Breaking Solo Podcast

In this engaging conversation, Stephen Hart shares his journey as a solopreneur, discussing the challenges and triumphs he has faced while building his personal brand. He emphasizes the importance of understanding one's audience, leveraging technology, and providing exceptional customer experiences. Stephen also offers practical advice for aspiring solopreneurs, including daily habits that enhance productivity and the significance of creating multiple income streams. He introduces his upcoming community initiative aimed at supporting working professionals in building their own businesses while still employed.takeaways

• Stephen Hart is a Story Brand Marketing Coach and personal brand strategist.
• The decision to go solo was driven by a desire for growth and multiple income streams.
• Challenges include scaling the business and deciding when to outsource work.
• Understanding your ideal client is crucial for effective marketing.
• AI is a significant trend that can enhance business efficiency.
• Customer experience can set a business apart from competitors.
• Daily walking helps clear the mind and reduce stress.
• Engaging with potential clients through informal conversations can yield valuable insights.
• Building a community for support and education is essential for aspiring solopreneurs.
• Creating additional income streams can provide financial security while transitioning to entrepreneurship.





Stephen A. Hart is a leading marketing strategist and brand expert, known for elevating the visibility, impact, and revenue of businesses, leaders, and industry experts. As the founder of Isles Media, and a StoryBrand Certified Guide, Stephen uses the power of storytelling to help his clients clarify their brand’s message, so their customers listen.With BeyondOne™, his innovative new membership community, Stephen creates a safe and supportive space for busy professionals wary of job insecurity and over-reliance on a single income. His mission is to educate members on diversifying their income through multiple streams, providing the necessary framework, support, and accountability to help them thrive, even while still working a traditional 9-5.Stephen is a dynamic presence on stages at leading events like Podcast Movement, Speaker Con, and the Black Enterprise XCEL Summit, where he ignites conversations about LinkedIn, podcasting, marketing, and personal branding.Follow Stephen on LinkedIn at /in/iamstephenahart and visit his website at stephenahart.com


Website https://www.stephenahart.com


Social Media https://LinkedIn.com/in/iamstephenahart

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In this conversation, Jonathan Sheeley shares his journeyfrom a 10-year career in higher education to becoming a solopreneur and coach.


He discusses the challenges he faced, including shiny object syndrome and the importance of life planning. Jonathan emphasizes the need for clear decision-making frameworks for leaders and the significance of setting boundaries in the solopreneur world. He also highlights the tools and daily habits that help him stay productive and focused, as well as his upcoming projects aimed at helping leaders make decisive choices.


I believe there’s always a better way to lead, grow, and build a thriving business. My passion is helping small business owners and leadership teams cut through complexity, challenge the status quo, and implement strategies that drive sustainable success.


Jonathon's gift https://lnkd.in/ghVszDSP


After 10+ years in strategic planning and leadership development, I saw a common pattern—leaders overwhelmed by competing priorities, stuck in reactive mode, and struggling to create real momentum. I’ve been there too. When I launched my consulting practice, I had the expertise to help others, but balancing business growth, leadership, and personal life wasn’t easy. The key? A better way.


Now, as a certified Business Made Simple Coach and Full Focus Planner Coach, I help small business leaders simplify decision-making, optimize their operations, and create clarity-driven action plans that actually work.


How We Do It:


✅ Develop a clear vision that drives your leadership and business.


✅ Build systems that create consistency, efficiency, and freedom.


✅ Equip your team with the right tools and strategies to perform at their best.


✅ Lead with intention—prioritizing what truly moves the needle.


Who I Work With:


I partner with small business owners and leadership teams who are ready to break free from constant firefighting and step into proactive, high-impact leadership.


If you’re tired of:


🚫 Putting out fires instead of creating a growth strategy


🚫 Feeling stretched thin by endless demands


🚫 Leading a team that lacks alignment and accountability


🚫 Struggling to balance work, family, and personal goals


Website https://sheeleyexecutiveconsulting.co/


Social Media Links @sheeleyexecutiveconsulting


https://www.linkedin.com/in/jonathan-sheeley/


Jonathon's gift https://lnkd.in/ghVszDSP

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In this conversation, Gregg Procton shares his entrepreneurial journey, discussing the challenges of self-doubt, the importance of personal values, and the role of technology in modern business. He emphasizes the need for solopreneurs to focus on their unique strengths, embrace AI, and develop daily habits that foster productivity. Gregg also offers valuable advice for aspiring entrepreneurs, encouraging them to trust themselves and pursue their passions without being hindered byexternal opinionss. He reflects on his own experiences and aspirations, including his upcoming book aimed at helping small business owners succeed without burnout.


takeaways






Gregg Prockton, a CPA and CMA, is a highly experienced business coach, consultant, and financial strategist with over 30 years of expertise in accounting, operations, and leadership. Gregg has helped businesses of all sizes, from startups to multimillion-dollar enterprises, optimize operations, increase profitability, and navigate critical transitions. His passion lies in empowering small to medium-sized business owners, entrepreneurs, and executives to unlock their full potential and achieve sustainable success. Gregg's career spans multiple industries, where he has served as a Chief Operating Officer (COO), Chief Financial Officer (CFO), and fractional CFO. One of his most notable achievements includes scaling a business from $12 million to $120 million in three years by implementing innovative customer acquisition strategies, operational efficiencies, and market positioning techniques. In addition to his executive leadership experience, Gregg has successfully launched, operated, and sold two restaurants, demonstrating his hands-on entrepreneurial expertise. His deep understanding of business ownership allows him to confidently coach clients through the complexities of starting, buying, scaling, or exiting a business.






Website www.thecgllc.com


Connect with Greg on social


https://www.linkedin.com/in/gregg-prockton-cpa-cma-2a90578


Instagram: thecompass-group


FB: The Compass Group


Giveaway: https://letsmeet.io/thecompassgroup/free-my-business-review-call


#sentrepreneurship #solopreneur #self-doubt #AI #businesscoaching#dailyhabits #success #personalgrowth #technology #overcomingchallenges

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In this episode of Breaking Solo, host Donna Amos speakswith Alex Kakavelakis, a solopreneur and marketing expert, about his journey into solopreneurship, his challenges, and the importance of storytelling in business. They discuss the significance of networking, the impact of AI on solopreneurs, and share valuable advice for those starting their own businesses. Alex emphasizes the need for resilience and connection in the solopreneur journey, highlighting the power of community and the importance of mindset shifts.






takeaways


Alex Kakavelakis transitioned to solopreneurshipunexpectedly.


Time management and motivation are ongoing challenges for solopreneurs.


Networking and co-working spaces help combat loneliness.


Working with small to medium-sized businesses allows forbetter connections.


Storytelling is a powerful tool in marketing andcommunication.


Unreasonable Hospitality can turn clients into loyal fans.


AI is a crucial trend that solopreneurs must understand.


Daily routines, like mindfulness and stretching, enhanceproductivity.


Recognizing that many share similar solopreneur challengescan alleviate loneliness.


Persistence is key; new solopreneurs should not give upeasily.


Sound Bites


"It can get quite lonely."


"How to Build a Story Brand changed my life."


"Just stick to it and trust yourself."






Alex is a StoryBrand Certified Coach, Unreasonable Hospitality Certified Coach, and Mindvalley Certified Life Coach with over 18 years of experience in marketing and storytelling. As the founder of The Marketing Maestro, Alex helps businesses, coaches, and consultants craft clear, customer-centric messaging that drives engagement and growth. Blending the power of storytelling with the principles of Unreasonable Hospitality, Alex specializes in creating brands that connect deeply with their audiences—both online and in-person. Passionate about helping businesses stand out in a noisy world, Alex runs workshops, builds high-converting websites, and develops marketing strategies that put the customer at the center of the story.


Www.themarketingmaestro.net (http://Www.themarketingmaestro.net)


https://www.linkedin.com/in/alexkakavelakis


Free Giveaway https://www.themarketingmaestro.net/6-steps-to-stellar-customer-moments

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In this episode, Donna Amos speaks with solopreneur and StoryBrand Certified Marketing Guide, Andy Rhodenbaugh, about his journey to founding ClearSight Design. Andy explains how his innovative two-to-three-day website build process helps solopreneurs save time, energy, and frustration. He also reveals how he leverages the StoryBrand framework for clear messaging, the benefits of templatized web design, and why fear can be a powerful guide instead of a weakness. Tune in for practical advice on tools, time management, and how to deliver “unreasonable hospitality” for your clients.






Andy's bio: Before starting Clear Sight Design and getting certified in July 2024, I served for 16 years with one of the world's largest non-profits helping college athletes develop spiritually and helping organizational leaders expand their cultural proficiency.I do my best work when I'm designing and coming alongside entrepreneurs and small teams to help them do what they do better.Unless it comes to the Wildcats or LeBron, I'm not interested in "crushing the competition" or "dominating the industry". I love working with peaceful companies and entrepreneurs who are committed to bringing truth, beauty, and goodness to the world.


Learn more and connect with Andy


Website https://www.clearsight.design


Social Media @andyrhodenbaugh


Freebie Giveaway https://www.clearsight.design/savetime

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In this conversation, Paul Watson shares his journey as a Story Brand Certified Guide, discussing the challenges he faced in sales, the importance of building relationships, and how he found his niche in the marketing industry. He emphasizes the role of authenticity in sales, the impact of AI on business practices, and the essential tools that help him stay productive. Paul also reflects on the lessons learned throughout his entrepreneurial journey and the significance of trust in client relationships.






Takeaways






✅ Paul Watson is a Story Brand Certified Guide.


✅ His company name, 1015 Communications, is inspired by his cancer remission date.


✅ Sales is about building relationships, not just transactions.


✅ Authenticity in sales leads to more relaxed conversations.


✅ AI can enhance efficiency but should be used intentionally.


✅ Canva Pro is an essential tool for his business.


✅ Time blocking helps maintain focus and productivity.


✅ Building local relationships can lead to referrals.


✅ Discomfort from working out helps channel stress positively.


✅ Sales happens at the speed of relationships.

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