Startup Therapy

In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroeder navigate the complexities founders face regarding success and societal scrutiny. They delve into the common critiques founders encounter about their profits and perceived entitlement while emphasizing that success should be celebrated not vilified. The conversation provides a detailed look at the multiple layers of taxation startups endure and the misconceptions surrounding founder wealth. They also highlight the emotional toll and risk involved in building a startup, offering insights into the importance of supporting founders and normalizing success.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 l

In this episode we discuss the myth of the 'bet it all' startup mentality. They highlight the importance of downside risk planning and how successful risk management plays a crucial role in startup successSign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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:00:00 Introduction to Startup Therapy00:28 The Myth of Betting It All01:36 The Reality of Downside Protection06:18 Case Study: The Zirtual Acquisition11:24 The Importance of Backup Plans18:58 Conclusion and Final Thoughts

In this episode of the Startup Therapy Podcast, we discuss the common struggles of making money in the startup world. They explore the 'noble' but flawed narrative that founders shouldn't pay themselves, why aiming too big too soon can prevent profitability, and the cycle of raising funding that often leaves founders broke.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:00 Introduction to Startup Therapy00:23 The Broken Narrative of Not Getting Paid02:35 Self-Sabotage and Going Too Big04:08 The Funding Trap05:41 The Harsh Realities of Raising Money12:07 The Never-Ending Hunger of Startups14:36 Reinvesting in Growth15:06 The Reality of Increased Liabilities15:59 Th

In this episode, we discuss the potential obsolescence of venture capital due to advancements in AI technology. We explore how reduced startup costs and increased efficiency might reshape the future of funding in the startup ecosystem.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:00 Image a World Without Investors02:16 The Rise of AI and Its Impact03:01 Cost Reduction in Startups06:05 The Future of Staffing and Marketing08:37 Automation in Back Office Operations13:04 The Changing Role of Investors24:21 The Reality of VC Advice27:57 The Future of Capital Needs31:22 AI's Impact on Investment34:40 Reimagining Investment Models40:20 The Democratization of Startups

The Irreplaceable Founder. Ryan Rutan and Will Schroter discuss the irreplaceable role of founders in startups. They explore why removing a founder often leads to failure, the unique value and vision founders bring, and the difference between operational tasks and the founder's core contributions.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:00 Founder’s Role in a Startup01:16 Challenges of Replacing a Founder03:04 Founder’s Vision05:43 Founder’s Passion07:02 Founder’s Decisions09:17 The Unique Value of Founders20:06 Sales Process and Financials22:49 Management by Walking Around25:28 Risk Tolerance in Founders vs. Hired CEOs33:07 Challenges of Replacing a Founde

In this episode of the Startup Therapy Podcast, Ryan Rutan (CMO at Startups.com) and Wil Schroter (CEO at Startups.com) discuss the importance of saying yes to growth opportunities that startups have not previously tried. They emphasize that startups thrive by committing to new challenges, even if the path isn't immediately clear, and how this willingness to stretch can affect interactions with customers, investors, and staff. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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/

Why sometimes, less is more? Ryan Rutan and Will Schroeder discuss the misconception that reaching revenue milestones in startups will solve all problems. Explore how each milestone brings new challenges, why growing liabilities can be riskier than anticipated and the importance of balancing growth with stability.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:00 The Illusion of Milestones02:46 Scaling Challenges05:33 Weight of Responsibilities13:37 New Nodes of Problems16:21 The Reality of Scaling a Team20:05 The Myth of Effortless Wealth22:59 The Importance of Sustainable Growth26:20 The Pitfalls of Chasing High Valuations28:22 Setting Realistic Business Goals30

In this episode of the Startup Therapy Podcast, we discuss the inefficiencies and dangers of making decisions by committee. Why committees often fail and why founders should avoid relying on them for critical decisions. Tune in to learn why decisive, individual leadership is key to startup success.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:00 Intro01:34 The reality of committee decision-making07:06 The problem with collective accountability11:38 The downside of inclusive decision-making15:38 The myth of the best decision17:46 The importance of accountability23:04 The danger of removing consequences28:27 Leadership is about making the tough decisions

In this episode of the Startup Therapy Podcast, we talk about equity distribution in startups. Explore the psychological traps of seeking validation, the dangers of making hasty decisions when most vulnerable, and offer practical advice on how to navigate these challenges. Tune in to learn why patience and cautious decision-making are key to safeguarding the future value of your company.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:00 Intro01:00 The Vulnerability of Early-Stage Founders06:45 Evaluating Potential Co-Founders07:55 The Risk of Overpaying for Talent13:38 Milestones and Deliverables17:00 Vulnerability in Decision Making18:27 The True Cost of Equity24

In this insightful episode of the Startup Therapy Podcast, Ryan Rutan and Wil Schroter discuss the importance of asking questions as a startup founder.Why founders often hesitate to seek advice, the untapped wealth of knowledge available? You will find tips on how to develop the muscle for asking the right questions — founders do not need to reinvent the wheel. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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/

In this episode of the Startup Therapy Podcast, Ryan Rutan and Wil Schroter, discuss the misconception that startup founders are incredibly wealthy on paper, while in reality, many struggle with personal financial stability. See the importance of paying yourself regularly, even when building a high-potential startup. Consistently getting paid, no matter how small, is crucial to long-term success and personal well-being. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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/

In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter talk about sacrifices founders make — accumulating debt and foregone salaries, with the expectation of being reimbursed. They discuss how founders commonly believe that future investments will pay back their personal financial commitments. They emphasize that the only real chances of getting 'paid back' are through a company sale or profit distributions. They put a light on the tough lessons learned through their own experiences and those of others in the startup world.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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/

In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter delve into evaluating startup team and management performance. Find out the importance of constant evaluation, highlighting the significance of both recognizing the need for improvement and taking actionable steps towards building a higher quality team.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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/

In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter explore the harsh reality of seeking support as a founder. Surprising, limited number of people who genuinely want to see a founder succeed. You will hear about receiving superficial praise, the impact of social media on perception, and the psychological reasons behind others' reactions to success — the envy even among those closest to the founder. Don't walk this narrow road alone, get support from your peers in founder groups at: https://www.startups.com/beginSign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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/

In this episode of the Startup Therapy podcast, hosts Ryan Rutan and Wil Schroter talk about the common misconception around 'working hard' within startups. They question the measurement of hard work, arguing that effort does not necessarily equate to progress or beneficial outcomes. The need for clear benchmarks within organizations to truly reward and recognize valuable contributions. Additionally, they challenge the notion of what constitutes as 'hard work' and the danger of equating all effort with success, proposing a more nuanced understanding that could lead to more effective and rewarding startup cultures.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources: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 For00:17

In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter discuss the evolution of startups from the emphasis on scaling and headcount to prioritizing efficiency and output, largely due to advancements in AI. The challenges of the past, such as massive payrolls, investor dependency, and expensive infrastructures highlighting the opportunities AI technologies present for startups. The conversation covers the changing landscape where small operations can achieve significant impact without the traditional costs, through examples like remote work, AI-driven efficiencies, and low-cost internet companies. They advocate for a shift in mindset where success isn't measured by headcount or office size, but by the value created with minimal resources. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/Join

In this episode of the startup therapy podcast, Ryan Rutan and Wil Schroter delve into bootstrapping a startup. They address common misconceptions about funding, emphasizing the importance of making do with what you have and prioritizing what's truly necessary for business growth. The conversation covers practical ways to manage expenses without external funding, including strategies for hiring, marketing, and managing operational costs through discipline and creative solutions. The hosts share personal experience on how to navigate the challenges of bootstrapping, highlighting the importance of being resourceful, making money to spend money, and avoiding typical startup traps. Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://groups.startups.com/Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan00:00 Welcome to Startup Therapy00:08 The Realities of Bootstrapping01:35 Navigating the Bootstrapping Journey04:50

In this episode of the Startup Therapy Podcast, Ryan Rutan and Wil Schroter discuss the complexities of handling feedback from investors, emphasizing the critical need for founders to properly qualify and assess the advice they receive. They highlight the dangers of acting on feedback without considering its relevance, potential bias, and the investor's qualifications. The discussion covers the spectrum of investor types, from well-meaning but inexperienced individuals to top-tier venture capitalists, and the importance of understanding the context and motivation behind their advice. You will find how to advocate for a balanced approach that involves questioning, verifying, and thoughtfully considering advice before taking action.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://groups.startups.com/Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan

In today's Startup Therapy Podcast, Wil and Ryan talks about why earning atleast $10,000 per month is one of the most important milestones in your startup career. They stress the need to do whatever it takes to keep your business alive. Hitting this milestone gives you room to handle setbacks and shows that you're making real progress. Tune in for tips on managing startup finances and staying resilient in the ever-changing business world.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:08 The most important milestones in your business06:20 Everybody’s number is different10:27 The existential costs of both a business and its founders12:28 Do whatever it takes to reach the basic milestone16:12 Your startups should survive restarts19:50 The importance of having a backstop24:45 Maybe it’s not your year26:05 Fin

In today's Startup Therapy Podcast, Wil and Ryan talks about why investors choose to invest on “failed” founders. They debunk the myth that failure marks the end of a founder's journey and shows why giving people a second chance is the best investment. Tune in as they explore the investor mindset, focusing on why they prefer to invest in founders who have shown they can bounce back and learn from failure, ultimately changing how we think about startup success.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/beginJoin our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan RutanWhat to Listen For00:00 Intro01:03 Why giving people a second chance is the best investment02:29 Redefining failure04:59 “One failure doesn’t make the person a failure…”09:30 If you’re making mistakes, you’re also learning10:05 Spotlight on failure13:59 The value of experience16:49 Before the failure, there was a success20:33 Trust and