Entrepreneurship 101

Jason BARNARD

CEO and Founder - Kalicube

Jason Barnard (The Brand SERP Guy) is an entrepreneur and CEO of Kalicube. Jason specialises in Online Brand Management and his superhero skill is his ability to influence and reshape Google's focus on an individual or a company. This isn't just optimization; it's a strategic manipulation of digital perceptions. He's been working on Google since the year it was incorporated, and he has been successfully manipulating Google from day one. Literally. How many people do you personally know who can say that!

Jason's entrepreneurial journey

Conference Speaker:

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Entrepreneurship 101, in its first season, features Choosing Hard Things: The Entrepreneur’s Growth Advantage, a focused exploration of why the deliberate choice of difficulty is often the defining factor between short-term comfort and long-term success. This episode examines how founders who embrace challenging decisions—rather than avoiding them—develop sharper judgment, deeper resilience, and a stronger sense of personal leadership. It discusses how discipline compounds over time, how discomfort accelerates learning, and why the hardest paths often produce the most durable businesses. Drawing from real-world entrepreneurial patterns, the conversation reframes struggle not as a setback, but as a strategic advantage that builds credibility, confidence, and operational strength. Ultimately, the episode positions choosing hard things as a mindset shift—one that transforms obstacles into growth engines and separates enduring entrepreneurs from those who fade when conditions become demanding.

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Maren Perry

Maren Perry; Founder & CEO, Arden Coaching. Dynamic, relatable, smart guest for podcasts on the HUMAN SIDE of LEADERSHIP. Expert in executive coaching, leadership, and making the host look great!

Maren Perry is the Founder and CEO of Arden Coaching. For nearly two decades, Maren has partnered with CHROs and senior executives at organizations like Kaiser Permanente, Mars/Wrigley, ZipRecruiter, and JLL to develop leadership capacity and strengthen organizational culture. She’s a Professional Certified Coach and entrepreneur known for her candor, clarity, and ability to help leaders and HR executives create thriving, high-performing workplaces.

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Entrepreneurship 101, in its First Season, features “Leadership Starts With Self: Becoming a Strong Founder,” a deep and reflective episode that explores the fundamental truth that sustainable leadership is rooted in personal mastery before it ever extends to teams, products, or markets. This episode examines how self-awareness, emotional discipline, and clarity of values shape a founder’s ability to make sound decisions under pressure, communicate with authenticity, and lead with consistency in uncertain environments. It highlights why founders who take responsibility for their habits, mindset, and behavior are better equipped to build trust, inspire alignment, and foster resilient cultures within their organizations. By connecting inner leadership with external execution, the conversation underscores how personal growth becomes a strategic advantage—one that strengthens vision, sharpens judgment, and ultimately determines whether a business merely survives or grows with purpose and longevity.

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Brandon Moon

COO & Strategic Partner at TD Pine Advisors, Operations and Business Dev | Value Strategy Advisor

Brandon Moon is a strategic operator with a proven track record of helping founder-led businesses scale with clarity, structure, and sustainable momentum. As the co-founder and COO of TD Pine Advisors, he specializes in bridging vision and execution guiding clients through operational upgrades, team alignment, and enterprise value growth.

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Rick Tracewell

I help overwhelmed solo business owners spot what’s actually blocking progress

I’ve spent years as a solo business owner doing what a lot of people do — working long hours, staying busy, being responsible — and quietly wondering why things still weren’t improving the way I expected. From the outside, it looked like dedication. On the inside, it felt heavier than it should.

Over time, I realized I wasn’t alone. Many small business owners end up in a place where things aren’t falling apart, but they aren’t really moving forward either. It’s stressful, familiar, and easy to normalize. I started calling it the “Uncomfortable Comfort Zone” because it explains why people stay stuck without being lazy, broken, or unmotivated.

When I’m on a podcast, the conversation isn’t about me or my businesses, fixing everything, or offering formulas. It’s about naming what’s actually happening, why it makes sense, and how small, realistic shifts can help people feel a little clearer and less alone — which is often where real progress starts.

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Entrepreneurship 101, in its first season, features The Varied Life of a Solopreneur, a comprehensive exploration of what it truly means to build, operate, and sustain a business as a single individual in an increasingly complex and competitive landscape. This episode delves into the solopreneur’s constant transition between visionary and executor—shaping strategy one moment, managing operations, marketing, finances, and client relationships the next—while shouldering full responsibility for success or failure. It highlights the psychological discipline required to stay focused without external structure, the resilience needed to navigate inconsistent income and uncertainty, and the creativity demanded to stand out in crowded markets. Through practical insights and reflective discussion, the episode reveals how solopreneurs design workflows, set boundaries, leverage technology, and continuously refine their skills to remain agile and sustainable. Ultimately, it presents solopreneurship not as a shortcut to freedom, but as a deliberate, demanding path that rewards clarity of purpose, adaptability, and a strong alignment between personal values and professional ambition.

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Jerry Brazie

Operator, Entrepreneur, and Builder Who’s Learned Most Lessons the Hard Way

Hey, I'm Jerry Brazie. Over the last 30-plus years, I've started, bought, and sold more than a dozen companies across all kinds of industries, and we've done north of $450 million in revenue along the way.

I grew up dirt poor—one of nine kids—with plenty of violence thrown in. Shot at, stabbed, beaten half to death more than once. No degree, no safety net, no roadmap. Just chaos and a stubborn streak that wouldn't let me stay down. Everything I know about business and life came from grinding, screwing up big, and figuring out how to keep moving.

Right now, I'm running an eight-figure and a seven-figure company and just getting my newest business, The Kronos Group, off the ground: a small, hand-picked peer group for real operators who want honest talk and accountability, no fluff.

I love the game of business. It's always been the vehicle, not the destination. I've never made a dime doing something I actually love for work. I've made money building and running companies, then taken those profits to do what really matters: changing the lives of my wife of 28 years and our kids.

I don't take myself too seriously, and my biggest strength is remembering exactly where I came from. It keeps me grounded and lets me talk straight without the ego.

If your listeners are entrepreneurs or executives looking for no-BS business talk from the trenches, or just people who need a real story to push past whatever's holding them back in business or life, they'll get something useful out of this. I promise, no polished speeches, just hard-earned lessons.

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Entrepreneurship 101, in its first season, features From Idea to Execution: Turning Vision Into Action, a focused exploration of what it truly takes to move beyond inspiration and into meaningful progress. This episode examines the critical shift from having an idea to building a clear plan, emphasizing discipline, decision-making, and consistent execution as the defining traits of successful entrepreneurs. Rather than glorifying vision alone, it highlights the importance of structure, accountability, and adaptability when translating concepts into real-world outcomes. Listeners are guided through the practical mindset required to overcome hesitation, manage risk, and maintain momentum when challenges arise. By grounding ambition in action, this episode reinforces the idea that success is not created by ideas themselves, but by the courage and commitment to execute them with clarity, focus, and purpose.

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Kayla Livesay

I help self employed people build structure and systems that lead to consistent sustainable success.

I didn’t start my business because I dreamed of being an entrepreneur.

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