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Entrepreneurship 101 is a dynamic, knowledge-driven platform designed to equip aspiring founders, small-business owners, and creative innovators with the mindset, tools, and strategies needed to excel in today’s competitive landscape. It breaks down the core fundamentals of entrepreneurship into clear, actionable insights that listeners can immediately apply to their own ventures.
Each session explores essential themes such as opportunity discovery, building resilience, strategic planning, leadership development, financial literacy, branding, and sustainable growth. Through expert interviews, real-world case studies, and practical guidance, Entrepreneurship 101 demystifies the challenges of launching and scaling a business while inspiring listeners to think boldly and act with intention.
Whether you are an emerging entrepreneur seeking your first big idea or a seasoned builder refining your craft, Entrepreneurship 101 provides a reliable, accessible foundation for achieving long-term success. This is where knowledge meets ambition—and where visionary ideas become powerful realities.
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Lidia Axe
I help [ex]corporate overachievers turn their dreams into paying clients in their solobusiness. No blood, sweat, or tears required. Maybe some tears
I help talented, heart-driven, qualified coaches go from “I’m posting and praying” to consistent $10K+ months—without resorting to sleazy tactics or cookie-cutter advice.
If you’re still stuck juggling a full-time job and a part-time coaching hustle that barely covers your software stack, I’m the coach who will lovingly—but firmly—call you out on what’s keeping you stuck.
And spoiler: it’s probably not your skills. It’s your strategy.
WHAT I BELIEVE:
・ Sales is service—if you truly believe in your work, you owe it to people to make the offer
・ Content without a conversion path is just unpaid performance
・ You don’t need another certification—you need paying clients
・ You’re not “bad at marketing.” You’ve just never been shown how to do it in a way that feels good
・ Specificity attracts. Generality repels. (Yes, you need a niche. Yes, even if you “help everyone.”)
・ You don’t need a bigger audience. You need a better offer.
・ Showing up consistently beats switching strategies every two weeks because “Instagram hates me”
WHAT I TALK ABOUT ON PODCASTS:
I’m known for cutting through the fluff and talking about the real reasons most coaches struggle financially—and what to do about it. If you host a podcast for coaches, solopreneurs, service-based business owners, or anyone in the online space who’s sick of the “just post more” hamster wheel, I’m your person.
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Mike Milan
Cash Flow Mike
I’m Cash Flow Mike, and I help business owners and their advisors find hidden cash in their companies—without spreadsheets full of confusion or lectures they’ll forget by tomorrow.
For the past 20+ years, I’ve been in the trenches—starting, building, advising, and saving businesses. I’ve built or helped build 14 companies from the ground up. Along the way, I realized that most small business owners are flying blind when it comes to their finances—not because they’re bad at business, but because no one ever showed them how to read the story their numbers are trying to tell.
That’s where I come in.
I created the Clear Path to Cash framework—a practical system that shows people how to improve their cash flow, increase profitability, and build a more valuable business using real data, real fast. I’ve taught it to over 25,000 business owners, CPAs, bookkeepers, and bankers—and helped them uncover more than $150 million in hidden cash.
But I’m not just about the numbers. I’m about helping people make better decisions—and have better conversations.
That’s why I wrote three books:
The 7 Minute Conversation – Learn to analyze financial statements in less time than it takes to finish your coffee.
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Chris Mcmanus
Faith, family and business. Entrepreneur, millionaire at 26, multiple business owner.
Grew a landscaping company into multiple seven figures in 7 years right out of high school, carry multiple trade license’s, looking to grow to a $25 million dollar business valuation, also own a small real estate company, as well as pool/spa retail store. Looking to meet, network and add any value that I can from lots of hard lessons learned over the last seven years.
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Robert Gaines
Author of Scintilla. I help entrepreneurs unlock original business ideas and turn them into revenue.
On podcasts, Robert speaks about creativity, entrepreneurship, the idea-generation process, LinkedIn presence, building authority, writing books that actually get finished, and how everyday people can transform observations into profitable opportunities.
He brings direct, honest, and highly actionable insights that listeners can use the same day.
He is the author of Scintilla: The Ultimate Guide to Generating Business, Product, and Service Ideas. The newly revised second edition expands on previous concepts, turning the material into a playbook.
Robert is known for blending real-world experience with accessible storytelling. His background spans small-business strategy, content creation, publishing, and community leadership. He runs a group for writers, is launching a publishing company, and has a second book in the works.
He's also a fellow podcaster that understands the importance of showing up on time and prepared. Co-promoting each episode he appears on is always a priority.
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David McKee is the founder of Another Angle Consulting, a global advisory firm dedicated to helping individuals and organizations achieve breakthroughs through the integration of psychology, neuroscience, and mindset coaching. Known for his unique ability to simplify complex concepts, David empowers creatives, professionals, and young adults to overcome mental and emotional barriers, unlocking their true potential.
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Rion Westfall
9 Companies Built | SMB Revenue Growth Coach | Creator of "Own Your Revenue
Today’s guest is someone who doesn’t just talk about business growth—he lives it.
Story Intro: It was 2 months before Rion’s wife was about to give birth to their third child. The Owner of a 30-year old firm that served global clients hired Rion to replace their retiring VP of Global Business Development. At the final exchange, the outgoing VP hands Rion a piece of paper with 4 names on it as potential leads and says “Good luck, you’re not going to survive”.
You’re about to learn how Rion not only tripled the size of the company in less than 2 years, but how he went on to start and grow multiple companies in various fields using the same approaches.
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Stefanie Carlstedt
Certified Human Design Coach and Business Mentor, helping entrepreneurs create sustainable aligned success by infusing their Design Into every area of their business.
After 13 years in entrepreneurship and plenty of failures, pivots, and burnout along the way.. I realized the problem wasn’t me. The problem was that I was trying to build success using strategies that were never designed for me.
I built a 6 figure business on the tactics and strategies that all the gurus teach and ended up resenting my business. I lost my dad at the same time that business collapsed and grief broke me wide open to realizing how far I was from my true self.
When I discovered Human Design, everything clicked. I finally understood why the formulas didn’t work, how I was wired to make decisions, and what it looked like to build a business that actually fit.
Today, as a Certified Human Design coach and Business Mentor, I help entrepreneurs ditch one-size-fits-all strategies and unlock clarity, confidence, and sustainable success by working with their design instead of against it.
Podcast audiences connect with my story, because it’s real and relatable....I know the frustration of doing ‘all the right things’ and still feeling stuck. I know what its like to feel so misaligned you feel something is wrong with you. And I bring a practical, inspiring perspective that helps listeners see not just what Human Design is, but how to actually use it to create results in life and business.
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Entrepreneurship 101, in its first season, features Patrick Sweeney in a focused conversation on the entrepreneurial mindset, exploring the internal frameworks that shape how founders think, decide, and lead. This episode examines the role of discipline, resilience, and self-awareness in navigating uncertainty, setbacks, and long-term growth, moving beyond surface-level motivation to address the realities of building something meaningful from the ground up. Through practical insight and reflective discussion, the conversation highlights how mindset influences risk-taking, adaptability, and sustained execution in competitive environments. Rather than presenting entrepreneurship as a linear success story, the episode emphasizes intentional thinking, personal responsibility, and clarity of purpose as essential foundations for durable entrepreneurial success.
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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
Jason has founded multiple companies with 66 years combined profitability. He founded Kalicube in France in 2015, WTPL Music in France in 1991, and UpToTen in Mauritius in 2000.
Conference Speaker:
Major conferences worldwide regularly invite Jason to speak about Personal Branding, Brand SERPs, Knowledge Panels and how to dominate AI search and assistive engines (ChatGPT, Google Gemini, Perplexity..) including BrightonSEO, PubCon, SMX series, DMWF Global and YoastCon.
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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.
With a background spanning family-business scalability, leadership development, and organizational change, Brandon brings a grounded, results-first perspective to business growth. His approach is relationship focused ensuring that every business is built to rise and every founder has the clarity they need to lead.
Known for his coffee-fueled insights, Brandon is also the voice behind Coffee with My TD Pine Advisor, where he answers real questions from real business owners who are ready to scale, sell, or simply stabilize.
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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.
I started it at 18 as a way to get through school.
At the time, self employment felt temporary. Like something practical, not purposeful. And honestly? There was a season where I didn’t even like being self employed. The freedom everyone talks about didn’t feel free. It felt messy, inconsistent, and heavier than it should have been.
That disconnect forced a turning point.
I realized the issue wasn’t business it was the lack of systems. I wasn’t overwhelmed because I was incapable. I was overwhelmed because everything depended on me.
So I started simplifying.
I built clear frameworks for sales, follow-up, leadership, and time management. Not to grow faster, but to survive better. What happened next surprised me. Growth accelerated. Confidence increased. And for the first time, being self-employed actually felt sustainable.
Those systems went on to help me lead the fastest growing team in my organization, set multiple growth records, earn national recognition.
All of that was humbling, but it was a by product. It was a by product of creating a life I loved, and empowering those around me to have success.
Today, I help business owners and sales leaders do the same. Especially those who feel trapped by the very business they built. I teach simple, repeatable systems that allow people to grow without burnout, lead teams aligned with their values, and build success they’re proud of.
Podcast audiences connect with this story because it’s not about chasing entrepreneurship it’s about making it livable. It’s for people who didn’t necessarily set out to build a business, but now want to build one that actually supports their life.
If your listeners want growth without chaos and leadership without losing themselves this is a conversation worth having.
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Ange Dove
Feeling overlooked? Simply start showing up.
Ange Dove is a personal branding strategist, professional copywriter and business coach.
After building Singapore’s first and longest-standing dedicated copywriting agency, Proof Perfect, she created the BrandYOU Authority Amplifier to help leaders and founders position with clarity, communicate with impact and amplify their reputation across platforms.
Ange works with corporates and individuals, from C-suite to solopreneurs, delivering programs, coaching and done-for-you support that turn expertise into opportunity.
She’s known for practical frameworks, clear messaging, and relatable teaching.
Off-mic, she plays the sax and has an enduring love for classic rock. Her playlists range from Alice Cooper, the Cult and Ozzy Osbourne to Frank Sinatra, Eagles, Robbie Williams, Prince, Cyndi Lauper, the angelic voice of Karen Carpenter, and Tom Jones, through to anyone else with a compelling vocal or unique sound such as Freur, Jean Michel Jarre, and even the muppets "mananana"!
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Entrepreneurship 101, in its first season, features Kyle Asperger as a guest, engaging in a compelling discussion on how mindset shapes every business decision. This episode examines the critical role of mental frameworks in leadership, risk assessment, and long-term strategy, highlighting how disciplined thinking and self-awareness influence outcomes more than tactics alone. Through practical examples and reflective insights, the conversation offers listeners a clearer understanding of how intentional mindset development can drive sustainable growth, resilience, and effective decision-making in today’s entrepreneurial landscape.
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