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1153. The Power of Making 100 Courageous Decisions: A Challenge for the Business Leader in You

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

Release Date: 07/23/2025

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...

info_outline 1102. The Leadership Evolution Every CEO Must Make For 2026 with John Wang show art 1102. The Leadership Evolution Every CEO Must Make For 2026 with John Wang

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,...

info_outline 1101. The 6 Offer Layers That Built (and Rebuilt) My Business, Ranked for 2026 show art 1101. The 6 Offer Layers That Built (and Rebuilt) My Business, Ranked for 2026

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 ...

info_outline 1100. Turning Your Biggest Challenges Into Your Most Powerful IP show art 1100. Turning Your Biggest Challenges Into Your Most Powerful IP

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...

info_outline 1099. What Consumers Will Actually Pay For in 2026: The 5 Key Market Trends Driving Growth show art 1099. What Consumers Will Actually Pay For in 2026: The 5 Key Market Trends Driving Growth

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...

info_outline 1098. Why I’m Betting on Substack for the Future of Thought Leadership and Books show art 1098. Why I’m Betting on Substack for the Future of Thought Leadership and Books

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...

info_outline 1097. How to Strategically Design Your Best Year In Business show art 1097. How to Strategically Design Your Best Year In Business

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....

info_outline 1095. Faith, Focus, and Holistic Success: Lessons on Scaling Without Burnout with Maria Fontana show art 1095. Faith, Focus, and Holistic Success: Lessons on Scaling Without Burnout with Maria Fontana

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...

info_outline 1094. What Growing a Business With My Daughter Taught Me About Simplicity and Sales show art 1094. What Growing a Business With My Daughter Taught Me About Simplicity and Sales

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

In this episode, Kelly pulls back the curtain on what she’s learned building a business alongside her 11-year-old daughter.  From reviving a dormant brand, to designing a simple, integrity-driven business model, to teaching Madison how to follow the Miracle Hour strategy and generate sales with a simple approach, this episode proves one thing: Your business is only as complicated as you make it. Kelly shares the behind-the-scenes process of growing The Courage Club organically without ads, funnels, launches, or complexity (while navigating a year of consolidation, white space, and...

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In this powerful episode of The Kelly Roach Show, Kelly delivers a direct, honest call-to-action for business owners navigating difficult seasons of contraction, confusion, or chaos. If it feels like the things that once worked in your business no longer do, you’re not alone. But, you are being called to lead differently.

Kelly talks about what it takes to be a "four season CEO," and shares how pruning, simplifying, and returning to the fundamentals are the keys to rebuilding momentum in uncertain times.

She also offers a bold challenge: making 100 courageous decisions in short order to eliminate the noise, refocus your vision, and put your business in a position to thrive.

This episode is for every entrepreneur holding on too tightly to what used to work, who is ready to claim the next evolution of their leadership.

Timestamps

  • 2:06 – The 4 seasons of business and why pruning is necessary for growth

  • 3:36 – How complexity disconnects you from your market and your power

  • 4:21 – The Four-Season CEO: stats on pruning and faith-driven leadership

  • 9:06 – Your business needs almost nothing to grow quickly

  • 10:22 – The hidden cost of carrying too much: why you feel stuck

  • 11:12 – The power of simplification for productivity and profit

  • 12:23 – Radical focus: why doing less leads to better results

  • 13:08 – Urgency: you don’t have 3 months, you have 3 days

  • 14:02 – The true reward of 100 courageous decisions: lean, profitable growth

  • 14:45 – Concentration is the missing ingredient in today’s market

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