Startup Therapy
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Startup Therapy
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 wi...
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317 Episoden
Founders, Embrace Your Flaws
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 de...
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 evo...
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 o...
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, explor...
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 sign...
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...
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 ofte...
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 person...
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, shift...
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 bot...
Can Entrepreneurship Alleviate Poverty?
How entrepreneurship can transform lives and communities? Will shares his personal journey from a challenging childhood to becoming a successful entre...
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 startu...
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 ana...
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 a...
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...
Founder Isolation is Getting Worse
Ryan and Will talk about the growing isolation that founders are feeling despite having more ways to connect. They delve into how the shift to remote...
Forging Founder Confidence
Ryan and Will discuss the journey of becoming a confident founder. Celebrating their 300th episode, they reflect on how learning to lead and building...
Is College a Waste of Time for Founders?
In this episode of The Startup Therapy Podcast, Ryan and Will discuss the true value of a college education for aspiring entrepreneurs. They explore w...
Are We Preventing Our Startup From Evolving?
The realities of evolving a startup. Ryan and Will discuss how the first idea is rarely the final solution, sharing insights on how to navigate the pi...
Building a Startup That Loves You Back
Ryan and Will delve into the complexities of maintaining a healthy relationship with your startup. They discuss their personal experiences and challen...
When Our Friends Resent Our Success
Ryan and Will discuss the surprising reactions founders often face when they achieve success. They explore how unexpected resentment from friends and...
When Our Startup Outgrows Us
In this episode of the Startup Therapy Podcast,Ryan and Will delve into the emotional journey of startup founders who feel out of place in the very co...
When Being in the 1% Feels like Failure
Ryan and Will discuss the psychological challenges founders face by constantly looking ahead and rarely celebrating their achievements. They explore h...
We Need Outside Interests that Consume Us
Dive into the common struggle founders face with burnout and the inability to truly relax. Ryan and Will share their personal experiences and discuss...
You probably should be TERRIFIED. At least a bit..
Ryan and Will discuss the prevalent fear in the market due to economic uncertainty in April 2025. They delve into how fear is a constant companion for...
Make Money First - Then Make a Product
In this episode, Ryan and Will discuss the common misconception that startups need funding before generating revenue. They emphasize that the actual b...
It's really HARD to REPEAT A WIN
Will and Ryan discuss the dangerous mindset founders can fall into after hitting it big with their startups. They reflect on the story of Peter Chesky...
Does LOCATION matter for your startup?
Ryan and Will discuss the evolution of startup location strategies. They reminisce about the bygone era when relocating to major hubs like San Francis...
Are The Sacrifices Worth It?
In this episode of the Startup Therapy Podcast, the guys tackle the big question: was the entrepreneurial journey worth it? They discuss the sacrifice...
Are Founders Forged Over Youth?
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter discuss how childhood experiences influence the entrepreneurial journey....
Assets OVER Exits
In this episode of Startup Therapy, Ryan Rutan and Will Schroeter challenge the startup world's focus on big exits and venture capital. They highlight...
You Only Have to Be Right Once
In this episode of the Startup Therapy podcast, Ryan and Will chat about how startup success isn’t always a straight path. They use Mark Cuban’s story...
What Would I do Differently
In this episode of The Startup Therapy, Ryan Rutan and Will Schroter explore the 'what if' scenarios that often preoccupy founders. Will shares person...
When Can I Afford to GAMBLE?
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter dive into an interesting perspective: taking risks in entrepreneurship is...
Can Founders Find Contentment?
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroeter delve into the anxiety surrounding contentment in the startup ecosystem....
Why do Investors FIRE Founders?
Ryan Rutan and Will Schroeter discuss the complexities and challenges faced by startup founders, particularly the frequent occurrence of founders bein...
The Burden of Unrealistic Expectations
In this episode Ryan and Will delve into the intense pressures faced by founders from investors, peers, and the startup community. They discuss how th...
How do I Stay Positive In Tough Times?
Ryan and Will discuss the omnipresent challenges that come with running a startup. They delve into the perpetual 'shit storm' that founders face and s...
Are Investors Trying to Push Us a Cliff?
In this episode of the Startup Therapy Podcast, Ryan and Will delve into the often misunderstood motivations of venture capitalists. They discuss why...
What Previously Funded Founders Do Differently
In this episode of the Startup Therapy Podcast, Ryan and Will discuss the daunting realities of raising capital for startups. By sharing insights and...