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Estimates have become emotionally charged in Agile for a reason: many teams have been punished for being wrong instead of supported for learning. In this episode, Brian Milner sits down with Mike Cohn to talk about estimating and planning in Agile in 2026—including why the “no estimates” conversation is usually a reaction to bad estimating, not estimating itself. Mike’s core message is simple: estimate to make decisions—not to predict the future. You’ll hear practical guidance on: 💡 Why estimates become “weapons” in organizations 💡 The real point of story points (and why “1 point = 1 day” causes damage) 💡 How to use estimation to support decisions and tradeoffs 💡 Why planning can increase adaptability (not reduce it) 💡 Flow metrics vs. estimation: why it’s not either/or 💡 How teams build credibility with leaders through reasonable planning 💡 What “estimate responsibly” really means (hint: use ranges) 📄 Download the free PDF field guide (Estimating & Planning in 2026): https://www.mountaingoatsoftware.com/... 🎧 Subscribe for more episodes of Agile Mentors: https://www.mountaingoatsoftware.com/... Dive in deeper: 📚 Blog: Getting Better Estimates Is Easier Than You Think by Mike Cohn https://www.mountaingoatsoftware.com/... 📚 Blog: What Are Agile Story Points? By Mike Cohn https://www.mountaingoatsoftware.com/... Chapters: 00:00 Introduction to Estimating and Planning 02:31 The Emotional Charge of Estimating 05:32 Evolving Perspectives on Estimation 08:08 The Purpose of Estimation 11:11 Estimation vs. Decision Making 13:52 Planning and Adaptability 16:35 Flow Metrics and Estimation 19:15 The Human Impact of Estimation 22:09 Improving Estimation Skills 24:51 Misuses of Estimation 27:54 Estimating Responsibly 30:29 Final Thoughts on Estimation