The Entrepreneur Experiment

Ali Ryan, the founder of Goss Media, joins Gary Fox on today's episode. After being told "This is just a hobby" by an investor, she began a mission to build a media empire. Over the last 10 years, Ali has bootstrapped her way to the top of the online media world in Ireland. Each month Goss.ie gets over 1 million readers. Navigating the relentless tides of the media industry requires more than just a good idea—it demands grit, strategy, and a hint of rebellion. Ali shares her experiences of bootstrapping Goss Media without outside investment, braving the legal threats that come with disrupting the status quo, and weathering the financial storm brought on by a global pandemic. Her journey underscores the importance of innovation, from pioneering virtual events to leveraging the virality of TikTok, revealing how adaptability can lead to remarkable business growth even in tumultuous times. Ali's narrative is a powerful reminder that the path to success is often a personal odyssey, marked by a balance of relentless drive and mindful self-care strategies that keep one's vision clear and passions burning bright. Join us for a deep dive into the heart of a media empire built on unwavering belief and the refusal to accept failure as an option. Chapters (00:00) Building a Media Empire (08:48) Navigating Challenges in Showbiz Industry (18:35) Building a Media Business From Scratch (26:11) Challenges of Starting a Business (34:20) Building Brand Success Through Innovation (43:56) Navigating Entrepreneurial Growth and Challenges (48:15) Entrepreneurs and Determination in Disruption (54:09) Lobbying for Anti-Trolling Legislation (01:00:10) Women's Empowerment and Self-Care Journeys (01:11:23) Belief in Possibility and Self-Driven Success --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

This week's mentor is Marc McCabe, GP at Nomad Capital Marc was one of the first employees and helped it scale to become a global brand. Today, he answers the question every entrepreneur wants to know, "What do investors look for when they decide on making an investment or not? To listen to the full episode, go back to episode 228   --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

Go wherever in the world you are treated best.  This is the financial & life philosophy of my guest, Andrew Henderson, the founder of Nomad Capitalist. In a world of remote work, low cost travel and freedom of choice, where should you live in 2024? In this revealing chat, we explore the concept of being a global citizen. How can this save you money, cut your tax, improve your quality of life & open up a world of investment choices. We peel back the layers of identity and home in a world where mobility and diverse opportunities are reshaping what it means to be a global citizen. Lastly, we delve into the intricate world of geopolitics, multiple passports, and tax planning in an era where global living is no longer just for the wealthy elite. This episode isn't just a conversation; it's a masterclass in harnessing the power of global perspectives to fuel business growth and personal fulfilment.   (00:02) - The Future of Digital Marketing (04:14) - Factors Influencing Nomadic Capitalist Lifestyle (11:43) - Global Nomad Capitalist Lifestyle Trends (23:48) - Geopolitical Changes and Multiple Passports (34:57) - Global Mobility in Tax Planning (42:43) - Navigating Politics, Wealth, and Power (48:05) - Complexities of Libertarianism and Crypto Adoption (52:51) - International Entrepreneurship and Business Growth (01:00:21) - Self-Awareness and Investment Philosophy (01:06:25) - Seeking Simplicity in Business Growth --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

Shana is the founder of Tailr, which is redefining production for the clothing industry. This was one of the most open & frank chats on the pod in 2024.  Shana and I peel back the layers of startup advice, highlighting the importance of filtering through the noise to find what truly resonates with your own entrepreneurial spirit. After two years, she faced an impossible decision, give up or start again. We navigated the complex journey from concept to market, with Shauna opening up about the challenges faced when developing her AI-driven sizing solution, and the grit needed to persevere through failed pitches and critical feedback. It's not just about bouncing back; it's about asking the right questions and having those transformative Eureka moments that steer your product to success. Sharing personal stories, we reflected on the crucial role of mentorship, learning from setbacks, and the validation that comes with launching a product that genuinely impacts people's lives. --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

Rob Horgan, the founder of Velo Coffee is your mentor this week. He is a master marketer, so naturally, I had to find out his secret. Here is Rob's marketing masterclass. Rob's full episode with Gary is episode 221. --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

Bobby Healy, the mastermind behind Manna's skyrocketing drone delivery service, is not your average CEO; and this is not your average chat.  We take a closer look at Bobby's extraordinary narrative, where resilience isn't just a buzzword. He's not just outmanoeuvring giants like Amazon; he's sharing how Twitter has become an invaluable tool for shaping his personal brand and business growth. We're peeling back the layers of corporate marketing to reveal the compelling stories of the people powering these ventures and why an authentic founder's voice is more resonant than any polished PR pitch. Venture into the high-stakes world of entrepreneurship with a man who's turned the daunting task of founding and scaling businesses into an art form. Bobby recounts the serendipitous twists that catapulted him from cumbersome corporate chains to the helm of nimble, innovative ventures. He lays bare the triumphs and tribulations of his journey, from navigating the uncertainties of early-stage startups to mastering the strategic timing of acquisitions. Bobby embraces life's randomness that define the entrepreneurial spirit. As we zoom in on the nitty-gritty of drone delivery, Bobby doesn't shy away from the hurdles that come with revolutionizing transportation. He shares how Manna is crafting a future where drones seamlessly integrate into urban landscapes, all while maintaining a laser focus on customer experience and market creation.  For those looking to carve their own path in the tech world, Bobby's insights are gold dust. He  offers up hard-earned wisdom for ambitious minds: cherish your network, embrace the irrelevance of failure, and always remember that the greatest successes often come from starting early and surrounding yourself with talent. Join us for a conversation that's as electrifying as it is insightful, packed with lessons for anyone daring to disrupt the status quo.     --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF    Find out more about MindShift Coaching Programme: https://bit.ly/3Sc4u6Y 

Vinny Breslin, the co-founder of Uplisting, recounts the gripping tale of how a bootstrapped idea soared to an annual recurring revenue of $3 Million and processed an astonishing $400 million for clients.  Vinny built UpListing before selling in late 2023 to Airdna for an undisclosed amount.  His success is a testament to innovation and grit, revealing the transformative power of remote collaboration. The founders didn't meet in person for 2 years!  This story isn't just about celebrating milestones; it's a deep-dive into the perseverance and tech-savvy required to refine an industry. We hear how Vinny hunted in Facebook groups for his first customers and kept a ruthlessly simple metric to focus the company on growth. Vinny's personal account of the transition from founder to post-sale life is rich with raw emotion and candid revelations about the entrepreneurial grind. We explore the evolving definition of success, appreciating the less-trodden paths that stray from VC funding and flashy headlines.  --- My Season Partners Local Enterprise Offices: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF    Find out more about MindShift Coaching Programme: https://bit.ly/3Sc4u6Y 

Embark on a journey through the heart of entrepreneurship with Oisin Hanrahan as he unveils Keychain, his latest venture poised to revolutionize manufacturing. New York serves as a backdrop for our deep dive into the persistent spirit needed to thrive in the post-pandemic renaissance of businesses. Oisin's fresh insights into the transformation of office space demands, workforce dynamics, and the agile adaptability needed to steer a company like Angie and Handy through crises, provide a masterclass for any entrepreneur looking to weather the ever-shifting business landscape. We explore the surprising undercurrents of the manufacturing world where capacity and business needs tell a complex story. Oisin's Keychain emerges as a beacon of innovation, aiming to transform consumer habits by easing the path for healthier food options in grocery stores. The conversation takes an analytical turn, dissecting the nuances of starting a new venture in a challenging market, and the critical steps in validating market needs that can make or break a business idea. Wrapping up, we delve into the sacrifices of successful entrepreneurship, where personal investments often transcend financial stakes, shaping the life of an enterprise. Oisin shares a relatable narrative of transition, from selling a bustling start-up to grappling with the allure of new ventures and the resilience required to pursue them. This episode is not just a conversation; it's a treasure trove of entrepreneurial wisdom, seasoned advice, and a glimpse into the future of industry innovation.     Find out more about MindShift Coaching Programme: https://bit.ly/3Sc4u6Y  --- My Season Partners Local Enterprise: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

Join the conversation with the indomitable Sonya Lennon, as she shares the riveting story of her entrepreneurial voyage, which weaves together fashion innovation and profound social impact. Sonya is the founder of Lennon Courtney, co-founder of Lift Ireland and founder of WorkEqual. Our discussion unravels the complexities of brand development, the agility necessary in the face of business challenges, and the insightful moments of adaptability that redefine an entrepreneur’s path. Sonya's candid reflections on managing multiple businesses, including the tech venture Frockadvisor, serve as a masterclass in resilience. Wrapping up our exploration, we reflect on the indispensable role diversity plays in leadership and business, examining the nuances of women in senior roles and the risks current political climates pose to gender progress. This episode is not just a narrative of personal triumph and societal contribution; it's a rallying cry for leaders and changemakers to seize the mantle of responsibility and drive the change they wish to see in the world.   Find out more about MindShift Coaching Programme: https://bit.ly/3Sc4u6Y  --- My Season Partners Local Enterprise: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF 

Going from zero to one is the single most difficult task for any founder. On today's mentor moment, Dan & Ciaran explain how they did it with ProtexAI, their startup which has raised $18 million, has customers all over the globe and complete the YCombinator programme in San Francisco.   Find out more about MindShift Coaching Programme: https://bit.ly/3Sc4u6Y  --- My Season Partners Local Enterprise: https://bit.ly/4bgUdPv Ethos - Resilience: https://bit.ly/3w1IunV  Iconic Offices: https://bit.ly/3vPQAzF