’ll Learn in This Episode:

What “prey drive” is—and how to activate it in life and business
How Coach Burt translates athletic mindset into business performance
Why boldness, discipline, and confidence are the foundation of greatness
How to build a personal brand that reflects purpose and power
What it takes to coach others into clarity, action, and results

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Making Viral Sustainable: Artist Development in a Changing Industry with Charly Salvatore Jun 24, 2025

Show notes

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.

What You’ll Learn in This Episode:

Why developing an artist is about building a person, not just a sound
How empathy and steadiness can lead to long-term success
The role of trust in leadership and creative partnerships
What separates artists who break from those who burn out
How a High S DISC leader makes decisions under pressure

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From Underdog to Unstoppable: Turning Hard Stories into Purpose with Mary Marantz Jun 17, 2025

Show notes

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—and how doing so can become the foundation for purpose, power, and true leadership.

What You’ll Learn in This Episode:

Why your background doesn't define your future—but your mindset might
How to turn pain, shame, and “not enough” into platforms for impact
The danger of minimizing your story and how to step into visibility
How to lead with vulnerability, truth, and courage
What it really takes to be underestimated—and rise anyway

This episode is brought to you by BetterHelp.
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The Clarity, Conviction, and Growth Playbook with Kelli Haywood Jun 10, 2025

Show notes

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—all grounded in values-driven leadership. If you’re craving a playbook for sustainable growth and intentional momentum, this one’s for you.

What You’ll Learn in This Episode:

The difference between doing everything and doing the right things
Why clarity and conviction are essential for creative leadership
How to know when a partnership is worth pursuing
Lessons from building brands in music, media, and podcasting
What it really takes to grow your platform—and monetize it

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Season Four of Well Coached releasing June 10th! Jun 03, 2025

Show notes

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. This is the season for anyone ready to lead with clarity and grow with purpose.

What You’ll Learn in This Season:

How top entrepreneurs build lasting, people-first businesses
The four core pillars behind strong leadership and growth
Practical tools like DISC and EQ for leading teams effectively
Real-world strategies for navigating chaos and scaling with clarity
Why mindset and self-leadership are foundational to success

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