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Food for Agile Thought #506: Personal AI Productivity, Strategy Problem Diagnosis, Fooled by A/B Tests, Narcissistic Leaders

TL; DR: Personal AI Productivity — Food for Agile Thought #506

Welcome to the 506th edition of the Food for Agile Thought newsletter, shared with 40,541 peers. This week, Jenny Wanger explores how cognitive biases like loss aversion and the planning fallacy can derail personal AI productivity, while John Cutler dissects poor strategy execution into structural problems of insight, clarity, and commitment. David Pereira critiques outdated stakeholder management, calling for a collaborative partnership instead. Justin Massa outlines a four-step method to evaluate AI models beyond the hype, and Mike Fisher dismantles the heroic leader myth, advocating for humility and systems that foster shared leadership.

Next, Aakash Gupta interviews Teresa Torres on how Continuous Discovery Habits apply to AI products, stressing thoughtful validation over speed. Phoebe Sajor reflects on building with AI tools as a non-coder, exposing risks beneath the empowerment, while Jing Hu reveals how persuasion tactics can manipulate AI safety mechanisms. Zvi Mowshowitz reviews GPT-5’s subtle but functional upgrades, and Mark Graban urges leaders to fix systemic blockers that daily Kaizen efforts alone cannot resolve.

Lastly, Bessemer’s 2025 State of AI highlights two startup archetypes and urges focus on memory, action, and private evaluations. Kevin Kelly examines AI as an insatiable resource feeding itself in endless loops, and Gergely Orosz warns of unsustainable workweeks in AGI-focused startups. Additionally, Torsten Walbaum and Kyle Poyar show how Deep Research can drive serious GTM gains. Finally, Louise North critiques misleading A/B tests and calls for deeper user insight and strategic boldness.




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🏆 The Tip of the Week: Personal AI Productivity

Jenny Wanger: Why Your Brain Is the Biggest Bottleneck in AI Productivity

Jenny Wanger shares how cognitive biases like loss aversion and the planning fallacy, not AI, sabotaged her productivity, turning a “free” project into a time sink and highlighting how mental models shape tool effectiveness.

🎯 Product

John Cutler: Diagnosing Your Company's Strategy Problem

John Cutler breaks down weak strategy execution into missing insights, unclear strategic games, and failure to commit, urging contributors to diagnose indecision as a structural issue rather than mere incompetence.

David Pereira: Why Stakeholder Management Fails (and What Works Instead)

David Pereira argues that stakeholder management is outdated in modern product work, urging product leaders to build partnerships, use clear language, and foster alignment through collaboration instead of collecting scattered requests.

Aakash Gupta and Teresa Torres: 📺 Teresa Torres' Step-by-Step Guide to AI Product Discovery

Aakash Gupta interviews Teresa Torres on applying Continuous Discovery Habits to AI product development, covering validation, opportunity mapping, interview synthesis, and how AI can accelerate but not replace thoughtful discovery.

(via Stack Overflow): A new worst coder has entered the chat: vibe coding without code knowledge

Phoebe Sajor explores “vibe coding” as a nontechnical user building an app with AI tools like Bolt, revealing both the empowerment and hidden pitfalls when code is generated without understanding, testing, or security in mind.

🧠 Artificial Intelligence

Justin Massa: Evaluating New AI Models

Justin Massa shares a four-step system for evaluating new AI models that cuts through hype and helps you spot meaningful improvements. The approach blends quick tests, signature questions, deep work trials, and stress tests.

Jing Hu — 2nd Order Thinking: How Do You Negotiate With AI?

Jing Hu explores how classic persuasion techniques like flattery, urgency, and social proof can trick AI models into bypassing their safety rules, revealing how human-like vulnerabilities emerge from purely statistical training.

Zvi Mowshowitz: GPT-5s Are Alive: Synthesis

Zvi Mowshowitz outlines why GPT-5 is a steady, not spectacular, upgrade. Thinking and Pro modes improve writing and reduce hallucinations, but rollout flaws and overhype obscure otherwise solid usability gains across everyday workflows.

(via Bessemer Venture): The State of AI 2025

Bessemer shares its 2025 State of AI, mapping a chaotic but clarifying universe where AI startups fall into two archetypes, Supernovas and Shooting Stars, and urges founders to focus on memory, action, and private evals over hype.

🖥 💯 🇬🇧 AI for Agile BootCamp Cohort #2 — September 15 - October 6, 2025

The job market’s shifting. Agile roles are under pressure. AI tools are everywhere. But here’s the truth: the Agile pros who learn how to work with AI, not against it, will be the ones leading the next wave of high-impact teams.

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Learn more: 🖥 🇬🇧 AI for Agile BootCamp Cohort #2 — September 15 - October 6, 2025.

Customer Voice: “The AI for Agilists course is an absolute essential for anyone working in the field! If you want to keep up with the organizations and teams you support, this course will equip you with not only knowledge of how to leverage AI for your work as an Agilist but will also give you endless tips & tricks to get better results and outcomes. I thoroughly enjoyed the course content, structure, and activities. Working in teams to apply what we learned was the best part, as it led to great insights for how I could apply what I was learning. After the first day on the course, I already walked away with many things I could apply at work. I highly recommend this course to anyone looking to better understand AI in general, but more specifically, how to leverage AI for Agility.” (Lauren Tuffs, Change Leader | Business Agility.)

➿ Agile & Leadership

Mike Fisher: The Narcissistic Leader

Mike Fisher challenges the myth of the heroic leader by contrasting narcissism with real leadership, which thrives on humility, shared success, and building systems that empower others to lead and grow.

Kevin Kelly: No Limit for Better

Kevin Kelly explores why artificial intelligence may be the first truly insatiable resource, as we shift from human use to AI agents consuming AI in endless loops, chasing betterment without a finish line.

Gergely Orosz: New trend: extreme hours at AI startups

Gergely Orosz explores how AI startups are reviving extreme workweeks, with some pushing 80-hour norms driven by AGI hype, investor pressure, and dreams of wealth, despite mounting risks of burnout and attrition.

📯 The Benefits of AI Micromanagement

The Benefits of AI Micromanagement show up when you feed ChatGPT 5 progressively more context about your actual situation. I tested five prompts for a Retrospective design: from zero context to full team background with extended reasoning time. Case 1 produced generic “Scrum Oscars” nonsense. Case 5 delivered sophisticated root-cause analysis targeting chronic top-down thrash, dependency gridlock, and psychological safety erosion.

The difference? Strategic context curation. More context created better solutions, but only when that context was relevant and structured.

🎓 Learn more: The Benefits of AI Micromanagement.

🛠 Concepts, Practices, Tools & Measuring

Mark Graban: Kaizen Alone Isn't Enough: Why Leaders Must Fix the System for Real Improvement

Mark Graban argues that daily Kaizen is necessary but insufficient when systemic flaws persist, emphasizing that only leaders have the authority to fix structures that frontline improvement alone cannot overcome.

Torsten Walbaum and Kyle Poyar: How to use Deep Research for GTM

Torsten Walbaum and Kyle Poyar share how to turn Deep Research into a practical GTM force multiplier, offering workflows, prompt templates, and use cases that save hours and upgrade AI from toy to McKinsey-tier assistant.

(via Webdesigner Depot): Your A/B Tests Are Lying to You! The Myth of Data Driven Design

Louise North argues that most A/B tests mislead more than they inform, especially for teams with low traffic, and urges designers to prioritize user insight, long-term thinking, and bold strategic choices instead.

📅 Scrum Training & Event Schedule

You can secure your seat for Scrum training classes, workshops, and meetups directly by following the corresponding link in the table below:

Date Class and Language City Price
🖥 💯 🇬🇧 April 15-29, 2026 Guaranteed: Claude Cowork BootCamp (English; Live Virtual Cohort) Live Virtual Cohort $149 incl. 19% VAT (If applicable.)
🖥 💯 🇩🇪 April 22-23, 2026 Guaranteed: Professional Scrum Product Owner – AI Essentials Training (PSPO AIE; German; Live Virtual Class) Live Virtual Class €799 incl. 19% VAT (If applicable.)
🖥 💯 🇩🇪 May 19-20, 2026 Guaranteed: Professional Scrum Product Owner Training (PSPO I; German; Live Virtual Class) Live Virtual Class €1,299 incl. 19% VAT (If applicable.)
🖥 💯 🇬🇧 May 28 to June 25, 2026 Guaranteed: AI4Agile BootCamp #7 (English; Live Virtual Cohort) Live Virtual Cohort €499 incl. 19% VAT (If applicable.)

See all upcoming classes here.

You can book your seat for the training directly by following the corresponding links to the ticket shop. If the procurement process of your organization requires a different purchasing process, please contact Berlin Product People GmbH directly.

📺 Join 6,000-plus Agile Peers on Youtube

Now available on the Age-of-Product YouTube channel to improve learning, for example, about Personal AI Productivity:

✋ Do Not Miss Out: Learn more about Personal AI Productivity — Join the 20,000-plus Strong ‘Hands-on Agile’ Slack Community

I invite you to join the “Hands-on Agile” Slack Community and enjoy the benefits of a fast-growing, vibrant community of agile practitioners from around the world.

If you would like to join all you have to do now is provide your credentials via this Google form, and I will sign you up. By the way, it’s free.

Help your team to learn about Personal AI Productivity by pointing them to the free Scrum Anti-Patterns Guide:

🗞️ Last Week’s Food for Agile Thought Edition

Read more: Food for Agile Thought #505: GPT-5, Building Product Sense, The ‘Just Ship It’ Issue, Future of Scrum Teams.

Categories: News
Stefan Wolpers: Stefan, based near Hamburg, Germany, has worked for 20-plus years as a Product Manager, Product Owner, Agile Coach, and Scrum Master. He is a Professional Scrum Trainer (PST) with Scrum.org and the author of Pearson’s “Scrum Anti-Patterns Guide.” Recently, he began exploring how generative AI will impact agile product development, educating agile practitioners on how to utilize the new technology effectively. He has developed B2C and B2B software for startups and corporations, including a former Google subsidiary. Stefan curates the ‘Food for Agile Thought’ newsletter and organizes the Hands-on Agile Conference, a Barcamp for agile practitioners.
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