Henry Woodman is a seasoned entrepreneur whose career spans from a fascination with video games to becoming an influential tech business owner, and now, circling back to his passion for storytelling and filmmaking. In our conversation, we discussed his eclectic journey, marked by both strategic decisions and serendipitous opportunities.Henry starts with an engaging anecdote about his early experiences that shaped his entrepreneurial spirit. "When I was in college, I was doing video game machines and laundromats because I was addicted to Pac-Man," he recounts, illustrating his knack for recognizing and seizing opportunities. This early venture led to significant advancements in virtual tour technologies and a dominant presence in the travel industry's online landscape, showcasing his ability to leverage personal interests into viable business solutions.Highlighting the theme of personal challenges morphing into professional opportunities, Henry advises, "Don't just sit there and say, wow, somebody really needs to do something. Maybe that somebody is you." This advice encapsulates his journey and serves as a guiding principle for aspiring entrepreneurs.Throughout our discussion, Henry addresses the learning curves and adaptations required in his career, including tackling imposter syndrome and embracing lifelong learning. "I went back to school in my fifties to get my MBA in entrepreneurship," he shares, underscoring the importance of adaptability and continuous education in today’s fast-paced business environment.The conversation also explores Henry’s return to his first love—filmmaking. After years of technological entrepreneurship, he is now focusing on producing a series based on a novel, a project he describes as the closing chapter of his professional life. "I'm going full circle," he reveals, as he plans to adapt the book into a series that delves into themes of reincarnation and soulmates, blending historical and contemporary narratives.Key takeaways from our talk include:The importance of aligning personal passions with business endeavors.The need to recognize and capitalize on emerging trends and technological shifts.Building resilience and learning from failures as critical components of long-term success.Henry's journey is a compelling narrative of transformation, resilience, and the full-circle return to creative roots, offering profound insights for anyone navigating their own path in entrepreneurship or creative endeavors. As he aptly puts it, "Mindset is hugely important. Your thoughts create your life," a mantra that resonates through all stages of his career and life ambitions.

Jason Greenwood, founder of Greenwood Consulting, is an established voice in the ecommerce and digital nomad sectors, and we spoke about the profound impacts of starting early with personal branding and the unforeseen benefits it can bring to professional and personal life. He passionately shares, "your vibe attracts your tribe," highlighting the importance of authenticity in attracting like-minded individuals and opportunities.Jason credits much of his philosophy to early influences, including Gary Vee, who famously challenged, "if you think you're a thought leader, put your thoughts out into the world and let the market decide." This advice propelled him from being an employee to an entrepreneur, fostering a belief that sharing knowledge helps elevate an entire industry. He reflects on his career trajectory, saying, "if you do good work and you meet a genuine need and you treat people right, money is the byproduct of doing all those things, you will be successful."The podcast wasn't just a tool for brand building but a gateway to meaningful dialogues with industry experts, emphasizing the value of genuine conversations over transactional interactions. Jason illustrates this by sharing his approach to inviting guests: "I say, hey, look, you're obviously interested in similar things. To me, it seems like you've got some really deep expertise on this topic. I would love to host you on my podcast."Jason also discusses the broadening of his consulting business to serve not just merchants but also agencies and investors, revealing the importance of adaptability in entrepreneurship. "You may not need to pivot to be successful, but what you may need to do is you may need to expand your services to immediate adjacencies," he advises, highlighting his strategic adjustments to remain relevant and thriving.His insights extend beyond business, delving into the philosophy of personal wellbeing and social responsibility. He shares a powerful personal mantra: "You have to put your own mask on first," advocating for self-care as essential to offering help and empathy to others.From leveraging a podcast for networking to expanding business services, and emphasizing personal growth and empathy, this episode with Jason Greenwood offers a wealth of strategies for entrepreneurs and digital nomads looking to make a meaningful impact in their fields and lives.

Dan Thomson, founder and CEO of Sensay, is the imaginative mind behind technologies that challenge our perceptions of identity and immortality, and we spoke about the profound implications of creating digital replicas of ourselves. Dan opens up about his journey from philosophy student to tech innovator, discussing how ancient questions about the meaning of life and identity have merged with modern technology to offer new possibilities for human legacy."Our identity is very subjective... We also present ourselves in a different way on social media, which may be very different to how we present ourselves over email," Dan explains, delving into the complexities of personal identity in the digital age. This conversation explores the philosophical underpinnings and the technical execution of digital replicas that can act, think, and interact as we do, potentially continuing our legacy long after we're gone.Dan shares insights into the development of a technology that not only promises to immortalize personal histories but also serves practical contemporary needs. "We all have data, we all have photos... everything about us is captured in a way that's never been possible before," he notes, illustrating the unprecedented scale of personal data collection today. This data, combined with artificial intelligence, could lead to forms of digital immortality, where "your great, great, great grandkids... can get to know me, they can talk to me."The discussion also covers the multifaceted applications of this technology, from aiding dementia patients to creating more interactive and personalized digital experiences in gaming and marketing. Dan's passion for his work is evident as he describes how digital replicas could transform various industries by preserving and utilizing personal knowledge.Moreover, Dan reflects on remote work and the management of global teams, highlighting how the right culture and management approaches can significantly enhance productivity and employee satisfaction. "We find people work just as hard, if not harder... because it's exciting what we're doing," he asserts, championing the merits of a motivated, remote workforce.Listeners will leave this episode with a deeper understanding of how our digital footprints might shape the future of human interaction, legacy, and identity, making it a compelling exploration of technology's role in extending the human experience.

Chris Papin is a multifaceted professional—attorney, CPA, licensed insurance agent, and part-time therapist by virtue of his mother's influence. In our conversation, we unpacked the often-overlooked emotional drivers behind small business decision-making. Chris emphasized, “We don't talk about emotion...all of that is driven by your people, which is driven by emotion.”Chris argued that understanding the emotional context of financial statements and business decisions can vastly improve how small business owners manage and lead. By interweaving personal and business goals, he believes owners can more effectively drive their company's success. He highlighted the importance of aligning personal ambitions with business strategies, stating, "Their personal goals need to drive your revenue."Throughout the episode, Chris shared insights into the fears and uncertainties that plague new and established business owners alike. He delved into the necessity of resilience, pointing out, “Yesterday matters very much, but sometimes it's just a trophy on the wall. You've got to repeat the process.” This resilience, according to Chris, is crucial for navigating the ups and downs of entrepreneurship.Key takeaways from our discussion include the importance of defining the 'why' behind your business pursuits, the impact of emotions on financial decisions, and the role of trusted advisors in navigating business challenges. Chris's approach to business consultancy—considering the emotional and psychological aspects alongside the financial—provides a holistic strategy for business success.Chris’s perspective extends beyond business, touching on community engagement and personal growth. He shared, “There’s lots of ways we do that. And we recognize most of our clients have something beyond themselves in their community, too.” This reflects his broader philosophy that successful business practices should enrich not only the business owner but also the community at large.Listeners will walk away with a deeper understanding of how to harness their emotions for better decision-making, the significance of community involvement, and practical strategies for enduring the rigors of business ownership. Chris’s narratives and advice underscore the necessity of emotional intelligence in the entrepreneurial journey, making this episode a vital listen for current and aspiring small business owners.

Adam Rosen is the Email Outreach Company co-founder, Founder of Acquired Startup, an entrepreneur with extensive experience in cold email strategies. We spoke about the evolving landscape of cold emailing, its challenges, and techniques for success. Adam brings a wealth of knowledge from founding and running businesses that leverage cold email to secure high-profile clients and significant business deals.During the conversation, Adam debunked the myth that cold email is a relic of the past. He provided insights into how cold email has transformed, stating, "Cold email is a whole new ballgame than it was in the old days." His approach shifts away from mass emailing to a more refined, targeted strategy to navigate the tightened regulations and filters of modern email platforms.A significant portion of our discussion centered on best practices for crafting effective cold emails. Adam emphasizes the importance of infrastructure, like setting up multiple domains and managing email volume to avoid spam filters. He shared a compelling tip about email personalization: "The best subject line that we've seen is just 'Hi' and then the first name of the recipient."Adam also touched on the broader implications of cold emailing for business development, revealing that about "50% of them have come from cold email," referring to his current customer base. This statistic underlines the effectiveness of cold emailing when executed correctly.Furthermore, Adam shared his personal journey and philosophy as an entrepreneur. He highlighted the importance of perseverance and a positive mindset, recalling a quote that drives him: "Perseverance and spirit have done wonders in all ages." His narrative extended beyond business strategies to include his experiences as a traveling entrepreneur, underscoring his belief in living an inspiring life while running a successful business.Listeners will come away with a deep understanding of:The nuanced strategies required for successful cold emailing today.Practical tips for setting up an email outreach infrastructure.The importance of personalization and how to craft emails that get responses.Adam's holistic view on entrepreneurship and lifestyle.This episode is a must-listen for anyone looking to refine their outreach strategies or seeking inspiration on integrating life and work into a coherent and fulfilling vision.

Elizabeth Corbett is a passionate sales leader focused on creating singular, sustainable packaging & supply chain solutions for the health & beauty, food/beverage, hospitality, nutraceuticals, wellness, CPG, petcare & cannabis markets, and our conversation explored her experiences and insights into navigating predominantly male-driven sectors. Elizabeth discusses the unique challenges she faced and the strategies she developed for fostering a more inclusive workplace culture.She opens up about her early career, noting, "When I was starting out, the mentors that I had that were women felt like they had to act like men... In fact, I think a lot of times, you almost got pushed down." Her journey from encountering limited female leadership to becoming a president of a business group underscores the evolution of her mentoring philosophy.Elizabeth passionately advocates for mentorship and networking among women across various industries. She emphasizes the importance of authenticity in leadership, insisting, "You don't have to act like a dude. You can be yourself, you can still be professional." Her commitment to this principle is evident as she leads her own team, predominantly composed of women, toward crafting innovative and sustainable packaging solutions.One of the key themes Elizabeth touches upon is the significance of recognizing and valuing oneself in the workplace. She candidly shares personal anecdotes about past mistakes, such as staying too long in a role or underestimating her worth, to illuminate common pitfalls for female professionals. "Secondly is not knowing your value, not really understanding your worth," she recalls, providing a mirror for many in similar positions.Furthermore, Elizabeth's participation in the Center for Creative Leadership offered transformative insights, reshaping her approach to management and interpersonal relationships. She describes the feedback process as a pivotal moment, revealing, "It was a big slap in the face when you realize that how you thought you were impacting people around you is completely different than the way that they look at you."Through our discussion, listeners will gather invaluable lessons on leadership, the empowerment of women in business, and the art of nurturing a supportive and respectful company culture. Elizabeth's story is a powerful testament to the positive change that committed and insightful leadership can bring to any industry.

Geoff Thatcher is the founder and chief creative officer of an experience design firm Creative Principals, and our conversation explored the high-velocity world of creating memorable experiences. Geoff detailed his philosophy on why working quickly doesn’t just meet deadlines—it sparks creativity. "I think you get better creativity in so many ways," Geoff argues, pointing out that rapid execution helps sidestep the paralysis that often accompanies prolonged deliberation.A significant part of our discussion revolved around the concept of "creative speed," which Geoff champions both as an operational principle and a strategic advantage. He shares an intriguing insight, "First impressions are sometimes, a lot of the times, most of the time, right." This belief in swift, decisive action is rooted in his professional practice and vividly illustrated with the transformation of an eight-week project into a five-day sprint, enhancing both cost-effectiveness and engagement.Geoff also touched on the familial aspect of his business, emphasizing the unique contributions each member brings to the table, which enriches their projects. He describes this dynamic, highlighting the involvement of his wife and children, "Our designer and illustrator, she's been with us five years, is our oldest daughter Zoe. And then our creative writer is my son, Joel."The discussion extended beyond the mechanics of his business to the broader implications of speed in entrepreneurship. Geoff passionately conveyed the necessity of moving past naysayers to innovate and execute swiftly. He explained, "Speed allows you to move so quickly that you just move right past those naysayers."Listeners will find value in Geoff’s candid share about the pitfalls of partnerships in entrepreneurship. He advises, "It's just a bad idea to partner. Go out on your own. Do it yourself." This episode is packed with practical insights and is a must-listen for anyone interested in the intersections of creativity, leadership, and business efficiency. Whether you’re a budding entrepreneur or a seasoned executive, Geoff’s experiences and strategies provide a compelling blueprint for success in fast-paced environments.

James Li is a tech founder and passionate entrepreneur who turned a personal challenge into a transformative solution for aging adults. We discussed how Mighty Health, the first all-in-one daily program built specifically for healthy aging, became the #1 Healthy Aging App under his leadership. Inspired by a pivotal moment in his father's life, James shared, "My dad had a seven-hour long open heart surgery...in that moment, I resolved to create a company like Mighty Health." This venture not only aims to add years to life but also life to those years, addressing the age-old human quest for immortality through accessible, quality healthcare and wellness. With a user base of over 220,000, Mighty Health leverages top longevity doctors and tailored fitness plans, transforming the approach to wellness in the 50-and-up demographic.Central to our discussion was the theme of integrating social impact with business success. James illustrated this through his journey from witnessing his parents' entrepreneurial struggles to his resolve to start a company with a meaningful mission. His reflection on entrepreneurship highlights the gritty reality behind the scenes: "Entrepreneurship oftentimes is just putting one feet in front of the other."From his initial venture in college to founding Mighty Health, James emphasized the importance of making businesses that not only solve problems but also make a lasting impact on people’s daily lives. He noted, "Our thesis at Mighty Health is that daily function is the foundation for everything."Key takeaways from this episode include the potential of entrepreneurship to enact social change, the importance of resilience in the face of adversity, and the transformative power of addressing everyday health issues through innovative business models. As James passionately stated, "Our vision is to become the home for healthy living for those 50 and up."This episode serves as an inspiring guide for aspiring entrepreneurs and business leaders seeking to blend profitability with purpose, showing that true success is about more than just the bottom line—it’s about making a meaningful difference.

Adam Kroener is an award-winning 8-figure CEO and the visionary behind Carbliss, the #1 Fastest Growing Company by Inc Regionals with over 7000% growth. Together with his wife Amanda, Adam turned his dissatisfaction with the existing high-carb, high-sugar cocktail options into a revolutionary low-carb beverage company. We discussed his journey from mastering fundamental financial principles to scaling Carbliss into a beverage empire.From his early days facing the unexpected responsibilities of fatherhood and military service to his experiences in Iraq and the economic downturn, Adam's story is one of relentless determination. His insights into overcoming adversities are encapsulated when he says, "when you have a bad situation happen, there are only two options... change a situation or... change your perception towards it."A significant focus of our discussion is on the inception and growth of his business, born from dissatisfaction with existing market offerings and fueled by a personal passion for innovation. Adam's entrepreneurial spirit shines through as he recounts his venture into creating a distinctive product that defied industry norms, stating, "we took that learning of knowing that we had a product that was completely different in the market."Key takeaways from this episode include the importance of narrowing focus to achieve depth before breadth in business expansion, and the strategic patience required to build a sustainable brand. Adam emphasizes, "narrow and deep is always better than far and wide," a philosophy that has guided his business decisions and led to exponential growth.Listeners will also find value in Adam's approach to life and leadership, heavily influenced by his military training and continuous learning. His story underscores the power of shifting perspectives and harnessing personal experiences to forge a path forward. As Adam poignantly shares, he learned to "focus on what I freaking loved about the guy," referring to coping with the loss of a close friend.This episode is not just about the mechanics of building a successful business but also about the personal growth and mindset shifts necessary to navigate life's unpredictabilities. Join us to explore how Adam Kroener turned life's lemons into more than just lemonade—into a thriving business and a life he loves.

Nathaniel Greene, co-founder of Futures Forge, is dedicated to "Rebuilding Tertiary Education With a Clean-Sheet Approach." In our discussion, Nathaniel unraveled the systemic issues plaguing higher education and shared his innovative strategies for overhauling the sector. His perspective is shaped by his extensive experience as a seasoned entrepreneur deeply engaged with education reform. He questioned the traditional models, asking, "Why is it such a mess? Why are people so unhappy? Why is there such a lack of value added?"Nathaniel's critique of the university system is both deep and expansive. He discussed how universities have become overly expensive and inefficient, noting, "And when you look at it, it's going to be the largest expense that anyone, that almost anyone ever makes." This perspective sheds light on the disproportionate cost versus the actual benefit derived from traditional college education.Key takeaways from our discussion include:The traditional university model is under severe scrutiny for its effectiveness and relevance in today's rapidly changing world.Nathaniel advocates for a radical transformation in educational approaches, emphasizing skills and practical knowledge over outdated prestige and theoretical knowledge.The introduction of alternative educational pathways that align more closely with the needs of modern employers and societal shifts.Nathaniel proposed a future where education is more tailored, accessible, and aligned with real-world applications. He emphasized the potential for online platforms and AI to revolutionize learning: "Your technical knowledge, you'll learn online... You'll have an AI tutor." This approach not only makes education more flexible but also more inclusive, breaking down geographical and socioeconomic barriers.Nathaniel's vision extends to reconfiguring educational content to focus on critical thinking and practical skills that are directly applicable in the workplace. He stressed the importance of reimagining education to make it a true lever for success in life, stating, "So that's our whole pedagogy within our course."