Never Rewrite: Software Engineering & AI Coding Podcast By Isaac Askew and Jeffrey Sherman cover art

Never Rewrite: Software Engineering & AI Coding

Never Rewrite: Software Engineering & AI Coding

By: Isaac Askew and Jeffrey Sherman
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‘Never Rewrite’ is a mantra of ours in the programming realm. Often times when software developers encounter nightmare codebases, the thought crosses their mind to work towards a rewrite, a port to a new language, or despair that their code is unfixable.

It’s not unfixable, and we explore how to get started along with an array of other software topics in our eponymous podcast.

2026 Isaac Askew and Jeffrey Sherman
Episodes
  • AI & The Age of Transient Apps (Ep. 165)

    AI & The Age of Transient Apps (Ep. 165)
    Jul 24 2026

    Isaac and Jeffrey explore the concept of transient software, sharing insights on building personalized tools with AI, cost-effective infrastructure, and the future of software development. They discuss real-world examples, including a band management app, and the implications of AI-driven, ephemeral solutions.
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    18 mins
  • AI Horror Stories (Ep. 164)

    AI Horror Stories (Ep. 164)
    Jul 17 2026

    In this episode, Isaac Askew and Dustin Rea share real-world AI security stories, highlighting the importance of security best practices when deploying autonomous agents. From data leakage to infrastructure risks, learn how to protect your systems in an AI-driven world.
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    22 mins
  • Can AI Tell You What Your Goals Are? (Ep. 163)

    Can AI Tell You What Your Goals Are? (Ep. 163)
    Jul 10 2026

    In this episode, Isaac Askew, Jeffrey Sherman and Dustin Rea explore the challenges and opportunities of using AI in software development, focusing on goal clarity, requirements, feature coherence, and security. They discuss how to harness AI effectively while avoiding common pitfalls like feature bloat and misaligned objectives.
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    20 mins
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