Épisodes

  • RWL241 This serial Founder solved an everyday problem to create a $10M SaaS success.
    Jun 17 2025

    Alex Turnbull transformed a frustrating experience with shared email inboxes into Groove HQ, a remote-first SaaS company generating over $10 million in annual recurring revenue. His journey demonstrates how personal problems can become successful global solutions when approached with transparency, simplicity, and a clear understanding of customer needs.

    Have a listen, and if Alex's journey gave you something to think about, whether around hiring, business growth, or the power of building in public, please consider subscribing to the show, leaving a review, or sharing it with someone building their own location-independent venture.

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    10 min
  • RWL240 From a Business of Two People to 100: Building a Remote Creative Agency
    Jun 9 2025

    Remote work isn't just surviving in creative industries—it's helping companies like Elephant Skin thrive on a global scale. Founded in 2017 by architect Henrik Driesen, this remote-first creative agency has transformed from two people with a vision to over 100 professionals operating across three continents. Their meteoric growth offers a compelling blueprint for building borderless businesses in specialized fields.

    The company's origin reveals its ethos perfectly. Named after a message on a post-it note—"develop your elephant skin, focus and keep moving forward"—the agency embraced resilience and perseverance as foundational values. These principles guided their expansion from a lean startup to a major player in architectural visualization, now serving clients like Hilton, Marriott, and Royal Caribbean across 30+ cities worldwide.

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    7 min
  • RWL238 Weekend Project to $11 Million: The Gumroad Story
    Apr 20 2025

    What happens when a founder decides to step off the venture capital treadmill and build a business focused on sustainable growth instead of unicorn status? Sahil Lavigna's journey with Gumroad provides a refreshing alternative to typical Silicon Valley narratives.

    Gumroad eliminated office space, stripped back to core functionality, and rebuilt around a simple promise: helping creators earn a living with minimal friction.

    This pivot proved remarkably successful. With a business model charging just 5% plus 30 cents per sale (significantly lower than competitors), Gumroad has grown to $11.1 million in annual revenue while supporting creators earning over $5 million monthly.

    Sahil's transparent approach, exemplified by his article "Reflecting on my Failure to Build a Billion Dollar Company," resonated deeply with creators disillusioned by the hyper-growth startup model. His practical advice rings true for founders everywhere: solve real problems, charge fair prices, keep costs low, and protect your work-life balance.

    Subscribe to hear more stories of entrepreneurs building location-independent businesses on their own terms, and share this episode with someone forging their own path in the world of remote work.

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    7 min
  • RWL239 From Three Taps to One Billion Dollars: The Givelify Success Story
    Jan 6 2025

    "Complexity kills momentum. Simplicity drives scale." This episode unpacks how Givelify transformed from a simple idea to processing billions in donations by focusing on trust, alignment, and location-free giving.

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    9 min
  • RWL237 Business Adaptability in Remote Work with DeskPass CEO, Sam Rosen
    Dec 9 2024

    Discover how Sam Rosen, co-founder and CEO of DeskPass, turned a pivotal moment in New York into a global movement redefining where and how we work. Sam's journey from designing in Chicago to building a flexible workspace marketplace will inspire you to rethink traditional office environments.

    Learn how his unique blend of creativity and technology insight has driven DeskPass to become a leader in connecting companies with diverse workspace solutions worldwide.

    You'll also learn DeskPass's strategy for standing out in an increasingly crowded market. From offering a variety of workspace options in both bustling cities and quiet rural areas to adopting a user-focused design and flexible pricing model, DeskPass is revolutionizing the way businesses approach workspaces. Sam shares his business's hiring practices that ensure cultural fit and reveals the keys to building a great team.

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    26 min
  • RWL236 Remote Work Realities and Solo Travel Adventures with Ashley Widener
    Dec 3 2024

    In today's episode Ashley Widener, the Director of Marketing at GoCo, talks through her journey from the conventional office life in Houston to a fully remote work setup. She's built and led a globally distributed marketing team and her plans to live and work from a van are intriguing. Ashley's story is not just about adapting to change but embracing it, all while maintaining a vibrant company culture.

    Ashley shares how to navigate the unpredictable waters of remote work. Drawing from personal experiences, she reflects on how an unexpected leap into marketing led her to a career brimming with innovation and creativity at GoCo. Her anecdotes about solo travel adventures—beginning in the landscapes of Iceland—illustrate the profound personal growth that comes with taking risks. For anyone contemplating a location-independent career, Ashley emphasizes the importance of understanding what "remote" means and aligning it with personal goals.

    In an age where remote work is the new norm, Ashley offers advice on maintaining productivity and developing new hobbies, even in the confines of a van. From orchestrating hybrid events to balancing team dynamics, she shares strategies to enhance communication and teamwork in a remote setting. With tips on building balanced teams and insights on the qualities that make remote workers successful, Ashley's experience offers a roadmap to thriving in today's evolving work environment. Join us for an episode filled with inspiration, adventure, and the pursuit of a flexible, fulfilling work life.

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    39 min
  • RWL235 Breaking Free from Convention w/ Kara Şahbaz, Founder, Untethered Minimalist
    Nov 24 2024

    Kara Şahbaz is founder of the Untethered Minimalist, and transitioned from a holistic health coach to work in tech and automation. Kara's time in Saudi Arabia was a turning point, sparking her entrepreneurial spirit and leading her to become a digital nomad. You'll learn how her observations as a teenager influenced her commitment to finding joy in her work and how she overcame personal challenges like anxiety and agoraphobia to embrace a remote work lifestyle.

    She discusses maximizing the benefits of remote work, especially when it comes to balancing professional responsibilities with family care. Kara also shares her holistic approach to productivity, emphasizing the power of consistent habits, protein intake, and gratitude.

    She explains how minimalism at Untethered Minimalist is about more than just decluttering—it's about mindful consumption of media and energy. Her unique perspective not only resonates with those intimidated by tech but also offers practical strategies for achieving a balanced work-life dynamic.

    As we wrap up, Kara's story serves as a powerful reminder of the value of untethering from societal expectations and embracing a lifestyle that aligns with one's passions and values.

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    37 min
  • RWL234 Mastering Location Independence with w/ solopreneur Weston Davis
    Oct 5 2024

    Imagine merging your professional skills with your deepest passions—Weston Davis has done just that. As a digital marketing freelancer with a love for martial arts, Weston shares his journey from the hospitality industry to a life of location independence. Inspired by Tim Ferriss' "Four Hour Workweek," he reveals how he carved out a niche in SEO and content creation while building a martial arts website that offers enthusiasts trusted guidance and generates income through affiliate marketing. This episode promises to teach you the art of blending personal interests with professional expertise for success.

    Crafting a website from scratch is no small feat, yet Weston managed to overcome numerous challenges. We explore his strategic approach to developing content that not only captivates readers but also drives affiliate revenue. THis episode underscores the delicate balance between creative vision and the business rules set by platforms like Amazon Associates. Weston also talks about his unique strategy of incorporating martial arts performances into his marketing plan, demonstrating his competitive edge in the digital space.

    Weston's story is a testament to the power of adaptability in a rapidly changing world. As AI disrupts traditional digital landscapes, Weston emphasizes the necessity of quality content and continuous learning to stay relevant. He opens up about the personal challenges of balancing career ambitions with family responsibilities while offering valuable insights for freelancers and entrepreneurs on achieving self-reliance and work-life balance. Join us for a conversation that not only explores the fusion of digital marketing and martial arts but also provides a roadmap for aspiring professionals seeking fulfillment and freedom.

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    57 min