Episodios

  • Episode 155: Agentic Development Is Turning Engineers Into Product Owners
    May 15 2026

    Isaac Askew, Jeffrey Sherman, and Dustin Rea how agentic AI development is transforming developer roles, emphasizing empathy, tight iteration, and legacy code management.

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    21 m
  • Episode 154: Feature Parity Pitfalls
    May 10 2026

    Jeffrey Sherman and Isaac Askew discuss the pitfalls of aiming for feature parity during software rewrites, emphasizing the importance of communication, boundaries, and incremental improvements over blind feature replication.

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    12 m
  • Episode 153: The Rewrite Trap & Sunk Cost Fallacy
    Apr 24 2026

    Isaac and Jeffrey explore the pitfalls of rewrites in software development, including the trap of delayed risk, sunk cost fallacy, and human psychology. Learn strategies to avoid costly rewrites and focus on incremental delivery and early feedback.

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    19 m
  • Episode 152: The Moving House Metaphor for Software Rewrites: How AI Changes the Game
    Apr 17 2026

    Isaac Askew and Jeffrey Sherman explore how the metaphor of moving houses relates to software rewrites, and how AI can revolutionize the process of packing, unpacking, and deciding what to keep in tech projects.

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    17 m
  • Episode 151: Celebrating Wins During Constant Iteration
    Apr 10 2026

    Jeffrey Sherman and Isaac Askew explore the importance of celebrating small wins in iterative projects, how to track progress effectively, and ways to keep team morale high through accountability and customer feedback.

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    12 m
  • Episode 150: The AI Rewrite Trap
    Apr 3 2026

    In this episode, Isaac Askew and Jeffrey Sherman explore the evolving landscape of software development, focusing on the relevance of rewrites in the age of AI. They discuss how AI tools like Claude are transforming engineering workflows, reducing the need for full rewrites, and shifting bottlenecks towards product management.

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    32 m
  • Episode 149: Isaac Does a Rewrite?
    Mar 27 2026

    Isaac Askew shares his journey of building a hyperlocal event aggregator using AI, exploring the technical challenges, tools, and lessons learned along the way. Discover how modern AI workflows can rapidly prototype and deploy complex projects without traditional coding.

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    49 m
  • Episode 148: How Human Taste Shapes the Future of AI and Coding
    Mar 20 2026

    Exploring the intersection of creativity, taste, and technical skill in software engineering, inspired by Rick Rubin's quote. Discussing how AI and human intuition shape the future of product design and development.

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    35 m