HeyJaredStellar Work
Work is broken. Not in a LinkedIn-thought-leader way. In a "we spent 18 months on a transformation and nothing changed" way. Ben unpacks what actually moves the needle with practitioners, engineers, and leaders who've been through it. New episodes every two weeks.
- Indexed episodes, last 90 days
- 5
- Latest publication
- Sep 7, 2026
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- Earliest in this view
- Jul 13, 2026
Latest episodes
#65 Matt LeMay - The Low-Impact AI Death Spiral (opens the original)
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Matt LeMay thought product teams had finally outgrown the feature factory. Then AI handed everyone a faster conveyor belt.Matt is a product consultant and author who has worked with Google, Spotify, and MailChimp. His book Impact-first Product Teams gave a name to what happens when teams optimize for safe, visible output: the Low-Impact Death Spiral. AI, he argues, is accelerating it.What you'll hear:- Why low-impact work compounds: every harmless little feature raises the cost of doing impactfu
#64 Laura Tacho - You weren't measuring well before AI either (opens the original)
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AI did not break engineering metrics. It made it obvious that most companies never had any worth trusting.Laura Tacho spent 15 years building developer tools, ran DX as CTO, and now works on developer experience at AWS. She has seen the measurement data from hundreds of engineering organisations, which makes her a hard sell on the 10x productivity story.What you'll hear:The 17x jump in code volume that barely moves the number of shipped releasesWhy token leaderboards work for a while, then start
#63 Teresa Torres - Taste won't save your product (opens the original)
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Teresa Torres calls the "all you need is taste" narrative what it is: Silicon Valley elitism dressed up as product wisdom.Five years after Continuous Discovery Habits, Teresa has gone from product discovery coach to building AI products herself. In this conversation she explains why that transition happened, and why most teams get AI-assisted discovery wrong.What you'll hear:- Why a founder's taste doesn't matter, but matching the customer's taste does- The difference between using AI to think b
#62 Barbara Lampl - There is no such thing as AI strategy (opens the original)
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If your leadership is discussing which AI tool to buy, they are having the wrong discussion.Barbara Lampl has built and fixed data and AI strategies for over 20 years. Behavioral mathematician, known on LinkedIn as AI Babsi. Her diagnosis of failed AI adoption is blunt: organizations refuse to redesign their processes, and the knowledge that actually runs the business was never written down.What you'll hear:- Why every process needs touching before an LLM goes near it- How to capture tribal know
#61 Thomas Dohmke - Let the rebellion begin (opens the original)
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Thomas Dohmke predicted AI would write 80% of code within five years. The number held. The timeline didn't. It took three.Thomas ran GitHub as CEO through the Copilot years. Now he's building Entire, a developer platform for the era where agents write the code. In this episode he explains why that platform can't be built on files and folders, and why it took a new company to build it.What you'll hear:- Entire Blame and Entire Why: the prompts and reasoning stored in the repo, next to the commit-
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