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1118. Building and Selling a Multi-Million Dollar Brand with Jaclyn Johnson

The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

Release Date: 04/03/2025

1104. Why Tying Your Happiness to Business Success Is Holding You Back show art 1104. Why Tying Your Happiness to Business Success Is Holding You Back

The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

Most entrepreneurs believe that if they just work harder, push longer, and sacrifice more, success will finally bring peace, happiness, and fulfillment. But what if tying your happiness to your business success is the very thing preventing your business from growing? In today’s episode of The Kelly Roach Show, Kelly breaks down the 3 B's that quietly derail entrepreneurs who emotionally attach their worth and happiness to business performance, and why learning to separate the two is essential for long term growth, health, and leadership. Drawing from over a decade of building multiple...

info_outline 1103. Substack as a Long-Term Asset: Monetization, Ownership, and Strategic Use for 2026 show art 1103. Substack as a Long-Term Asset: Monetization, Ownership, and Strategic Use for 2026

The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

Substack has quickly become one of the most talked-about platforms in our community, and for good reason. In this episode, I’m breaking down exactly why I’m going all in on Substack in 2026, how we’re monetizing it inside our business, and how it fits into a long-term strategy for freedom, thought leadership, and scalable income, all without ads, sales calls, or constant live content. You’ll learn: How we’re using archived thought leadership to build a paid ecosystem Why Substack is one of the most powerful tools for authors, deep thinkers, and established leaders The exact...

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

In this powerful conversation, Kelly sits down with leadership teacher and author John Wang, author of Big Asian Energy, to unpack why so many successful leaders feel exhausted, disconnected, and stuck despite “doing everything right.” John shares his deeply personal journey from achievement-driven success to near-collapse, and the inner leadership shift that changed how he builds businesses, leads people, and teaches others to do the same. This episode is for CEOs, founders, and business owners who know they’ve outgrown an old identity but feel uncertain about what's next. Together,...

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

In today’s episode of The Kelly Roach Show, Kelly breaks down the six core offer layers and go-to-market strategies she's used across her business portfolio, sharing the good, the bad, and the ugly of each. From selling my time one-to-one, to physical products, to network models, digital products, coaching and consulting, community, and memberships, she walks through what worked, what didn’t, and how her perspective has evolved heading into 2026. You’ll hear: Why some “popular” business models are massively overrated Which models quietly outperform everything else long-term ...

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

As 2025 comes to a close, many entrepreneurs are eager to “turn the page” and move on. But here’s the truth: nothing actually changes unless you do. In today’s episode of The Kelly Roach Show, Kelly introduces a powerful concept every leader needs to reflect on before stepping into 2026: your resilience resume. Kelly walks through how the biggest challenges she faced in 2025, including a massive business model reinvention, became the foundation for deeper authority, stronger IP, and greater impact. If you’re wrapping up 2025 feeling stretched, tested, or exhausted, this episode will...

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

The way consumers buy has fundamentally changed (and, the businesses that win in 2026 will be the ones that understand why). In this episode, Kelly breaks down the five most important consumer trends shaping buying behavior in 2026 and beyond, and explains how to build your offers, marketing, and sales systems to match where the market is actually going.  This episode will give you insight into long-term shifts in trust, spending habits, personalization, community, and brand values, and how to use them to create predictable, sustainable growth. If you want to scale without burnout, stop...

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

After a decade of watching platforms rise and fall, trends come and go, and algorithms work against creators, Kelly is breaking down Substack, the platform she didn't expect to love. In this episode, Kelly shares why Substack has quickly become one of the most exciting platforms she’s seen for thought leaders, authors, and entrepreneurs who want to monetize depth, not trends. You’ll hear the numbers that caught her attention, why smaller audiences are outperforming massive followings, and how Substack creates a rare combination of trust, reach, and ownership that most platforms no longer...

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

In this BONUS live training, Kelly Roach walks you through a 5-pillar mind mapping framework for creating your most aligned, impactful, and profitable year yet. You’ll learn why time, not talent, money, or hustle, is the ultimate differentiator between where you are now and where you want to go. This training challenges the two extremes entrepreneurs often fall into: over-planning without execution or over-executing without strategy,  and shows you how to bring both into alignment. Kelly explains why congruence with your calling, intentional life architecture, and clarity of vision must...

info_outline 1096. How I'm Reinventing a Flagship Offer After 10 Years (Without Losing What Works) show art 1096. How I'm Reinventing a Flagship Offer After 10 Years (Without Losing What Works)

The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

After running the Legacy Leaders Mastermind for over a decade, Kelly is making one of her boldest strategic evolutions yet.  In today’s episode, Kelly pulls back the curtain on what’s changing inside Legacy Leaders for 2026 and why these shifts reveal powerful lessons every entrepreneur can apply to their own offers, teams, and growth strategy. You’ll hear how feedback loops from elite clients sparked the creation of a team-level mastermind for COOs, CMOs, and senior leaders — a move designed to accelerate growth, increase profitability, and eliminate founder dependency at scale....

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The Kelly Roach Show: Entrepreneurial Strategy for Faster Business Growth, Effective Leadership, & High Performance Mindset

In this episode, Kelly sits down with Maria Fontana, an integrative healing, mindset + lifestyle strategist and author who isdedicated to helping individuals elevate their lives, habits, and wellness. Maria has spent nearly four decades building businesses, reinventing herself, and helping others cultivate success while prioritizing faith, family, and personal fulfillment. In this episode, Kelly and Maria discuss:  How to stay grounded and aligned while scaling a business to 7-figures and beyond Lessons learned in 2025 to set yourself up for a successful 2026 The pitfalls of chasing...

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Most businesses never truly monetize – let alone exit. But Jaclyn Johnson did it twice before the age of 35. First, she sold her initial business, and then she scaled Create & Cultivate into a multi-million-dollar brand before successfully exiting.

In this episode, Jaclyn breaks down exactly how she built a thriving community, turned it into a business, and leveraged brand partnerships to scale. She shares why not focusing on monetization at first was a key driver of success and how she strategically built an email list, secured sponsors, and made her events go viral.

If you’re a business owner looking to build an audience, monetize strategically, or scale faster, this episode is packed with insights you don’t want to miss.

What You’ll Learn in This Episode:

  • How Jaclyn built and sold Create & Cultivate after five years of community-building

  • Why the best businesses don’t start with monetization—they start with value

  • The three key strategies she used to grow her email list

  • How she secured high-value brand partnerships to fund and scale her events

  • The strategic decisions that made her events go viral and attract top-tier speakers

  • What business owners should focus on today to scale their brand faster

Timestamps:

    • [0:30] Jaclyn’s entrepreneurial journey—building and selling her first business

    • [2:00] The early days of Create & Cultivate—a side project that took off

    • [3:19] Why providing value before monetizing was key to success

    • [5:01] How she used events, content, and email marketing to build a loyal audience

    • [6:49] Funding free events through brand partnerships—how she made it work

    • [9:10] The strategy behind viral events and how to create “must-attend” experiences

    • [12:16] How to secure better brand deals and sponsors for your business

    • [15:03] The moment Jaclyn knew she was ready to sell Create & Cultivate

    • [18:45] What goes into preparing a company for acquisition—metrics that matter

    • [21:32] The biggest mistakes entrepreneurs make when trying to scale

    • [24:20] Why selling a business isn’t always as glamorous as it seems

Resources & Links:

The Kelly Roach Show is your business podcast that gives you quick, actionable trainings for business growth, sales growth, and leadership. Kelly teaches about the entrepreneurial mindset and how to leverage building an unstoppable team with high performance strategies for rapid and sustainable business growth.