the best entrepreneur podcast episodes
A hand-picked, playable selection of the best podcast episodes for this topic — each with the reason it earned its spot. Press play on any pick, or build your own playlist free.
Why these picks
8 episodes curated for "the best entrepreneur podcast episodes"
The curated episodes
8 episodes — each chosen for a reason you can read below.
Why this pick: This conversation with entrepreneur Phoebe Kuhn details the exact transition from employee to freedom-focused digital nomad business owner using the Four Quadrants of Success framework. It covers mindset shifts, belief work, personal branding, and practical steps to escape the 9-5 through remote entrepreneurship, recorded from Bali. The episode's focus on trading time for money versus true freedom makes it exceptionally relevant and actionable for listeners wanting to build location-independent ventures, with strong production value from an experienced host.
Why this pick: This episode offers a behind-the-scenes look at building and running a remote entrepreneurship business while traveling as a digital nomad, working just 6 hours weekly across multiple countries. It provides real-world insights into scaling an online coaching business with location independence, community building on Nomad Cruise, and evolving from employee to freedom-focused entrepreneur. As a recent 2025 release from an experienced nomad, it delivers practical, high-value strategies for aspiring entrepreneur-podcasters seeking lifestyle-integrated business models.
Why this pick: Co-founders Phoebe Gates and Sophia Kianni detail the marketing hacks, experiments, and lessons that drove their startup Phia to 200K downloads, including TikTok strategies, AI script writing, and community building. They discuss launching alongside major podcasts, refining hooks, avoiding SEO mistakes, and securing Kris Jenner's investment. This recent, high-production episode offers concrete, current tactics for entrepreneur-podcasters on growth, branding (using metaphors like 'Google Flights for fashion'), and scaling in the competitive startup space.
Why this pick: This Passion Struck episode with John R. Miles, a serial entrepreneur and CEO, directly addresses entrepreneurial mindset through self-acceptance as the foundation for creating your best life and business success. It draws lessons from Sam Berns' inspirational story to provide practical actions for overcoming self-doubt, which is a core challenge for many entrepreneurs building ventures. The high-quality production, timestamps, and discussion questions make it uniquely valuable for intentional living and growth-oriented founders seeking mindset shifts beyond typical hustle advice.
Why this pick: Instagram growth coach Brock Johnson, who has grown to over a million followers and advises Meta, reveals 2025 strategies for small business owners and entrepreneurs using the platform effectively. The episode debunks myths about Instagram being 'dead' and provides simple, powerful tips for authentic growth and conversion even with small followings. As a 2025 episode from the Goal Digger podcast, it delivers expert, up-to-date marketing knowledge directly applicable to entrepreneurs building personal brands and online businesses.
Why this pick: Mike Gulla, CEO and founder of Adaptive Insurance, shares his entrepreneurial journey starting a business in 2024 amid climate challenges, using AI, big data, and parametric products. The episode explores startup hurdles like revenue planning and product development while turning environmental risks into business opportunities. Though insurance-focused, it provides credible insights on innovation, resilience, and technology-driven entrepreneurship from a 20-year industry veteran, adding a unique perspective on adaptive business models in uncertain times.
Why this pick: This introductory episode features Justin Malik, an entrepreneur who quit his corporate job in 2013 to launch the Optimal Living Daily podcast focused on personal development, productivity, and minimalism. It provides foundational insights into the entrepreneurial decision to pursue 'something bigger' and building a content business around daily wisdom. While shorter and older (2015), its direct relevance to entrepreneurial mindset and the host's journey makes it a solid inclusion for understanding the origins of successful niche podcast entrepreneurship.
Why this pick: Financial advisor Warren Ingram discusses key personal finance decisions for entrepreneurs regarding buying versus renting homes, within a broader business and investment context. Hosted by journalist Stephen Grootes on The Money Show, it explores financial strategies that impact entrepreneurial stability and wealth building. While more finance-oriented, the episode's focus on practical money decisions for business owners meets the minimum relevance threshold and adds diversity by addressing the financial side of entrepreneurship often overlooked in mindset-focused episodes.