Startup Therapy

Startups.com

The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it. Hosts Wil Schroter and Ryan Rutan talk candidly about the intense struggles Founders face both personally and professionally as they try to turn their idea into something that will change the world.

  1. 25 DE AGO.

    Will the Payout be Worth the Sacrifice?

    The challenging question of whether the sacrifices made in pursuit of entrepreneurial success are ultimately worth the payoff. Will retells his personal story of almost buying an expensive house in Bel Air only to realize, thanks to his wife's intervention, that it wasn't what he truly wanted. The duo explores themes of sacrifice, payoff, and how aligning personal goals with true desires can lead to genuine happiness and fulfillment. Whether it's the freedom to travel or the joy of creating something with your hands, this episode urges founders to carefully contemplate their end goals and ensure their sacrifices lead to meaningful rewards. Resources:Startup Therapy Podcasthttps://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedInhttps://www.linkedin.com/company/startups-co/ Join our Network of Top FoundersWil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:25 The Beverly Hills House Dilemma03:05 Reflecting on Sacrifices and Payoffs06:52 The Decision to Move Back to Ohio13:42 The Value of Freedom and Purpose17:46 The Danger of Undefined Goals22:15 The Illusion of Goals23:19 Realizing Unwanted Desires24:13 Shifting Ambitions26:21 The Fear of Losing Ambition27:54 Evaluating Sacrifices33:48 Finding True Fulfillment36:31 Building a Dream42:38 Advice for Founders

    44min

  2. 19 DE AGO.

    How Founders Blow Their Fortunes

    The critical do's and don’ts after a big financial win as a startup founder. They emphasize the importance of not oversharing about your wealth, shifting from an offensive to a defensive mindset, preserving your gains, and being cautious about new investments. They also explore how to handle the psychological and social challenges that come with newfound success, using real-life examples and practical advice to ensure you don't blow your hard-earned money. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:52 The Myth of the Big Exit01:52 Emotional and Psychological Impact of Wealth02:58 The Speech: Congrats, Now Don't Mess It Up04:23 Financial Management for Newfound Wealth06:11 The Three Js of Wealth: Judgment, Jealousy, and Jockeying06:47 The Importance of Keeping Financial Information Private20:06 The Shift from Offense to Defense in Wealth Management22:24 The Founder Mentality Shift23:53 The Casino Analogy26:45 The Importance of Playing Defense30:18 The Danger of Proving Yourself Again36:33 The Save Point Strategy44:19 The Burn Rate Dilemma45:24 Conclusion: Preserving Your Wealth

    47min

  3. 11 DE AGO.

    When is Enough, Enough?

    Ryan and will talks about a critical issue many founders face: knowing when to say 'enough is enough.' They explore the constant pursuit of growth both personally and professionally and how it can turn into a liability if not checked. They dive into the psychological roots of why founders struggle with the concept of 'having enough,' the impact of a scarcity mindset, and the importance of recognizing diminishing returns. The hosts share personal anecdotes and offer practical advice on how to balance ambition with fulfillment, emphasizing the need for diversified 'buckets' of happiness beyond just business success. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:07 The Founder’s Dilemma: Knowing When Enough is Enough01:26 The Scarcity Mindset and Its Impact02:35 The Law of Diminishing Returns03:12 Personal Anecdotes on Ambition and Satisfaction05:38 The Concept of Utility in Economics12:00 Balancing Growth and Happiness in Startups16:56 Post-Exit: The Risk of Overreaching20:11 The Downfall of a Legend21:15 The Cost of Ambition22:32 The Utility of Wealth23:25 Chasing More: A Founder’s Dilemma25:42 The Search for True Happiness28:48 Redefining Success33:50 Balancing Ambition and Value

    41min

  4. 4 DE AGO.

    Can Entrepreneurship Alleviate Poverty?

    How entrepreneurship can transform lives and communities? Will shares his personal journey from a challenging childhood to becoming a successful entrepreneur. They explore whether entrepreneurship can be a means to alleviate poverty, emphasizing the importance of hope, a safety net, and access to education and mentorship. The conversation dives deep into the potential impact of entrepreneurial initiatives on economic development and the need for structured support to foster entrepreneurial success on a global scale. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:40 The Power of Entrepreneurship to Alleviate Poverty01:17 Personal Stories of Entrepreneurial Beginnings02:34 The Ripple Effect of Entrepreneurship03:38 Teaching Entrepreneurship as a Lifelong Skill04:46 Hope as the Foundation of Entrepreneurship05:37 Early Wins and Their Impact07:17 The Importance of Small Wins08:20 The Role of Hope and Pride in Entrepreneurship12:15 The Willingness to Fail22:49 The Risk of Failure for the Broke23:45 Historical Context and Immigrant Success Stories24:46 The Luxury of Credit and Capital27:03 Entrepreneur Welfare and Venture Capital29:14 The Case for Minimum Basic Income for Founders29:40 The Parallel with Education and FAFSA38:47 The Need for Structured Entrepreneurship Education39:47 The Role of Hope and Security in Entrepreneurship45:46 Entrepreneurship as a Solution to Poverty47:34 Join the Startups.com Community

    48min

  5. 28 DE JUL.

    Should Startups Be a Family?

    In this episode of the Startup Therapy Podcast, Ryan and Will discuss the challenges and dynamics of blending friendship and professionalism in startups. They delve into the potential pitfalls of treating your startup team like a family, the consequences on both founders and employees, and the importance of setting clear boundaries. They highlight shared experiences from their early careers and emphasize the need for empathy, respect, and a professional approach to lead effectively without compromising authority. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:08 The Illusion of Startup as a Family 00:55 Early Career and Peer Dynamics 01:50 The Reality of Founder-Employee Relationships 03:46 The Pitfalls of Treating Employees as Family 05:54 Transparency in Startups: A Double-Edged Sword 07:13 Shared Risk and Misinterpreted Bonds 09:32 The Inevitable Strain on Relationships 12:17 The Limits of Friendship in Startups 16:18 The Evolution of Team Dynamics 18:12 A Throwback to Early Company Culture 18:31 The Impact of a New Hire 19:19 Cultural Misalignment and Realization 20:15 Adjusting Company Culture 21:43 Balancing Professionalism and Empathy 22:50 The Importance of Boundaries 24:18 The Dangers of Forced Inclusivity 28:24 Personal Experiences with Cultural Fit 32:20 The Family vs. Professional Sports Team Metaphor 36:42 Final Thoughts on Company Culture

    37min

  6. 21 DE JUL.

    Can Founders be Replaced by AI?

    Ryan and Will talk about the growing role of AI in startups. They explore how AI is automating traditional founder tasks like writing, coding, and analyzing data. The conversation delves into the existential threat AI poses to the founder's role and how founders can adapt to this new landscape. They argue that founders should embrace AI to focus on creativity, curation, and leadership rather than being bogged down by routine tasks. The episode underscores the importance of evolving with technology to enhance productivity and innovation, ultimately redefining the founder's job description for the future. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:34 Can AI Replace Founders?01:16 The Evolution of AI Capabilities02:03 AI's Impact on Copywriting and Creativity03:28 AI in Advertising and Idea Generation04:44 Embracing AI for Efficiency06:31 AI as a Force Multiplier09:44 The Future of AI and Founders14:36 AI in Coding and Development17:08 Leveraging AI for Business Growth19:13 Simulating Business Scenarios with AI19:38 The Role of AI in Business Decision Making19:53 The Timeless Nature of Business Challenges20:48 Embracing AI for Efficiency21:12 The Unique Human Element in Business23:40 The Future of Founders in an AI-Driven World25:50 The Evolution of Founders' Roles28:05 Leadership and Determination in Business30:47 The Importance of Vision and Adaptability

    38min

  7. 30 DE JUN.

    What if we run out of goals?

    In this episode of the Startup Therapy Podcast, Ryan and Will talk about what happens when you hit all your big goals and realize there might not be any more mountains left to climb. They discuss the complex feelings and identity crises that can emerge when success is achieved, and reflect on how to find new meaning and satisfaction beyond traditional goal-setting. The conversation touches on personal anecdotes, the concept of enjoying the process, and how to appreciate the journey in a fulfilling way. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:27 The Identity Crisis of Achieving Goals01:05 Personal Reflections on Goal Setting02:25 The Evolution of Goals Over Time04:14 The Reality of Achieving Big Goals07:04 The Trap of Sensationalizing Goals10:58 The Diminishing Returns of Goal Achievement19:06 The Two Paths of Goal Setting: Pleasure vs. Pain20:40 Understanding Pain and Relief21:42 The Myth of Success Equals Happiness22:32 Existential Goals and Realizations23:31 The Challenge of Finding Fulfillment25:23 Enjoying the Journey vs. The Destination29:12 Reevaluating Ambitions and Goals33:11 Building for the Sake of Creation36:59 Infinite Games and Lifelong Pursuits

    41min

  8. 23 DE JUN.

    Founders, Reinvention IS your Constant!

    Will and Ryan talk about the fascinating and often overlooked journey of reinventing oneself. Will shares his diverse background, from being an ad guy to becoming a multi-time startup founder, and stresses the importance of embracing various roles to build a comprehensive skill set. The duo emphasizes that becoming a founder isn't a job you get hired for but one you create yourself. They explore how personal and professional reinvention can be the key to success in the startup world, encouraging founders to see themselves as a composite of their varied experiences. The episode is filled with personal anecdotes, practical advice, and an inspiring message: you are not confined to one identity or role — your potential is ever-evolving. Resources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/ What to listen for:00:43 The Journey to Becoming a Founder01:28 Reinventing Yourself as a Founder02:31 The Value of Diverse Experiences03:55 A Humorous Job List08:11 The Role of Exposure in Career Choices13:06 Breaking Free from Career Constraints19:46 Early Career Hustles20:22 Learning from Experience20:53 First Sales Job21:30 Unexpected Opportunities23:22 Reinvention Starts Small24:06 Curiosity and Career Growth26:14 Building Skills Over Time28:04 The Power of Starting Small30:10 Embracing Continuous Learning32:21 The Value of Diverse Experiences39:59 Reinventing Yourself as a Founder

    41min
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Sobre

The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it. Hosts Wil Schroter and Ryan Rutan talk candidly about the intense struggles Founders face both personally and professionally as they try to turn their idea into something that will change the world.

Informações

  • Criado por
    Startups.com
  • Anos de atividade
    2019 - 2025
  • Episódios
    310
  • Classificação
    Explícito
  • Copyright
    © 2019
  • Site do podcast
    Startup Therapy

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