HeyJaredMaintainable
Do you feel like you're hitting a wall with your existing software projects? Are you curious to hear how other people are navigating this?
- Indexed episodes, last 90 days
- 4
- Latest publication
- Sep 8, 2026
- Audience
- Checking…
- Earliest in this view
- Aug 4, 2026
Latest episodes
John Athayde: Maintaining the User Side of Software (opens the original)
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The user interface of a long-lived application carries years of technical decisions, design choices, and organizational history. John Athayde joins Robby to explore how teams can untangle that front-end sprawl, and what changes when AI makes it much easier to analyze and rewrite what came before.
Kristin Isaac: The Customer Doesn’t Care About Your Technical Debt (opens the original)
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Customers don’t ask you to pay down technical debt. They notice when the product is slow, unreliable, or keeps breaking in the same damn way. Kristin Isaac joins Robby to explore how engineers can translate invisible maintenance work into customer and business impact… and why that skill may become even more important as AI makes software faster to create than to understand.
David Hayes: Boring Software, Clear Incentives, and Better Checklists (opens the original)
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David Hayes believes maintainable software starts with a simple idea: fitness for purpose.
Diana Pfeil: Building Confidence in Probabilistic Systems (opens the original)
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Software powered by AI can change its behavior without a deployment, leaving teams to maintain code, data, prompts, models, and the uncertainty between them. Diana Pfeil joins Robby to explain how evals, production monitoring, and a preference for simpler models help teams build confidence in systems they cannot completely predict.
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