What if your search for connection took you somewhere you never meant to go—almost costing you everything?

John Walker grew up building computers and exploring early internet forums, always looking for a place to fit in. As a teenager, he hacked his school network and spent hours on IRC, but loneliness crept in. Drugs became a fun exploration and a social experiment. But soon, addiction pulled him into homelessness and jail.

Even at his lowest, John turned to online communities. He ran IRC bots to keep recovery chatrooms safe from trolls and built scrapers to solve tough data problems at work. These technical challenges gave him a reason to keep going, even when face-to-face life felt impossible.

 But the real turning point came when John stopped trying to hide his differences.

  How do you rebuild when you feel like an outsider?

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

Have you ever found yourself in a situation where learning felt like an uphill battle? Like no matter how hard you tried, the pieces just wouldn't fall into place? 

 Steve Krouse's story shows the power of the right learning environment. As a child, Steve felt he wasn't good at math. But everything changed with an afterschool program called IMACS. Initially skeptical, he soon embraced its creative approach, which encouraged self-paced learning.

 At IMACS, Steve learned to think on paper, grasping math concepts through programming languages like Logo and Scheme. This confidence moved him from remedial to advanced math, sparking a love for programming and education.

 Frustrated with traditional schooling, Steve dropped out of college to create engaging learning experiences for kids. His efforts led to tools like woof.js and the founding of Val Town, making programming accessible and collaborative.

 Join us as we explore Steve's journey, revealing how innovative educational environments can unlock potential and transform identities.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

  Can a single line of code change the way we see science, policy, and trust?

  In this episode we explore the "Climategate" scandal that erupted from leaked emails and code snippets, fueling doubts about climate science. What starts as an investigation into accusations of fraud leads to an unexpected journey through the messy reality of data science, legacy code struggles, and the complex pressures scientists face every day.

  Along the way, we uncover stories of hidden errors and misunderstood phrases taken out of context, revealing a world where science, software engineering, and human complexity intertwine. This story doesn't just challenge assumptions—it shows the power and importance of transparency in science and technology.

  Join Adam as he digs deep into Climategate, uncovering what really happened when code got thrust into the spotlight, and what it means for trust, truth, and open science.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

What if a simple game became a gateway to computational breakthroughs? David Freiberg and Felipe set out on a journey to conquer Hatetris, a notoriously difficult JavaScript game. Their interest ignited when a new world record was set, showing that surpassing the game's high score was possible.

Their journey was full of challenges, from building an emulator in different programming languages to tackling complex algorithms. They pushed the boundaries of what's possible but the story didn't end there.

Collaborating with fellow enthusiasts, including a Japanese Tetris expert, led to further breakthroughs. By sharing insights and building on each other's work, they set a records after records. Their story highlights the power of curiosity, collaboration, and the joy of discovery.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

What if internet trolls could become your greatest collaborators? Nolen Royalty discovered this unexpected truth when his simple checkbox game went viral.

It began with a school email prank that crashed servers but sparked a philosophy: creative constraints breed innovation. From "Flappy Dird" to "One Million Checkboxes," Nolen built games that turned limitations into playgrounds.

But when his checkbox project became a battleground of organized chaos, Nolen faced a choice: suppress the chaos or lean into it.

Discover how systematic constraints can channel creative anarchy - and why one developer now believes the best user experiences emerge when you code for controlled chaos of strangers meeting on the internet.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

What if leaving your dream job was the way to discover your true self? 

  Jon de la Motte failed his first Stripe interview, but he didn't give up. It was his dream job, a company that connected with his father's work in finance with his software ambitions.

  At Stripe, Jon faced challenges. He joined a risky JavaScript infrastructure team and struggled to find his footing. Eventually he found his way, built a great team and then it all started to fall apart again.

  Discover how Jon's journey reshaped his life and what it means to balance personal and professional priorities.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

What if you had to break life-changing news to your team—could you handle the weight of their futures?

Allison's journey from software engineer to compassionate leader at Shopify is filled with challenges and growth. It all started when her mentor was suddenly laid off, leaving her with uncertainty and guilt. This turning point taught her the importance of adaptability in the tech industry's ups and downs.

When Allison faced her own layoff, she found the strength to move on to new roles, including a position at Shopify. There, she had to announce layoffs to her team, learning to lead with empathy and prioritize their well-being.

Her story highlights the power of empathy and resilience in leadership. She shares how to end employment on good terms and create a supportive environment for those affected. While layoffs are tough, they can also be a place to show strength.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

Have you ever known someone who's technical brilliance was overshadowed by personal failings? This is the story of Hans Reiser, a software developer driven to create a superior Linux filesystem, but whose difficult personality got in the way.

  Then came the disappearance of his wife, Nina, in 2006. The investigation pointed to Reiser, ending with a murder conviction that shocked the tech world.

  Reiser's story is a reminder of how technical skills and personal integrity need to go hand in hand. From prison, he reflects on his mistakes, realizing the need for empathy and collaboration. His legacy, once about innovation, now serves as a cautionary tale.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

How do you know what matters? What if training to climb Everest left you certain you were on the wrong career path?

Join us as we explore Yoshio's incredible journey from the heights of Everest, to coding bootcamps, to finding his true calling in start-ups and communication skills training.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter

 What if your corporate job left you feeling empty, and you decided to leap into venture capital?

Tim Chen, a software engineer, was disillusioned with corporate life at Microsoft. The 2008 market crash and layoffs deepened his dissatisfaction. Seeking more impactful work, Tim joined startups and contributed to open-source projects, like Kafka and Docker.

Then after his own start-up, Tim found a niche bridging the gap between technical founders and venture capital. But could get into Venture Capital himself?

Join me and Tim to hear his journey from a disillusioned software engineer to a successful venture capitalist, exploring the highs and lows of his unusual career move.

• Episode Page
• Support The Show
• Subscribe To The Podcast
• Join The Newsletter