Unlearn

What Happens When You Go All-In in Work and Life on AI with Jeremy Shankle


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Today on the podcast, we welcome Jeremy Shankle, full-stack engineer, AI strategist, and early adopter of automation tools across work and life at Nobody Studios. 

With decades of experience in web development, startup leadership, and product strategy, Jeremy shares how going all-in on artificial intelligence has transformed how he works, lives, and thinks.

From debugging code to managing projects and planning weekends with his son, Jeremy has embraced AI as a true co-pilot. His story isn’t about replacing people—it’s about unlearning old work patterns, reducing context switching, and building smarter systems for productivity and purpose.

In this episode, we talk about Jeremy’s journey from web design and blockchain to AI-first development, and how adopting a multithreaded mindset helped him balance leadership, creativity, and everyday life in a more focused, high-leverage way.

Jeremy Shankle has worked across large tech organizations, startups, and now contributes to a fast-moving venture studio, helping teams use AI to build better products with fewer people. His thinking blends engineering discipline with human-centered innovation—exploring how tools like GPT-4 and Codex are reshaping the future of work.

Key Takeaways:
  • Going All-In on AI: Jeremy shares what happened when he decided to run everything through GPT tools—from coding to shopping.

  • Unlearning Multitasking: Why AI helps him focus more by batching work, parallelizing tasks, and context switching less.
  • Human First, Tech Forward: How AI frees up space for better thinking, parenting, and problem-solving.
  • Changing How We Work: Smaller teams, higher output, fewer blockers.
  • Life OS Upgrade: From weekend planning to debugging code, AI is now part of Jeremy’s daily operating system.

Episode Highlights:

01:50 – Guest Introduction: Jeremy Shankle

Barry introduces Jeremy as a product thinker and engineer at the intersection of AI, software, and strategy.

03:20 – Why Jeremy Went All-In on AI

In December, Jeremy dove deep into agents that search the web and modify code—and he hasn’t looked back.

04:02 – From Tandy 1000 to Tech Trailblazer

At age 5, Jeremy started coding on a Tandy 1000. That early start shaped his approach to learning and tech.

07:49 – Strategic Thinking Without the Switch Costs

AI helps Jeremy stay focused—no more jumping between roles or work personas all day.

10:32 – Fixing Bugs and Finding Basketball Clubs

Jeremy shows how he uses AI to squash code bugs and research activities for his son—at the same time.

15:23 – Smarter Task Management with AI

Jeremy explains how AI-infused project management tools let him create and assign tasks with ease.

22:11 – AI as an Anxiety Reducer

Whether prepping for embassy visits or crafting emails in another language, AI gives Jeremy a calm confidence.

32:31 – Confidence Without the Code Dependency

Barry shares how AI helped him stop second-guessing and start building—without always calling in an expert.

37:48 – AI Made Me Smarter, Not Dumber

By automating the grunt work, Jeremy has more time to understand the why behind every technical decision.

42:35 – What’s Next? Agent-to-Agent Collaboration

Jeremy’s most exciting frontier: AI tools that talk to each other—and get things done without constant prompts.

Resources
  • Jeremy Shankle
  • Nobody Studios
  • OpenAI Codex
  • GPT-4 with Memory and Deep Research Tools
  • Tools Mentioned: ChatGPT Pro, Operator, Browser MCP, Codex

FOLLOW THE HOST:

  • LinkedIn: https://www.linkedin.com/in/barryoreilly 
  • Personal site: https://barryoreilly.com 
  • Facebook: https://www.facebook.com/barryoreillyauthor/ 
  • Twitter: https://x.com/barryoreilly 
  • Instagram: https://www.instagram.com/barryoreilly/ 

Email: [email protected]

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