Episodes

  • 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?
    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?
    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
  • Episode 106: How to Stop a Rewrite in Progress
    May 30 2025

    Isaac and Jeffrey explore how to halt a rewrite, the importance of learning from the process, and how to effectively communicate changes in direction to a team. The conversation emphasizes the value of reframing discussions around rewrites to focus on new insights and solutions rather than perceived failures.

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    15 mins
  • Episode 105: A Core Engine Rewrite with Nick Gerace
    May 23 2025

    Guest Nick Gerace discusses the rewrite of the core engine at System Initiatives, detailing the challenges faced, the technical decisions made, and the importance of aligning development with business goals. The conversation covers the transition from the old engine to the new, the role of user feedback, and the iterative process that led to a more efficient and user-friendly product.


    Show Notes:

    Domain-Driven Design book: https://www.oreilly.com/library/view/domain-driven-design-tackling/0321125215/

    Nick's LinkedIn: https://www.linkedin.com/in/nickgerace/

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    42 mins
  • Episode 104: An Infrastructure Rewrite Story with Guest Paul Stack
    May 16 2025

    Guest Paul Stack shares his experiences in transforming a massive logging infrastructure from a monolithic architecture to a microservices-based system. He discusses the challenges faced during the transition, the implementation of Kafka for log management, and the importance of data retention and cost management. The conversation highlights the evolution of logging practices and the empowerment of teams through decentralization, ultimately leading to a more efficient and effective infrastructure.


    Show Notes:

    Paul's LinkedIn: https://www.linkedin.com/in/stack72/

    Paul's Github: https://github.com/stack72

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    34 mins
  • Episode 103: Recognizing When a Rewrite is Failing
    May 9 2025

    Isaac and Jeffrey discuss the challenges and signs of failing rewrites in software development.

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    21 mins
  • Episode 102: Rewrite Stories with Guest Nick Stinemates
    May 2 2025

    Nick Stinemates from System Initiative joins us to explore the complexities and challenges of software rewrites. We discuss the nuances between rewrites and refactors, the pitfalls of full rewrites, and the importance of incremental changes. The conversation delves into team dynamics during rewrites, the existential reasons that can drive a rewrite, and the parallels between software rewrites and software adoption.

    Show Notes:

    Nick's X account: https://x.com/nickstinemates

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    26 mins
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