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Never Rewrite: Software Engineering & AI Coding

Hosted by Isaac Askew and Jeffrey Sherman · technology · EN

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About this Podcast:

‘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.

Pitch Analysis

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Contact path

Verified email

Booking probability

36%

Guest openness

Selective

Verified email on file
80/100
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Questions about Never Rewrite: Software Engineering & AI Coding

What is Never Rewrite: Software Engineering & AI Coding about?

‘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.

Who hosts Never Rewrite: Software Engineering & AI Coding?

Never Rewrite: Software Engineering & AI Coding is hosted by Isaac Askew and Jeffrey Sherman. The show has published 178 episodes to date.

What has Never Rewrite: Software Engineering & AI Coding covered recently?

Recent episodes include "AI & Eternal Software Projects (Ep. 179)" (30 October 2026, 18 minutes), "Cancel All Your Meetings, AI Edition (Ep. 178)" (23 October 2026, 19 minutes), and "The SaaSpocalypse Is Here (Ep. 177)" (16 October 2026, 30 minutes).

How often does Never Rewrite: Software Engineering & AI Coding publish?

Never Rewrite: Software Engineering & AI Coding publishes roughly weekly, with episodes averaging 21 minutes across 178 episodes.

How hard is it to get booked on Never Rewrite: Software Engineering & AI Coding?

Booking probability for Never Rewrite: Software Engineering & AI Coding is 36%, and the host is rated Selective on guests. Never Rewrite: Software Engineering & AI Coding requires a Pod Score of 80 or higher. Never Rewrite: Software Engineering & AI Coding's contact route on record: verified email.

Who should pitch Never Rewrite: Software Engineering & AI Coding?

The strongest fits for Never Rewrite: Software Engineering & AI Coding are IT Services & Software Development. Never Rewrite: Software Engineering & AI Coding has a technology audience.

About the host

Isaac Askew and Jeffrey Sherman hosts Never Rewrite: Software Engineering & AI Coding, a technology podcast with 178 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #179

    AI & Eternal Software Projects (Ep. 179)

    Oct 30, 202618 minS1

    Today Isaac and Jeffrey discuss how AI changes software projects that before never seemed to end. Isaac: Yes, I wasn't selecting my Shure SM7B as the correct microphone. Sad.

  • Episode #178

    Cancel All Your Meetings, AI Edition (Ep. 178)

    Oct 23, 202619 minS1

    In this episode, Jeffrey Sherman and Isaac Askew explore how AI-generated transcripts are transforming meeting culture, power dynamics, and organizational honesty. They discuss whether transcripts encourage longer...

  • Episode #177

    The SaaSpocalypse Is Here (Ep. 177)

    Oct 16, 202630 minS1

    In this episode, Isaac Askew and Jeffrey Sherman explore the future of SaaS development, reverse engineering software, and the implications of open source AI tools for software creation and business models.

  • Episode #175

    Revisiting 'The Goal: A Process of Ongoing Improvement' (Ep. 175)

    Oct 2, 202617 minS1

    Jeffrey Sherman and Isaac Askew explore the timeless principles of the book 'The Goal' by Eliyahu Goldratt, focusing on the theory of constraints and its relevance to modern software development and AI workflows. They...

  • Episode #174

    The Rise of Personal AI Assistants (Ep. 174)

    Sep 25, 202628 minS1

    In this episode, Isaac Askew and Jeffrey Sherman explore the rapid rise of personal assistant AI like Muse, its implications for privacy, security, and the future of online shopping and productivity. They discuss how AI...

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  • Episode #173

    How My Workflow Is Impacted by AI (Ep. 173)

    Sep 18, 202624 minS1

    In this episode, Isaac Askew and Jeffrey Sherman explore how AI impacts productivity, workflow, and creativity in software development. They discuss real-world experiences with AI tools, challenges faced, and the...

  • Episode #172

    AI-Monitored Release Processes: A Log Anomaly Checker (Ep. 172)

    Sep 11, 202610 minS1

    In this episode, Jeffrey Sherman and Isaac Askew explore how AI can monitor release processes by analyzing error logs, detecting anomalies, and improving deployment confidence. They discuss practical tools, strategies...

  • Episode #171

    Using AI to Complete a Half-Finished Rewrite, Part 2 (Ep. 171)

    Sep 4, 202629 minS1

    Jeffrey Sherman shares his experience using AI to accelerate a 10-year API rewrite, highlighting practical strategies, challenges, and insights into modern development practices. Co-host: Isaac Askew Guests: Dustin Rea

  • Episode #169

    Using AI to Complete a Half-Finished Rewrite (Ep. 169)

    Aug 21, 202620 minS1

    Jeffrey Sherman discusses using AI to complete a decade-long API rewrite, focusing on strategies for parity, documentation, testing, and migration. This episode offers insights into managing legacy systems and...

  • Episode #167

    AI & WIP Fundamentals (Ep. 167)

    Aug 7, 202625 minS1

    In this episode, Jeffrey Sherman shares insights on how AI can optimize legacy code testing, improve build times, and address the challenges of organic codebases. Discover practical strategies and the importance of...

  • Episode #166

    Solutioning in the Age of AI (Ep. 166)

    Jul 31, 202618 minS1

    Isaac & Jeffrey discuss how delivering incredibly literal acceptance criteria ('solutioning') changes when the engineering work pivots to the AI agent rather than a human engineer.

  • Episode #165

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

    Jul 24, 202618 minS1

    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...

  • Episode #164

    AI Horror Stories (Ep. 164)

    Jul 17, 202622 minS1

    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...

  • Episode #162

    Terminology: Rewrite, Refactor, Rebuild, Redo? (Ep. 162)

    Jul 3, 202612 minS1

    In this episode, Jeffrey Sherman and Isaac Askew explore the nuances of rewriting, rebuilding, and iteratively shipping software. They clarify common terminology, share practical insights, and emphasize the importance...

  • Episode #161

    You Can't Vibe Code Reputation (Ep. 161)

    Jun 26, 202623 minS1

    In this episode, Isaac and Jeffrey explore how reputation is becoming the new barrier to entry in a world flooded with AI-generated content, apps, and information. They discuss the importance of genuine trust, the...

  • Episode #160

    TheseusShipping Outside of the Tech Stack (Ep. 160)

    Jun 19, 202621 minS1

    In this episode, Jeffrey Sherman and Isaac Askew explore how to extend the philosophy of shipping solutions beyond the tech stack, focusing on real-world stories of identifying friction and automating processes to...

  • Episode #159

    Vibe Coding (Ep. 159)

    Jun 12, 202619 minS1

    Isaac Askew, Jeffrey Sherman, and Dustin Rea explore the impact of vibe coding on software development, maintenance, and industry practices. The conversation covers real-world experiences, risks, and the future of...

  • Episode #158

    Token-Based Billing Is Nuts (Ep. 158)

    Jun 5, 202627 minS1

    Jeffrey Sherman and Isaac Askew explore the pitfalls of token-based billing models, comparing them to hourly billing and value-based billing. They discuss how these models create adversarial relationships, obscure true...

  • Episode #157

    Episode 157: Is AI Making You The New John Henry?

    May 29, 202623 minS1

    Today we're exploring the story of John Henry as a metaphor for the modern struggle between human labor and automation. The conversation delves into the dignity of work, the impact of AI on jobs, and how to adapt to...

  • Episode #156

    Episode 156: Modernization: Where AI Doesn't Save You Any Steps

    May 22, 202610 minS1

    Jeffrey Sherman and Isaac Askew discuss the realities of AI in software modernization, emphasizing that AI accelerates but does not eliminate manual testing and manual work in legacy code projects.

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