Can founders turn delusion into success? In this episode, Ryan and Will discuss the essential role of optimism in startups. Drawing parallels between founders and firefighters, the duo explores how belief against all odds drives entrepreneurs forward. They explain how maintaining optimism is not just about having a positive outlook but about creating momentum from minor wins and leveraging chaos as an opportunity. The hosts also address the fine line between optimism and dishonesty, emphasizing the importance of an 'educated wish.' Whether you're battling to raise funds or struggling to maintain morale, this episode delves into why a founder’s unyielding belief is crucial for startup survival and growth.

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
00:07 The Delusional Optimism of Founders
01:02 Creating and Living in a Fantasy
02:00 Running Toward Chaos
04:54 The Passion and Drive of Founders
05:59 The Reality of Startup Life
12:08 The Role of Belief and Proof
14:31 Finding Optimism in Small Wins
16:40 Persistence in the Face of Rejection
18:56 The Power of Hope in Business
19:52 The Role of Optimism in Startups
21:41 Balancing Optimism and Honesty
23:03 The Fine Line Between Optimism and Deception
26:07 The Importance of Optimism in Leadership
28:55 The Role of Optimism in Overcoming Challenges
32:05 The Founder's Mindset: Manufacturing Optimism

Ever find yourself caught in the trap of confusing visibility with progress? In this episode, we'll delve into why seeking attention can often feel like momentum but doesn't necessarily translate to business traction. Will Schroter shares a cautionary tale from his own experience, revealing how his focus on brand-building and networking kept him from truly building his company. We explore the fine line between personal branding and productivity, and why many founders need to prioritize the latter to achieve real success. It's a reminder that until your product and business are fully developed, every external interaction could be costing you more than it's worth.

00:30 The Trap of Visibility: A Personal Story
02:24 The Illusion of Popularity vs. Productivity
06:21 The Modern-Day Equivalent: Social Media
09:24 Balancing Publicity and Productivity
11:23 Cautionary Tales and Lessons Learned
12:55 The Importance of Focus and Balance
14:48 Earning the Right to Brand Build
15:29 The Pitfalls of Prioritizing Popularity Over Business
16:07 The Honeymoon Period of Venture Funding
17:40 The Dangers of Personal Branding for Founders
18:47 When Personal Views Hurt Business
21:39 Balancing Personal and Company Brand
23:48 Focus on Building the Business First
30:22 The Cost of External Interactions

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:

Is getting bigger always better for startups? This episode dives into the hidden costs of scaling up and how growth can sometimes make a company worse, not better. Ryan and Will discuss the trade-offs between size and quality, using examples like Google and PayPal. They explore how rapid growth can diminish company culture, slow down decision-making, and introduce inefficiencies. The conversation also covers personal experiences in startup growth, emphasizing the importance of optimizing for better rather than just bigger. Whether it's adding more staff or raising capital, they advocate for making decisions that enhance company quality and founder life satisfaction.

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
00:14 The Myth of Bigger is Better
00:43 Examples of Companies That Grew and Suffered
02:00 The Hidden Costs of Scaling
05:08 Personal Experiences with Growth Challenges
13:01 The Importance of Freedom and Quality
17:18 The Hidden Costs of Growth
17:58 Balancing Growth and Quality of Life
20:39 Defining Non-Negotiables for Better Business
22:33 Scaling with Soul: Maintaining Company Culture
24:41 Quality Over Quantity: Making Strategic Decisions
28:07 The Power of Saying No
31:15 Sticking to Your Values for Sustainable Growth

Ever wonder if being your authentic self at work might sometimes do more harm than good? The delicate balance of authenticity and diplomacy in leadership. From discussing the rare contexts where pure honesty works, to sharing personal anecdotes about navigating the consequences of unfiltered truth, this episode unpacks how transparency can impact your team, brand, and personal relationships. Find out why being your true self might only be great advice 6% of the time and how effective communication can save you from unintended fallout.

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
01:01 The Consequences of Unfiltered Honesty
01:26 Generational Differences in Professionalism
02:44 The Power Dynamics of Founders
04:45 Balancing Honesty and Diplomacy
06:01 The Luxury of Honesty and Risk
08:04 The Importance of Filtering Communication
12:56 The Duality of Professional Personas
15:21 The Consequences of Honesty in Leadership
16:19 Balancing Honesty and Diplomacy
17:10 The Importance of Empathy in Communication
18:26 The Cost of Unfiltered Honesty
19:51 Frameworks for Effective Communication
20:55 Lessons from the Terminator: Choosing Responses Wisely
22:07 The Role of Diplomacy in Leadership
28:17 The Medium Matters: Hot, Warm, and Cold Communication
29:56 Prioritizing Outcomes Over Authenticity

Are you convinced that you need to fix all your flaws as a founder? In this episode, we explore why that's not necessarily true. Ryan and Will dive deep into the idea that both startups and their founders are loaded with problems, some of which aren't really 'problems' at all but hidden superpowers. From obsessive tendencies to ADHD, they discuss how to harness these traits for success rather than trying to fix them. Drawing from personal experiences and industry insights, they touch on the influence of pharmaceutical marketing, the role of social media in shaping perceptions, and the importance of finding context for your strengths. This episode challenges you to rethink how you view your weaknesses and offers a fresh perspective on founder self-acceptance and leveraging inherent traits for entrepreneurial success.

Resources:
Startup Therapy Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
00:33 Founders and Their Problems
01:15 Pharmaceutical Industry Insights
02:36 Social Media and Problem Creation
03:46 Personal Struggles of Founders
05:07 Overthinking and Control Issues
11:15 ADHD and Academic Challenges
17:11 Harnessing Obsessiveness for Success
20:40 Evaluating Self-Help Advice
21:09 Struggles with Attention Span
21:31 Learning Outside Traditional Education
22:15 Emphasizing Strengths Over Weaknesses
23:29 Founders and Their Strengths
28:08 Anxiety as a Superpower
34:46 The Importance of Context in Learning
38:36 Self-Acceptance and Utilizing Strengths

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 Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://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

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 Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
00:06 The Dream of Handing Off a Startup
00:54 Early Days and Initial Success
02:14 The Startup Dream and Its Challenges
03:47 The Reality of Handing Off a Startup
05:09 The Slow Decline: Signs and Symptoms
07:48 Personal Experiences and Lessons Learned
17:00 The Boiled Frog Syndrome
19:45 The Timeless Nature of Startup Challenges
20:25 The Disconnect Between Perception and Reality
20:53 The Unique Metabolism of Founders
22:06 The Importance of Ownership and Passion
25:01 Handing Off Responsibilities: What Works and What Doesn't
27:43 The Irreplaceable Elements of Leadership
32:58 The Impact of Founder Presence on Company Culture
39:06 The Inherent Urgency of Founders

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 Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
00:24 The Founder Promotion Dilemma
01:07 Personal Experience with Founder Titles
02:26 The Gary Coleman Effect
03:21 The CEO Replacement Backfire
05:29 The Emotional and Financial Impact of Founder Reassignment
10:44 Board Mechanics and Founder Control
13:06 Investor Strategies and Founder Leverage
18:34 Facing the Reality of Founder Reassignment
23:17 Famous Comebacks: Steve Jobs, Howard Schultz, and Jack Dorsey
24:36 The Emotional Toll of Being Replaced
25:10 Turning Emotions into Positive Actions
25:46 Negotiating Your Exit Strategy
30:54 Crafting Your New Role
31:55 The Importance of Maintaining Relationships
37:00 The Worst and Best Case Scenarios

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 Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:
01:01 Personal Burnout Stories
04:46 The Hidden Costs of Burnout
08:41 Recognizing and Addressing Burnout
19:17 Recognizing Emotional Burnout
19:47 Impact of Economic Downturn on Founders
21:19 Personal Struggles and Their Impact on Work
22:13 Diagnosing and Addressing Burnout in Teams
23:04 The Importance of Personal Life in Preventing Burnout
27:32 Strategies for Treating Burnout
29:27 Finding Passion Outside of Work
32:59 Identifying and Mitigating Burnout Triggers
38:25 The Role of Leadership in Managing Burnout

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 Podcast
https://www.startups.com/community/startup-therapy
Website
https://www.startups.com/begin
LinkedIn
https://www.linkedin.com/company/startups-co/

Join our Network of Top Founders
Wil Schroter
https://www.linkedin.com/in/wilschroter/
Ryan Rutan
https://www.linkedin.com/in/ryan-rutan/

What to listen for:

00:26 The Reddit Experiment: Stirring Controversy
03:53 The Time Compression Revelation
04:32 Analyzing Time Management
07:52 The Cost of Meetings and Conversations
15:21 The Impact of Family on Work Hours
17:44 The Power of Constraints
20:02 The Power of Saying No
20:24 Focus as a Job
20:34 Timeless Solutions
21:06 The Importance of Prioritization
21:34 Efficiency in Communication
22:34 Breaking Down Big Tasks
23:14 Consistency and Compounding
23:25 Building a House with Focus
26:53 Weekly Timelines for Productivity
36:12 Reclaiming Time for Personal Use