#141: Cooking Up a Killer Retrospective with Brian Milner

#141: Cooking Up a Killer Retrospective with Brian Milner

Author: Mountain Goat Software April 9, 2025 Duration: 30:20
Tired of “What went well?” and “What didn’t”? Brian Milner is here to help you cook up retrospectives that actually get your team thinking, collaborating, and improving. From creative themes to actionable frameworks, this is your behind-the-scenes guide to better retros. Overview Do your retrospectives feel more “check-the-box” than game-changing? Brian Milner shares his full recipe for planning and facilitating retrospectives that actually matter. Whether your team is stuck in repetition, tuning out, or phoning it in, Brian’s step-by-step approach will show you how to bring structure, creativity, and energy back into the room. Brian walks you through the five essential components of a retrospective, including how to match formats to your team’s personality, align activities with Agile's three pillars (transparency, inspection, and adaptation), and spark meaningful change with every session. References and resources mentioned in the show: Stranger Things Retrospective Download Agile Retrospectives by Esther Derby & Diana Larsen Retromat Blog: Overcoming Four Common Problems with Retrospectives by Mike Cohn Blog: Does a Scrum Team Need a Retrospective Every Sprint? By Mike Cohn #139 The Retrospective Reset with Cort Sharp Retrospectives Repair Guide Better Retrospectives Subscribe to the Agile Mentors Podcast Want to get involved? This show is designed for you, and we’d love your input. Enjoyed what you heard today? Please leave a rating and a review. It really helps, and we read every single one. Got an Agile subject you’d like us to discuss or a question that needs an answer? Share your thoughts with us at podcast@mountaingoatsoftware.com This episode’s presenters are: Brian Milner is SVP of coaching and training at Mountain Goat Software. He's passionate about making a difference in people's day-to-day work, influenced by his own experience of transitioning to Scrum and seeing improvements in work/life balance, honesty, respect, and the quality of work. Auto-generated Transcript: Brian Milner (00:00) Welcome in Agile Mentors. We are back for another episode of the Agile Mentors podcast, like we always do. And I'm with you as always, Brian Milner. Today we have with us, me, just me. Now, before you get frustrated with that or think we're copping out in some way, this is intentional. I wanted to have an episode to myself because and working through all this stuff around retrospectives, I thought that it might be good to take an episode here. And I kind of thought of it sort of like a cooking episode, right? Like if you watch a cooking show, you know, Gordon Ramsay show or something, they'll walk you through how they make something. And it's from start to finish. They show you the ingredients. They show you how everything's put together. And then you see this beautiful dish at the end. Well, I've often compared the way that you can format a retrospective to a little bit like a meal, because a meal has different courses in it. And a retrospective should have these themed areas or repeatable sections of it. And so I thought of it a little bit like making a meal. So I thought I'd just walk you through a little bit step by step. what I'm thinking here and how I would go about doing it. this is, you know, we're cooking up something special here. It's a kind of a recipe here that's, you know, equal parts creative and effective. It's a way to try to keep your retrospectives interesting, but also keep them to be solid and where you can have an actual outcome that comes from this. And you actually make definitive changes here with your team as a result. So there's a couple of retrospective courses that I have coming out where I go into detail about all these things, but I wanted to take an episode where I could walk you through and just have you kind of peer over my shoulder a little bit about how I might do this if I was going to create a retrospective for a team. So first starters, I think we have

Hosted by Mountain Goat Software, the Agile Mentors Podcast is a conversation for anyone involved in or curious about agile practices. It’s a space where the philosophy meets the practical, moving beyond theory to tackle the real-world challenges teams face every day. You’ll hear discussions that dig into the nuances of Scrum, Kanban, and other frameworks, exploring how they adapt to different environments and scale. The dialogue often focuses on the human side of change-how to foster better collaboration, navigate organizational hurdles, and cultivate a genuinely agile mindset rather than just going through the motions. This podcast serves as a resource for continuous learning, whether you're troubleshooting a specific sprint issue or looking for fresh perspectives to reinvigorate your approach. Each episode aims to provide actionable insights and thoughtful reflection, making the complex landscape of modern software development feel more accessible and manageable. Tune in for honest talk from experienced practitioners who understand that agility is a journey, not a destination.
Author: Language: en-us Episodes: 100

Agile Mentors Podcast from Mountain Goat Software
Podcast Episodes
#186: Why Teams Stop Caring About Retrospectives with Cort Sharp [not-audio_url] [/not-audio_url]

Duration: 32:46
Retrospectives are supposed to help teams improve, but for many teams they slowly become rushed, repetitive, or skipped altogether. In this episode, Brian Milner and Cort Sharp unpack why retrospectives lose their value…
#185: The Real ROI of Agile with Scott Dunn [not-audio_url] [/not-audio_url]

Duration: 41:55
A lot of organizations say they’ve “gone Agile,” but still struggle with missed deadlines, unclear priorities, and teams that feel busy without delivering better outcomes. In this episode, Scott Dunn joins Brian Milner t…
#184: Scrum in High-Stakes Environments with John Holmes [not-audio_url] [/not-audio_url]

Duration: 41:55
Many leaders assume Agile breaks down in highly regulated environments. John Holmes has spent years proving the opposite inside aerospace, defense, and space programs where the cost of failure is extremely high. Overview…
#183: How AI Is Reshaping Product Ownership with Lance Dacy [not-audio_url] [/not-audio_url]

Duration: 33:23
AI can help product owners move faster, but faster is not always better. In this episode, Lance Dacy and Brian Milner explore where AI genuinely improves product work and where teams still need strong judgment, clear pri…
#182: Never Stop Experimenting with Stavros Stavru [not-audio_url] [/not-audio_url]

Duration: 26:59
In a world changing faster than most teams can keep up with, standing still may be the biggest risk of all. Brian Milner sits down with Stavros Stavru to explore why experimentation is no longer optional and how teams ca…
#181: How to Start Agile Without Overengineering It with Cort Sharp [not-audio_url] [/not-audio_url]

Duration: 33:34
Too many teams try to “do Agile” by adding layers of process before they understand the problem they’re trying to solve. In this episode, Brian Milner and Cort Sharp discuss how to start Agile simply, avoid unnecessary c…
#179: Leadership Decisions That Quietly Derail Agile with Mike Cohn [not-audio_url] [/not-audio_url]

Duration: 29:35
Many agile struggles don’t start with the team. They start with leadership decisions that seem reasonable but create friction, confusion, or misalignment over time. In this episode, Mike Cohn outlines the patterns that m…
#178: How AI Is Actually Changing Software Teams with Hunter Hillegas [not-audio_url] [/not-audio_url]

Duration: 29:24
AI isn’t just speeding up coding. It’s starting to change how teams work, what they build, and even who needs to be involved. In this episode, Brian and Hunter separate real impact from hype and explore what’s already sh…
#177: The 5 Habits of High Learning Teams with Lance Dacy [not-audio_url] [/not-audio_url]

Duration: 36:45
Most teams say they want to improve. Few actually build the habits that make it happen. In this episode, Brian and Lance break down what separates teams that learn from teams that stall—and what leaders do that quietly g…