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Never Rewrite

Never Rewrite

By: Isaac Askew and Jeffrey Sherman
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About this listen

‘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.

Isaac Askew and Jeffrey Sherman Career Success Economics
Episodes
  • Episode 109: Conway's Law and Software Quality

    Episode 109: Conway's Law and Software Quality
    Jun 20 2025

    Today we discuss the relationship between Conway's Law and software quality, exploring how a company's structure and culture can impact code quality. We delve into the signs of a toxic culture, the consequences of a 'yes culture', and strategies for identifying and changing company culture. The conversation emphasizes the importance of communication patterns and the long-term nature of cultural transformation in organizations.
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    20 mins
  • Episode 108: Consolidating Tech Stacks - Is It Worth It?

    Episode 108: Consolidating Tech Stacks - Is It Worth It?
    Jun 13 2025

    We debate the merits of consolidating technology stacks versus diversifying them. Today we explore the implications of each approach on business value, engineering efficiency, and organizational dynamics. Key points include the importance of evaluating the business value of consolidation, the impact on developer fungibility, and the balance between engineering optimization and business leverage.
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    16 mins
  • Episode 107: Rebuilding vs. Rewriting vs. Refactoring?

    Episode 107: Rebuilding vs. Rewriting vs. Refactoring?
    Jun 6 2025

    Jeffrey and Isaac dive into a comment made by Allen Holub to 'rebuild' instead of 'rewriting' legacy software and dive into the terminology.


    Show Notes:‪

    Allen Holub's thread mentioned: https://bsky.app/profile/allenholub.bsky.social/post/3lmcyvi3kag2f
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    14 mins
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