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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:

Culture Without Cubicles: Scaling Without Losing Your Small-Business Magic Oct 28, 2025

Show notes

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 practical guidance on how to scale without selling your soul.

What You'll Learn in This Episode:

What real company culture looks like (hint: it’s not a mural)
How to protect your team’s values through intentional hiring and onboarding
Why scaling your sales pitch doesn’t mean going cold or corporate
The ROI of strong internal culture on team retention and performance
How your own habits set the tone for everyone else

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Telling the Truth Out Loud with Author and TV Journalist Nikki Burdine Oct 21, 2025

Show notes

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, and leadership. Whether she’s sharing her love for Tennessee, her dog Grunt’s lasting legacy, or how she’s learning to give herself grace—Nikki’s voice is equal parts real and relatable.

What You’ll Learn in This Episode:

How Nikki has navigated personal and professional pivots with authenticity
What writing "Live Like Grunt" taught her about presence, resilience, and impact
Why it’s okay to evolve your identity, and let go of what no longer fits
How vulnerability can be a strength, both on-air and in everyday leadership

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From Kitchen Table to Conference Table: When to Add Structure (and When Not To) Oct 14, 2025

Show notes

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 signs it’s time to level up, and how to do it without killing your momentum.

What You’ll Learn in This Episode:

How to spot the signs your team needs more clarity and role definition
What minimum structure is needed to scale your sales without chaos
Why forecasting matters once your fixed costs increase
How to shift from hustle mode to healthy delegation as a founder
Why structure isn’t bureaucracy—it’s scaffolding for growth

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Purpose Over Par: Nashville City Golf's Cooper Weinberg and Brennan Rooker Oct 07, 2025

Show notes

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 packed with wisdom for leaders at any level.

What You’ll Learn in This Episode:

How to build a brand that reflects your values and vision
Why community and mentorship matter in business and sports
Lessons in leadership from the game of golf
The power of consistency, humility, and knowing your “why”

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Bands on the Road: Building Great Teams with Riley Vasquez of Tour Collective Sep 30, 2025

Show notes

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 is a masterclass in trust, humility, and what it takes to lead teams through chaos with clarity and heart.

What You’ll Learn in This Episode:

How to lead people in high-stress, fast-paced environments
Why culture and communication are critical on and off the road
The importance of humility and character in leadership
What Riley looks for when building and scaling high-trust teams

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Tailoring Leadership and Legacy with Stephen Richards, Jr. of Richards Bespoke Sep 23, 2025

Show notes

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 to business mindset, this episode offers practical takeaways for anyone looking to build something lasting—from the inside out.

What You’ll Learn in This Episode:

How discipline and consistency shape long-term brand growth
What it takes to lead with humility and intentionality
How to serve customers with excellence and personal attention
The mindset required to grow a premium, values-driven business

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Building a Winning Sales Culture with Mortgage Expert Brendan Donelson Sep 16, 2025

Show notes

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 become a better leader, Brendon’s blend of humility, strategy, and real talk offers practical insights you can apply right away.

What You’ll Learn in This Episode:

The role of coaching in driving sales and team development
How emotional intelligence builds better leaders and stronger culture
Strategies for scaling a business without losing your people
Why your mindset matters more than the market

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Bold Moves in Music Branding with Girlilla Marketing CEO Jennie Smythe Sep 09, 2025

Show notes

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. Packed with wisdom, humor, and hard-won perspective, this episode is a must-listen for anyone navigating growth in a creative or people-focused industry.

What You’ll Learn in This Episode:

Why boundaries are essential to long-term leadership success
How Jennie built a company culture rooted in trust and autonomy
The value of evolving your brand and role over time
How to lead with curiosity and confidence—even when the road isn’t clear

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Welcome to Season 5 of Well Coached; launching September 9th! Sep 02, 2025

Show notes

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 lead with greater clarity, integrity, and confidence.

What You’ll Learn in Season 5:

How to apply DISC and EQ tools for better hiring and leadership
Real stories from business owners who have scaled with purpose
Why balancing profit and purpose is key to sustainable success
Insights from leaders across industries like touring, marketing, real estate, and more

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How to Build, Scale, and Successfully Sell a Creative Business with BRND House's Lisa Field Armstrong Aug 12, 2025

Show notes

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 managing celebrity clients and leading through rapid growth, this conversation is full of insight for any founder or creative entrepreneur looking to grow a business with intention.

What You’ll Learn in This Episode:

How BRND House scaled from startup to acquisition
Why clarity, alignment, and trust are essential in a business partnership
How to lead a growing team without losing your creative voice
What makes a creative business attractive to buyers
Why staying grounded in your “why” matters more than chasing the next big thing

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