
Show overview
Rethink Your Understanding has been publishing since 2024, and across the 2 years since has built a catalogue of 78 episodes. That works out to roughly 25 hours of audio in total. Releases follow a fortnightly cadence, with the show now in its 3rd season.
Episodes typically run ten to twenty minutes — most land between 15 min and 20 min — and the run-time is fairly consistent across the catalogue. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Technology show.
The show is actively publishing — the most recent episode landed 2 days ago, with 21 episodes already out so far this year. The busiest year was 2025, with 38 episodes published. Published by Phil Clark.
From the publisher
Rethink Your Understanding: AI-Driven Insights on Digital Transformation & Software DeliveryWelcome to Rethink Your Understanding, an AI-powered podcast where cutting-edge technology meets expert insights on digital transformation. We use AI to bring my articles and blog posts from rethinkyourunderstanding.com and Medium (https://medium.com/@rethinkyourunderstanding) to life, transforming written content into immersive audio episodes.Each AI-presented episode provides a "Deep Dive" into strategies, lessons, and the impact of leadership in Agile, Lean, DevOps, Value Stream Management, and Flow Engineering. Occasionally, we explore software engineering. We present a fresh approach to my articles, delivering key concepts, practical advice, and insights from years in tech leadership.Join us on Rethink Your Understanding—where AI amplifies expert voices to deliver the insights you need to lead your organization’s digital journey.Connect with me on LinkedIn
Latest Episodes
View all 78 episodesStart With Responsibilities. Then Design the Roles.
Outcome Engineering: Closing the Loop on Business Value
Predictability vs. Outcomes: What Are We Actually Predicting?
The Art of the Possible
Software Delivery Confidence: How to Build Trust in Commitments
Yet Another Leadership Article
Fast Flow Happens When Friction Fades
From Flow to Realization: Measuring What Matters
AI Graph Engineering Looks Familiar for a Reason
AI Is Changing Management, Not Reinventing It
The Real Intellectual Property of Modern Software
The AI Didn’t Sign Your IP Agreement
AI Token Spend Is Becoming Product Economics
The Flat Org That Still Had Managers
AI Can Shrink Your Team. It Cannot Shrink the Work
More Code Is Not More Value
The Real Definition of Done
AI Is a Multiplier

S3 Ep 59Software for Humans, Systems for Agents
In this episode, the AI hosts explore why the agentic era is shaping up to be more than another AI feature wave.As software begins to act on behalf of users, engineering and product leaders may need to rethink the systems beneath the interface, from data quality and secure APIs to durable state, long-running workflows, and human approval checkpoints.They discuss why trust will likely build gradually, starting with lower-risk tasks before expanding into higher-stakes transactions. The bigger idea is simple: this looks more like a major systems shift, similar to cloud or continuous delivery, than a surface-level product enhancement.Link to the article: Software for Humans, Systems for Agents, originally published April 06, 2026.Connect with me on LinkedIn

S3 Ep 58Staying Was the Hard Move
In this episode, the AI hosts unpack my recent career reflection article, Staying Was the Hard Move, and the counterintuitive truth that long tenure doesn’t have to mean stagnation.They explore what it actually takes to lead through the “hard middle” of digital transformation: modernizing legacy architecture without breaking customer trust, scaling engineering practices through years of growth, and evolving from tactical management into executive leadership focused on team outcomes.It’s a story about compounding impact, how resilience, culture, and sustained reinvention can become the real advantage.Link to the article: Staying Was the Hard Move, originally published February 28, 2026.Connect with me on LinkedIn