Episodes

  • Episode 130: The Pains Caused by Differing Abstractions Pt. 2 - Real World Examples
    Nov 14 2025

    Summary


    In this episode of Never Rewrite, hosts Isaac Askew, Dustin Rea, and Jeffrey Sherman discuss the real-life implications of leaky abstractions in software development. They share personal anecdotes about the challenges faced when dealing with time zone discrepancies, database case sensitivity, and the importance of user experience. The conversation highlights the need for continuous investment in software and the lessons learned from past mistakes, emphasizing the balance between perfectionism and business viability.

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    23 mins
  • Episode 129: Credit Where Credit Is Due
    Nov 7 2025

    Isaac Askew, Jeffrey Sherman, and Dustin Rea discuss the critical role of credit in management and teamwork, sharing personal experiences of idea ownership and the challenges faced in consulting environments. They emphasize the importance of recognizing contributions to foster a collaborative culture and the impact of social dynamics on idea sharing. The discussion also highlights the necessity of documenting ideas to ensure proper attribution and the broader implications of credit on team morale and organizational efficiency.

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    18 mins
  • Episode 128: Revisiting An Old Story With Our Current Experience
    Oct 31 2025

    Isaac Askew and Jeffrey Sherman reflect on a past experience with a software company that made a strategic decision to extend the Objective-C compiler, ultimately leading to its downfall. They discuss the implications of this decision, the challenges faced in software development, and the lessons learned from the experience. The conversation explores the importance of making informed technology decisions, the consequences of poor project management, and the potential alternatives to rewriting software.

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    16 mins
  • Episode 127: The Pains Caused by Differing Abstractions
    Oct 24 2025

    Isaac Askew, Dustin Rea, and Jeffrey Sherman discuss the complexities and challenges associated with abstractions in software development, particularly focusing on time zones and currency. They explore the engineering and product perspectives on these issues, emphasizing the importance of standardization to avoid costly bugs and inefficiencies. The discussion also touches on the social dynamics within teams, the exponential nature of complexity, and the need for clear documentation and communication across the organization to address these challenges effectively.



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    29 mins
  • Episode 126: Does Iterative Replacement Trap You In Legacy Frameworks?
    Oct 17 2025

    Isaac Askew and Jeffrey Sherman explore the complexities of iterative development versus complete rewrites in software engineering. They discuss the challenges of legacy frameworks, the importance of intentionality in adopting new technologies, and the necessity of communication among teams. The discussion also highlights the Strangler Fig pattern as a viable strategy for transitioning to new frameworks while maintaining existing systems. Ultimately, they conclude that iterative development does not prevent the adoption of new frameworks and can lead to better outcomes than a Big Bang rewrite.

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    17 mins
  • Episode 125: Navigating Risky Software Setups
    Oct 10 2025

    Isaac Askew and Jeffrey Sherman discuss the complexities of working with clients who have risky software setups. They explore the importance of documentation, the risks associated with development environments, and the necessity of clear communication between consultants and clients. The discussion also highlights the need for compliance and risk management strategies, particularly in financial contexts, and emphasizes the importance of establishing a staging environment to mitigate risks.

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    20 mins
  • Episode 124: Treating Communication Gaps Like Tech Debt ft. Austen Tucker
    Oct 3 2025

    We're joined by guest Austen Tucker to explore the concept of communication gaps in tech environments. The discussion emphasizes the importance of setting clear expectations and using pedagogical techniques to enhance collaboration.Show notes:https://www.thearcades.me/https://www.linkedin.com/newsletters/7312541452108972032/

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    29 mins
  • Episode 123: Is Switching Jobs a Career 'Rewrite'?
    Sep 26 2025

    In this conversation, Isaac Askew and Jeffrey Sherman explore the analogy of changing jobs to rewriting code, discussing the intentionality behind job changes, the impact of company culture on career growth, and the importance of aligning personal values with professional roles. They reflect on their own experiences with job transitions, the feelings of stagnation and underappreciation, and the challenges of resetting perceptions in a new role. The discussion also touches on the costs of employee turnover and the need for companies to recognize and retain valuable talent.

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    23 mins