Startup Therapy

Startups.com
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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. -1 H

    Is Remote Culture, Actually Culture?

    Have you ever wondered if remote work is better than being in the office? Ryan and Will dive into their experiences and how their work culture has evolved over 20 years. They discuss the pros and cons of remote work, the importance of autonomy, and how remote setups have stripped away some of the overhead, revealing who truly thrives in this environment. They also explore whether it's possible to create a strong company culture remotely and how the shift has amplified the best and worst in employees. Tune in as they break down their journey from being die-hard office goers to embracing the flexibility and autonomy of remote work. 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:00:36 The Shift from Office to Remote Work 01:01 Challenges of Remote Work 01:57 Socialization and Remote Work 04:42 Remote Work Rituals and Failures 07:26 Digital Culture and Transactional Work 12:06 Evolving Company Culture 19:14 The Evolution of Workplace Culture 19:34 Starting Fresh: Can We Be Transactional? 20:20 The New Culture: Autonomy and Responsibility 21:37 Balancing Work and Personal Life 23:49 The Value and Challenges of Remote Culture 25:34 Autonomy: The Ultimate Compensation 26:10 Remote Work: Amplifying Strengths and Weaknesses 32:13 The Social Aspect of Work 37:22 The Future of Work: Remote vs. In-Office

    39 min

  2. 29 SEPT.

    Can I Hand Off My Startup?

    Ever dreamt of handing off your startup to a killer operator and sipping margaritas while the money keeps rolling in? It sounds perfect, but reality often has other plans. In this episode, we break down why passing on the reins isn't as smooth as it seems—from the slow degradation of everyday tasks to the irreplaceable instinct and urgency a founder brings. Discover why certain roles and tasks can be handed off successfully while others, like maintaining culture and strategic vision, often falter without the founder's unique touch. Tune in for practical advice on what you can actually hand off and what you should keep a close eye on to keep your startup thriving. 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:00:06 The Dream of Handing Off a Startup00:54 Early Days and Initial Success02:14 The Startup Dream and Its Challenges03:47 The Reality of Handing Off a Startup05:09 The Slow Decline: Signs and Symptoms07:48 Personal Experiences and Lessons Learned17:00 The Boiled Frog Syndrome19:45 The Timeless Nature of Startup Challenges20:25 The Disconnect Between Perception and Reality20:53 The Unique Metabolism of Founders22:06 The Importance of Ownership and Passion25:01 Handing Off Responsibilities: What Works and What Doesn't27:43 The Irreplaceable Elements of Leadership32:58 The Impact of Founder Presence on Company Culture39:06 The Inherent Urgency of Founders

    42 min

  3. 22 SEPT.

    Did I Just Get Promoted or Fired?

    Ever wonder what happens when a founder gets 'promoted' out of the CEO role? Ryan and Will dive into the tricky terrain of founder transitions, exploring how it feels to be nudged into roles like Chief Vision Officer or Chairman—positions that often come when a new CEO is brought in. They discuss the emotions involved, the motivations of investors, and the strategies for turning this awkward moment into an opportunity. Whether you're in the thick of this situation or just want to be prepared, this episode provides valuable insights on maintaining dignity, negotiating effectively, and leveraging a graceful exit for future success. 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:00:24 The Founder Promotion Dilemma01:07 Personal Experience with Founder Titles02:26 The Gary Coleman Effect03:21 The CEO Replacement Backfire05:29 The Emotional and Financial Impact of Founder Reassignment10:44 Board Mechanics and Founder Control13:06 Investor Strategies and Founder Leverage18:34 Facing the Reality of Founder Reassignment23:17 Famous Comebacks: Steve Jobs, Howard Schultz, and Jack Dorsey24:36 The Emotional Toll of Being Replaced25:10 Turning Emotions into Positive Actions25:46 Negotiating Your Exit Strategy30:54 Crafting Your New Role31:55 The Importance of Maintaining Relationships37:00 The Worst and Best Case Scenarios

    42 min

  4. 15 SEPT.

    Burnout is a Treatable Injury

    Ever felt like burnout is inevitable in your startup journey? You're not alone. Burnout can feel like a silent co-founder, but it doesn't have to signal the end of your entrepreneurial story. In this episode, we discuss why burnout happens, how to diagnose it, and most importantly, how to treat it. Discover the importance of pacing yourself, the hidden costs of burnout, and why taking a break is crucial—not just for you, but for your entire team. We'll share personal anecdotes, practical tips, and the value of stepping away to recharge, so you can return stronger and more passionate than ever. Tune in to learn how to recognize the signs of burnout and create a treatment plan that works for you and your startup. 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:01:01 Personal Burnout Stories04:46 The Hidden Costs of Burnout08:41 Recognizing and Addressing Burnout19:17 Recognizing Emotional Burnout19:47 Impact of Economic Downturn on Founders21:19 Personal Struggles and Their Impact on Work22:13 Diagnosing and Addressing Burnout in Teams23:04 The Importance of Personal Life in Preventing Burnout27:32 Strategies for Treating Burnout29:27 Finding Passion Outside of Work32:59 Identifying and Mitigating Burnout Triggers38:25 The Role of Leadership in Managing Burnout

    40 min

  5. 10 SEPT.

    Stop Pretending You Don't Have Enough Time!

    Ever feel like you need more hours in the day? Turns out, you don't. In this episode, we dive deep into time management for founders, starting with a viral Reddit post that stirred some controversy. We'll explore how compressing your timelines can lead to greater efficiency and free up your schedule for the things that truly matter. Forget the chronic meeting bloat and endless email chains; it's all about optimizing every minute. Discover how focusing on small, incremental tasks can lead to significant progress, both in your professional and personal life. Whether you're a solo founder or leading a team, this episode offers actionable insights to make the most out of your 24 hours. 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: 00:26 The Reddit Experiment: Stirring Controversy03:53 The Time Compression Revelation04:32 Analyzing Time Management07:52 The Cost of Meetings and Conversations15:21 The Impact of Family on Work Hours17:44 The Power of Constraints20:02 The Power of Saying No20:24 Focus as a Job20:34 Timeless Solutions21:06 The Importance of Prioritization21:34 Efficiency in Communication22:34 Breaking Down Big Tasks23:14 Consistency and Compounding23:25 Building a House with Focus26:53 Weekly Timelines for Productivity36:12 Reclaiming Time for Personal Use

    40 min

  6. 2 SEPT.

    Are Founders Aligned with Those Around Them?

    The complexities of alignment among founders, employees, and even spouses. They debunk the notion that perfect alignment exists, emphasizing that often, perceived alignment is more fiction than reality. The conversation covers the inevitable differences in expectations, contributions, and risk tolerances that arise between co-founders and employees. The hosts also delve into the personal side, exploring how founders' professional decisions impact their relationships at home. Through candid anecdotes and practical insights, they highlight the importance of mutual respect and understanding in managing these fundamentally misaligned expectations in both business and personal life. 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:00:42 The Myth of Alignment in Startups01:06 Investor Alignment: Fact or Fiction?01:48 The Role of Spouses in Startup Alignment03:09 The Challenge of Aligning with Employees04:59 Generational Differences in Work-Life Balance14:50 The Reality of Co-Founder Alignment21:16 The Challenge of Co-Founder Alignment22:45 Spousal Support and Startup Life25:45 Understanding and Managing Differences28:31 The Myth of Perfect Alignment

    41 min

  7. 25 AOÛT

    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

    44 min

  8. 19 AOÛT

    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

    47 min
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À propos

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.

Informations

  • Création
    Startups.com
  • Années d’activité
    2019 - 2025
  • Épisodes
    316
  • Classification
    Contenu explicite
  • Copyright
    © 2019
  • Site web de l’émission
    Startup Therapy

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