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Top Podcasts for Founder Struggles in 2026

Curated by PodSEO

The founder struggles space keeps producing fresh voices and long-running favorites. This list rounds up 27 of the best, including Founders, How I Built This with Guy Raz, and Masters of Scale.

  1. Founders
    Founders
    Learn from history's greatest entrepreneurs. Every week I read a biography of an entrepreneur and find ideas you can use in your work. This quote e...
    Content:
    BusinessDurable EntrepreneurshipEntrepreneur InterviewsExecutive LeadershipFounders OutlookFounder Struggles
    +8
    Audience:
    Aspiring EntrepreneursCEOsEntrepreneursFemale EntrepreneursFounders
    +7
    Goal:
    Building A BusinessGetting Expert InsightsGetting MotivatedImproving ProductivityStarting A Business
    +1
    Style:
    Solo Commentary
    When:
    At WorkCommutingFocused Learning
  2. How I Built This with Guy Raz
    How I Built This with Guy Raz
    Guy Raz interviews the world’s best-known entrepreneurs to learn how they built their iconic brands. In each episode, founders reveal deep, intimat...
    Content:
    American Industry TransformationAudio BlogBusinessBusiness Growth CoachingBusiness MasteryFounder Struggles
    +52
    Audience:
    AccountantsAmbitious Women CareersAspiring EntrepreneursCareer ChangersCEOs
    +27
    Goal:
    Building A BusinessDiscovering New IdeasGetting Expert InsightsGetting MotivatedGraduate School Success
    +8
    Style:
    EducationalIn-Depth InterviewsInterviewQ And A
    When:
    At The GymAt WorkBackground NoiseCommutingDoing Chores
    +3
  3. Masters of Scale
    Masters of Scale
    On Masters of Scale, iconic business leaders share lessons and strategies that have helped them grow the world's most fascinating companies. Founde...
    Content:
    American Industry TransformationBusinessBusiness Finance CoachingBusiness Growth CoachingBusiness MasteryFounder Struggles
    +31
    Audience:
    Aspiring EntrepreneursCEOsCollege StudentsEmerging LeadersEntrepreneurs
    +14
    Goal:
    Building A BusinessDiscovering New IdeasGetting Expert InsightsGetting MotivatedLearning New Skills
    +4
    When:
    At WorkCommutingFocused LearningLeadership Retreats
  4. This Week in Startups
    This Week in Startups
    Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world's greate...
    Content:
    BusinessEntrepreneur InterviewsPitch DevelopmentSaaS BusinessStartup FundraisingFounder Struggles
    +4
    Audience:
    Aspiring EntrepreneursDevelopersEntrepreneursFoundersGen X Founders
    +5
    Goal:
    Building A BusinessDiscovering New IdeasGetting Expert InsightsStarting A Business
    When:
    At WorkCommuting
  5. Founder's Story
    Founder's Story
    "Founder's Story" by IBH Media isn't a business show. It's the conversation founders don't get to have anywhere else. Think 60 Minutes, but for ent...
    Content:
    Founder Struggles
    Audience:
    Startup Founders
  6. Startups For the Rest of Us
    Startups For the Rest of Us
    The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow S...
    Content:
    BusinessEntrepreneur InterviewsFounders OutlookPodcast GrowthSaaS BusinessFounder Struggles
    +4
    Audience:
    Aspiring EntrepreneursEntrepreneursFoundersSmall Business OwnersStartup Founders
    Goal:
    Building A BusinessStarting A Business
  7. Relentless
    Relentless
    Interviewing the greats.
    Content:
    Founder Struggles
  8. StartUp Podcast
    StartUp Podcast
    A series about what it's really like to start a business.
    Content:
    BusinessExecutive LeadershipLeadershipSide HustleSmall Business MarketingFounder Struggles
    +3
    Audience:
    Aspiring EntrepreneursEntrepreneursFoundersSmall Business OwnersStartup Founders
    +1
    Goal:
    Building A BusinessDiscovering New IdeasStarting A Business
  9. Secret Leaders
    Secret Leaders
    Dan Murray-Serter and Chris Donnelly are two serial entrepreneurs who've built, sold, scaled & failed companies worth hundreds of millions of dolla...
    Content:
    BusinessEntrepreneur InterviewsFounder Struggles
    Audience:
    EntrepreneursSmall Business OwnersStartup Founders
    Goal:
    Building A BusinessStarting A Business
  10. Startup Stories - Mixergy
    Startup Stories - Mixergy
    Business tips for startups by proven entrepreneurs
    Content:
    BusinessBusiness Growth CoachingBusiness MasteryE-CommerceEntrepreneur InterviewsFounder Struggles
    +11
    Audience:
    Aspiring EntrepreneursEntrepreneursFoundersMale FoundersMarketers
    +3
    Goal:
    Building A BusinessDiscovering New IdeasGetting Expert InsightsStarting A Business
  11. Founders Mindset Unfiltered Podcast
    Founders Mindset Unfiltered Podcast
    Founders Mindset Unfiltered dives deep into the real stories behind the startup grind. Hosted with honesty and curiosity, this podcast brings in ea...
    Content:
    Founder Struggles
    Audience:
    Startup Founders
  12. The Failory Podcast
    The Failory Podcast
    From large funding rounds, acquisitions, and a constant stream of success stories coming out of startups, it is often hard to see why almost 90% of...
    Content:
    Entrepreneur InterviewsFounder Struggles
    Audience:
    Aspiring Entrepreneurs
  13. Founder Thesis
    Founder Thesis
    Dickens said, it was the best of the times, it was the worst of the times. The words have never been truer.  Best because there’s never been a...
    Content:
    Founder Struggles
  14. Born In Silicon Valley
    Born In Silicon Valley
    Born In Silicon Valley is a podcast that features founders’ stories. Each episode highlights the journey of success, pivots, and what entrepreneurs...
    Content:
    Founder Struggles
  15. The Startup Chat with Steli and Hiten
    The Startup Chat with Steli and Hiten
    Unfiltered insights and actionable advice straight from the trenches of startup and business life.
    Content:
    Founder Struggles
  16. Strategy & Tragedy: CEO Stories with Steph Melodia
    Strategy & Tragedy: CEO Stories with Steph Melodia
    UK Top 20 Business Show for today’s entrepreneur. Hosted by UK Top 20 Female Founder, Stephanie Melodia, Strategy & Tragedy spotlights the most...
    Content:
    Startup FundraisingFounder Struggles
    Audience:
    Female EntrepreneursFoundersStartup Founders
  17. Founder Fumbles Podcast
    Founder Fumbles Podcast
    Welcome to Founder Fumbles podcast, where we dig deep into real life startup struggles and comeback strategies. My hope is for entrepreneurs to lea...
    Content:
    Founder Struggles
  18. Funds and Founders: Untold Journeys Behind Their Breakthroughs
    Funds and Founders: Untold Journeys Behind Their Breakthroughs
    Welcome to "Funds & Founders: Untold Journeys Behind Their Breakthroughs," where we dig deep into the stories of successful Austin founders. Instea...
    Content:
    Founder Struggles
  19. STARTUP STRUGGLES
    STARTUP STRUGGLES
    Welcome to Startup Struggles - the podcast for founders who need to hear they're not alone.If you're new here, this is the show where we dive deep ...
    Content:
    Mental HealthStartup FundraisingFounder Struggles
    Audience:
    EntrepreneursStartup Founders
    Goal:
    Building A BusinessBurnout Recovery
  20. Entrepreneur Struggle
    Entrepreneur Struggle
    DCP Entertainment & Podstream Studios CEO, Chris Colbert, talks with fellow business owners and freelancers about the challenges and lessons learne...
    Content:
    Founder Struggles
  21. Startup
    Startup
    Sykt Startup med Samuel & Julian er podkasten for deg som vil høre om ekte gründerskap. Her møter du to karer som lever og puster business døgn...
    Content:
    BusinessSaaS BusinessSmall Business MarketingFounder Struggles
    Audience:
    Aspiring EntrepreneursCareer ChangersEntrepreneursFoundersStartup Founders
    Goal:
    Building A BusinessStarting A Business
    When:
    At WorkBackground NoiseCommuting
  22. Misfit Founders
    Misfit Founders
    The Misfit Founders Podcast is a genuine and unscripted platform dedicated to delving deep into the world of entrepreneurship, but with a unique tw...
    Content:
    Founder Struggles
  23. Founders' Fears & Failures
    Founders' Fears & Failures
    It’s time to shine a light on the emotional and mental challenges of life in the startup ecosystem. Join Dr. Melissa Parks, executive coach for ent...
    Content:
    Founder WellnessFounder Struggles
  24. Founder Problems Podcast
    Founder Problems Podcast
    Unscripted, anti-hustle conversations with real founders working through real problems. Behind closed doors, founders aren't talking about the high...
    Content:
    Founder Struggles
  25. Founder's Therapy
    Founder's Therapy
    Anxiety is raging, depression surging and even suicide is at an all-time high with new founders and entrepreneurs. Founder's Therapy brings a refre...
    Content:
    Founder WellnessFounder Struggles
  26. The Lost and Founder: Entrepreneurship, Depression and a Podcast
    The Lost and Founder: Entrepreneurship, Depression and a Podcast
    The Lost and Founder is a podcast created by Brody "Savage Brody" Derich, an internet personality and entrepreneur. The Lost and Founder was create...
    Content:
    Founder Struggles
  27. Behind the Business | Founders in the 605
    Behind the Business | Founders in the 605
    Join local business leaders, Alexis and Marcus Mahlen on their podcast, ‘Behind the Business | Founders in the 605’. In each episode, Alexis and Ma...
    Content:
    Founder Struggles