Ryan Stewman never dreamed of becoming an entrepreneur. Yet his remarkable 15-year journey from reluctant business owner to financial strategist offers a raw, unfiltered look at what it truly takes to build a multimillion-dollar enterprise without venture capital or industry connections.

After losing his mortgage industry position due to regulatory changes, Stewman found himself pioneering what would become the podcast and social media influencer space. Rather than pursuing celebrity status, he focused on building legitimate businesses that have collectively generated over $100 million in verifiable sales. His authentic approach stands in stark contrast to the carefully curated success stories that dominate entrepreneurial content.

The conversation takes a fascinating turn when Stewman reveals the financial strategies that major corporations use to optimize their positions. He explains how borrowing capital can actually provide more usable funds than earning the same amount due to tax implications – a concept many business owners fail to grasp until it's too late. Through his company Closer Capital, he's not just providing funding but educating entrepreneurs on how to use financing as a strategic tool rather than a last resort.

For seasonal business owners, particularly in industries like roofing and construction, Stewman offers invaluable insights into managing cash flow challenges. He details how securing lines of credit during peak revenue periods can provide the flexibility needed to pursue larger projects and weather slower seasons. His practical advice on timing loan applications and understanding interest rate structures provides a roadmap for business owners looking to leverage financial tools effectively.

Perhaps most compelling is Stewman's candid comparison between employee and owner perspectives. Having experienced both sides, he highlights how salespeople often fail to appreciate the immense pressures facing business owners – from unexpected tax bills to navigating sudden changes in payment terms from major clients. His stories serve as a sobering reminder that behind every successful company stands an entrepreneur who has weathered countless financial storms.

Ready to transform how you view business financing? This episode will challenge your thinking and provide actionable strategies for using capital to accelerate your growth rather than just keeping the lights on.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

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Can psychedelics unlock the secret to entrepreneurial success? Join me, Michael McGovern, on the Reckless CEO Podcast as I recount a serendipitous meeting with a practitioner known as a 'magical doctor' who works magic with entrepreneurs. This unexpected reconnection has opened doors to profound insights, reminiscent of my transformative experiences with substances like psilocybin, DMT, and ketamine. Through this journey, we explore how these powerful tools can help dismantle personal and professional barriers, offering a fresh perspective on life and business.

Listen to the inspiring story of an entrepreneur whose life was reignited by a psychedelic journey undertaken with their partner, leading to newfound success and harmony. We dissect societal misconceptions surrounding psychedelics, delve into their historical contexts, and discuss the immense potential they harbor for those who approach them with intention and openness. We also reflect on the necessity of embracing change and letting go of control, a lesson that transcends both personal growth and business development.

In this episode, we navigate the complex terrain of mentorship, entrepreneurship, and the hero's journey of self-discovery. From the evolution of mentor relationships into friendships to the realization of self-imposed challenges, these experiences underscore the importance of self-awareness and embracing growth cycles. As we continue our journey on the Reckless CEO Podcast, we look forward to sharing the lessons learned and insights gained to inspire your path to success.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
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World record holder and CEO JL Holdsworth joins us for an enlightening exploration of the tangled web between primal instincts and modern cognitive abilities. Discover the groundbreaking concept of Pre-Cognitive Optimization, where ancient survival mechanisms meet today's world, often leading to stress and anxiety. JL shares his insights on stabilizing our neuroception, allowing for a harmonious flow state where clarity and productivity align seamlessly.

We examine a profound truth: happiness is an inside job. Inspired by Viktor Frankl's unyielding resilience, we challenge the illusion that external achievements equate to inner joy. Our conversation takes a personal turn with tales of transformation and resilience, underscoring the power of community and the enduring human spirit to overcome adversity, whether in a small town or on the powerlifting stage.

Leadership gets a critical eye as we dismantle the myth that relentless hustle is the sole path to success. Instead, we advocate for a balance where empowerment and gratitude reign supreme. Through stories of injury and triumph, and the pursuit of fulfillment over fortune, we champion a life guided by personal values and intentional growth. Tune in to uncover how embracing curiosity and empathy can unlock untapped capacities, leading to true personal and professional liberation.

JL's Instagram: https://www.instagram.com/jl_holdsworth/

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
Follow Michael on Instagram @ https://www.instagram.com/therecklessceo/?hl=en
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Email brittany@columbusroofingco.com
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What if letting go is the key to unlocking a more fulfilling life? Inspired by Dr. Hawkins' transformative book, I embark on a personal journey exploring how releasing attachments and expectations can lead to profound psychological and spiritual growth. Through candid reflections, I discuss the powerful impact of our thoughts and the necessity of maintaining positivity amidst the relentless negativity from media and politics. By harnessing the power of intentional living, we can control what we can and let go of the rest, setting the stage for personal growth and opportunities.

Have you ever considered how setbacks can be a blessing in disguise? This episode sheds light on the law of reciprocity and the unexpected paths that emerge when we release expectations. From job losses to unanswered prayers, life's unpredictability often leads us to greater opportunities and personal development. Shifting our perspectives to view challenges as opportunities allows us to embrace change with open arms and a hopeful heart. It's about fostering gratitude, eliminating distractions, and aligning habits with our goals to be ready when opportunity knocks.

Building meaningful relationships starts with self-awareness and empathy. I emphasize the power of surrounding ourselves with like-minded individuals who share our values, offering support and encouragement. Open communication and vulnerability are crucial, along with understanding that our experiences shape our actions. By focusing on personal growth and love, we can transcend negativity and contribute positively to those around us. Join me in exploring these themes and discovering how reframing expectations can lead to a life filled with significance and connection.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
Follow Michael on Instagram @ https://www.instagram.com/therecklessceo/?hl=en
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Email brittany@columbusroofingco.com
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What if your voice could shape a more inclusive future? Andrea, a seasoned advertising executive turned entrepreneur, joins us to share her journey of empowering others through the transformative power of storytelling. Andrea's transition from the not-for-profit sector to founding Talk Boutique and the Thought Leader Academy reveals her deep commitment to unlocking the potential of experts and change makers. She discusses the vital role of public speaking in effective leadership, emphasizing how harnessing one's voice is crucial for both personal growth and team influence.

Throughout our conversation, Andrea unveils the art of idea communication, drawing on her experience as a TED speakers coach. She reveals how distilling an idea into a single impactful sentence can guide any presentation, much like a "North Star." Andrea also addresses common public speaking fears, providing practical strategies to help speakers maintain audience engagement by structuring presentations as continuous stories. We explore the need to balance expertise with emotional connection, enabling speakers to overcome imposter syndrome and connect with their audiences more authentically.

Andrea introduces her Storytelling Toolkit, offering frameworks like the idea framework and story spine to unlock storytelling potential. She shares insights on effective public speaking, discussing how self-perception and audience perception influence communication. Listeners will gain practical advice on embodying thought leadership and discover resources to enhance their storytelling skills, including Andrea's free online tools and coaching services. Join us as we learn how to communicate with confidence and authenticity, inspiring others while sharing unique ideas with the world.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
Follow Michael on Instagram @ https://www.instagram.com/therecklessceo/?hl=en
Reckless CEO Youtube @ https://www.youtube.com/@therecklessceo
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Email brittany@columbusroofingco.com
for all inquiries including speaking engagements, and to be a guest on the show

Struggling to navigate the complex world of commission-based work? Discover the unfiltered truth behind the hustle and grind culture, where expectations often collide with reality. Through the compelling story of a sales rep, we shed light on the often-misunderstood journey to entrepreneurial success. It’s not just about clocking in early or following the script laid out by others; true hustle demands self-discipline, creating value, and holding oneself accountable when no one is looking.

Prepare to control your destiny by mastering what you can: your enthusiasm, effort, and the value you bring to any career path, whether hourly work, commission roles, or entrepreneurship. We explore the necessity of laying a solid groundwork of purpose and preparation, dispelling the myth that simply entering a new field guarantees success. By embracing continuous learning and daring to ask questions, you can transform daunting challenges into manageable tasks, ensuring your path is both intentional and effective.

Embrace both strength and vulnerability as we highlight personal growth through life's hurdles. Reflecting on the profound lessons of perseverance and resilience, we inspire you to use life's difficulties as stepping stones towards personal evolution. Harness your past experiences and criticisms to fuel your journey, proving doubters wrong and realizing your full potential. As you push forward, understanding the motivations behind your actions is key, marking your transition into the next phase of personal growth and success.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
Follow Michael on Instagram @ https://www.instagram.com/therecklessceo/?hl=en
Reckless CEO Youtube @ https://www.youtube.com/@therecklessceo
Go follow our parent company on Instagram
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Email brittany@columbusroofingco.com
for all inquiries including speaking engagements, and to be a guest on the show

What drives you to get out of bed each morning? Are we truly lazy, or is it the lack of inspiration that holds us back? On this episode of the Reckless CEO podcast, I, Michael McGovern, unravel the myth of inherent laziness by sharing my personal journey of finding motivation through purpose. From the temporary drive of getting fit for a vacation to the enduring passion sparked by my love for hockey, we discuss how discovering what excites us can naturally propel us forward without the need for external pressure.

Join me as I recount how adversity became a catalyst for discovering my purpose through the RPM method—Reason, Purpose, and Massive Action Plan. Reflecting on my transition from a failing sophomore year at Catholic school to thriving in public school, I explore how challenges can ignite an unexpected passion for learning and connecting with others. Together, we examine the importance of presence in our interactions, a quality often missing in today’s fast-paced world, and how my past struggles have inspired a deeper commitment to education and meaningful engagement.

What’s the true reason behind our commitments, and how can we align them with our deeper motivations? This episode also offers practical strategies for clarifying our purpose by employing the "five whys" technique and avoiding over-commitment. We wrap up by encouraging a proactive approach to action planning, asking why our goals matter to us, and considering their broader impact. Let’s uncover the driving force behind our actions and set a course for a life filled with purpose and fulfillment.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
Follow Michael on Instagram @ https://www.instagram.com/therecklessceo/?hl=en
Reckless CEO Youtube @ https://www.youtube.com/@therecklessceo
Go follow our parent company on Instagram
https://www.instagram.com/recklessmediacompany/?utm_source=ig_web_button_share_sheet&igshid=OGQ5ZDc2ODk2ZA==

Email brittany@columbusroofingco.com
for all inquiries including speaking engagements, and to be a guest on the show

Ever thought about what it truly means to commit without a safety net? Join me, Michael McGovern, as we recount the legendary tale of Hernán Cortés burning his boats and explore the profound impact of removing the option to retreat. From this bold historical move to my own journey from a regular 9-5 to founding the Columbus Roofing Company, we explore the essence of true commitment and how embracing calculated risks can set you on a path to success. You'll learn why fully committing to your goals can be the game-changer you need in your entrepreneurial journey.

Transitioning from a steady job to entrepreneurship is no small feat, and we're here to unpack the challenges that come with this life-altering decision. Many find themselves in a 'purgatory stage,' where the day job becomes a bottleneck while their side hustle gains traction. In this discussion, we stress the importance of financial preparedness and the psychological hurdles like fear of success. Practical advice will guide you in crafting a structured plan with clear milestones, ensuring you maintain accountability and stability while navigating this uncharted territory.

Lastly, the episode delves into the art of building a vision for success that encompasses all aspects of life. We introduce the "frame, floor, and focus" strategy to help prioritize and eliminate distractions, aligning your life’s journey with your long-term goals. By setting actionable steps and addressing critical areas like relationships, health, and personal growth, we challenge you to build a balanced, fulfilling life. Prepare to cast aside the symbolic 'boats' holding you back and embrace the path to becoming the best version of yourself.

Thank you for listening to The Reckless CEO Podcast

The Reckless Group- https://www.skool.com/therecklessgroup/about

You can tweet us @ https://twitter.com/TheRecklessCEO
Follow Michael on Instagram @ https://www.instagram.com/therecklessceo/?hl=en
Reckless CEO Youtube @ https://www.youtube.com/@therecklessceo
Go follow our parent company on Instagram
https://www.instagram.com/recklessmediacompany/?utm_source=ig_web_button_share_sheet&igshid=OGQ5ZDc2ODk2ZA==

Email brittany@columbusroofingco.com
for all inquiries including speaking engagements, and to be a guest on the show