#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
#159:  Is Scrum Really Too Many Meetings? with Lance Dacy [not-audio_url] [/not-audio_url]

Duration: 43:09
“Too many meetings” is one of the most common complaints in Scrum teams, but is it really the meetings, or what’s (not) happening in them? In this episode, Brian and Lance Dacy dig into the events of Scrum to uncover wha…
#158: Should You Skip the Sprint Retrospective? with Mike Cohn [not-audio_url] [/not-audio_url]

Duration: 29:18
Is your team dreading retrospectives, or skipping them altogether? Mike Cohn joins Brian Milner to unpack what’s really going wrong (and how to fix it) so retros don’t just take up time… they actually make your team bett…
#157: What Teams Are Struggling With Right Now with Cort Sharp [not-audio_url] [/not-audio_url]

Duration: 39:27
Scrum isn’t new, but the questions teams are asking about it are evolving. In this episode, Brian and Cort Sharp compare notes on what they're hearing in class, in the community, and behind the scenes. Overview In this e…
#155: Preparing for Interviews the Agile Way with Tali Shlafer [not-audio_url] [/not-audio_url]

Duration: 31:32
Even the most capable professionals can struggle in interviews. In this episode, Brian and job interview coach Tali Shlafer break down why, and what to do instead. Overview In this episode of the Agile Mentors Podcast, B…
#154: The Underpowered PO with Barnaby Golden [not-audio_url] [/not-audio_url]

Duration: 30:26
Join Brian and Barnaby Golden as they dig into a surprisingly common roadblock in Agile teams, the underpowered product owner, and how it quietly derails decision-making, flow, and team momentum. Overview In this episode…
#153: Getting Real Buy-In for Agile Transformation with Scott Dunn [not-audio_url] [/not-audio_url]

Duration: 34:17
Join Brian and Scott Dunn as they unpack what “buy-in” actually means and what it takes to move from surface-level support to genuine commitment in this episode of the Agile Mentors Podcast. Overview In this episode of t…
#152: The Five Pillars of Real Agile Improvement with Mike Cohn [not-audio_url] [/not-audio_url]

Duration: 39:31
Join Brian and Mike Cohn as they unpack the five essential pillars that take Agile from “just the motions” to meaningful, measurable impact. Plus, get a behind-the-scenes look at their revamped course built for real team…
Pressing Pause: A Summer Break and What’s Coming Next [not-audio_url] [/not-audio_url]

Duration: 1:09
We’re taking our own advice and hitting pause to recharge this July. While we’re off the mic, revisit past episodes packed with timeless insights and conversations you may have missed. Overview This week, we're pressing…