#139: The Retrospective Reset with Cort Sharp

#139: The Retrospective Reset with Cort Sharp

Author: Mountain Goat Software March 26, 2025 Duration: 39:33
Retrospectives shouldn’t suck the energy out of your team—or get skipped entirely. In this episode, Brian and Cort share how to fix the most common retro fails and announce two brand-new tools to help you run retros that actually work. Overview In this episode of the Agile Mentors Podcast, Brian Milner and Cort Sharp break down why retrospectives are more than just a “Scrum box to check.” They’re the powerhouse behind continuous team improvement. From battling retro fatigue and quiet-room energy to creating psychologically safe environments and tying retrospectives to real results, they cover it all. Plus, Brian reveals the launch of two new on-demand courses—Better Retrospectives and The Retrospectives Repair Guide—designed to help teams stop skipping and start optimizing their retros. Whether you're a Scrum Master, coach, or facilitator, this episode is your practical guide to making retrospectives worth everyone’s time again. References and resources mentioned in the show: Cort Sharp Blog: Retrospectives With a Quiet Team Blog: Does a Scrum Team Need a Retrospective Every Sprint Mike Cohn’s Better User Stories Course Scrum Repair Guide 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. Cort Sharp is the Scrum Master of the producing team and the Agile Mentors Community Manager. In addition to his love for Agile, Cort is also a serious swimmer and has been coaching swimmers for five years. Auto-generated Transcript: Brian Milner (00:00) Welcome in Agile Mentors. Welcome back for another episode of Agile Mentors podcast. I'm with you as always, Brian Milner, but today we're gonna have a continuation of something we tried, a little experiment we tried a few weeks back here. I've got Mr. Court Sharp back with us. Welcome back in court. Cort Sharp (00:18) Hey, Brian, thanks for having me on again. I had lot of fun last time I was on here and it was a great discussion. So thanks for bringing me back. Brian Milner (00:21) Yeah. Yeah, it's, oh, absolutely. Yeah, know, got a lot of people said, hey, we kind of like that court guy. Kind of like hearing from court. So we wanted to have court back, you know, because you guys told us that you liked him. And we also wanted to have him back because we just thought this format kind of worked for various reasons. And last time we kind of hit on some things that were kind of more hot button issues of the day. things that have been flowing through social media or other things around Agile. But we wanted to have a little bit more of a focus for today's episode. And we're going to focus really on the topic of retrospectives. And maybe make a little announcement here along the way as we go along. But we're actually going to switch roles here a little bit. I'm going to kind of pass the ball over to Court. And I'm going let Court drive this, just like he did in the last episode. Ball's in your court. Ha ha, get it? Cort Sharp (01:18) Ha ha, court, there you go. Well thanks, Brian. Once again, I love coming on here, I love chatting with you. And like you said, yeah, we're gonna be talking about retrospectives today, mostly because I have been struggling with answering questions about retrospectives. I think this is one of the more common meetings within Scrum that just gets skipped over, just people don't find value in it. Brian

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
#138: The Bad Meeting Hangover with Julie Chickering [not-audio_url] [/not-audio_url]

Duration: 39:15
Ever left a meeting feeling more drained than before it started? That’s the dreaded meeting hangover. Brian Milner and Julie Chickering dive into why bad meetings have lasting effects—and what facilitators AND participan…
#137: Stop Wasting Time with Guests Kate Megaw [not-audio_url] [/not-audio_url]

Duration: 36:08
In this episode, Kate Megaw joins Brian Milner to share simple but powerful techniques that can turn those soul-sucking meetings into dynamic, action-driven conversations. If you're ready to make meetings worth attending…
#136: The Future of Agile Coaching with Andreas Schliep [not-audio_url] [/not-audio_url]

Duration: 32:00
What’s next for Agile coaching? Brian Milner and Andreas Schliep dive into the shifting landscape of Agile coaching, the differences between Scrum Masters and Agile Coaches, and how to carve out a sustainable career in a…
#135: Leading Without Authority with Pete Behrens [not-audio_url] [/not-audio_url]

Duration: 33:33
In this episode, Brian Milner and Pete Behrens explore the difference between managing and leading, the critical role of middle management in transformation, and how anyone—at any level—can drive real change in their org…
#133: Trending Agile: Scrum Masters, AI, and the Future of Agile [not-audio_url] [/not-audio_url]

Duration: 37:09
The Agile Alliance partners with PMI—what does it mean for Agile’s future? Plus, how AI is reshaping Scrum Master roles and why honesty (even when it stings) is the key to career growth. Brian Milner and Cort Sharp tackl…
#132: Can Nice Guys Finish First? with Scott Dunn [not-audio_url] [/not-audio_url]

Duration: 33:21
Can being "nice" at work actually hold you back? Join Brian and Scott Dunn as they unravel the myths around workplace "niceness," explore the balance between kindness and assertiveness, and reveal how honest communicatio…
#131: Lessons from Modern Agile with Joshua Kerievsky [not-audio_url] [/not-audio_url]

Duration: 32:09
Is Agile still relevant in today’s fast-paced world? Brian and Joshua Kerievsky reveal the four game-changing principles of Modern Agile that prioritize safety, empowerment, and continuous value delivery. Overview In thi…