#157: What Teams Are Struggling With Right Now with Cort Sharp

#157: What Teams Are Struggling With Right Now with Cort Sharp

Author: Mountain Goat Software September 10, 2025 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 episode of the Agile Mentors Podcast, Brian Milner welcomes Mountain Goat Software colleague and community manager Cort Sharp for a real-time pulse check on what’s top-of-mind for Scrum teams today. From overloaded calendars to misunderstood metrics, Cort and Brian dig into the patterns and questions they’ve seen across classes and conversations lately. They unpack common friction points like meeting overload, velocity confusion, misused roles, and daily scrums that eat the whole morning, and offer grounded suggestions for handling each one. Whether you're a Scrum Master trying to protect team time or a developer wondering how to work more collaboratively, this episode offers helpful context (and practical nudges) to help your team work better, together. References and resources mentioned in the show: Cort Sharp #143: What Still Makes Teams Work (and Win) with Jim York #152: The Five Pillars of Real Agile Improvement with Mike Cohn 7 Advantages of Scrum (Plus 1 Hidden Disadvantage) by Mike Cohn What Is a High-Performing Agile Team? by Mike Cohn Mountain Goat Software’s Working on a Scrum Team Course 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 a Certified Scrum Trainer®, Certified Scrum Professional®, Certified ScrumMaster®, and Certified Scrum Product Owner®, and host of the Agile Mentors Podcast 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. We're back for another episode of the Agile Mentors Podcast. I'm here as always, Brian Milner. And today we have Mr. Court Sharp with us. Welcome in Court. Cort Sharp (00:10) Hey Brian, thanks for having me on again. Brian Milner (00:13) Yeah, Court has been a frequent guest of our show. If you've been around for a while, you probably remember some episodes we've done with him. Court works with us here at Mountain Goat Software. He is a producer and other things, community manager, other things. But he sits in on just about, well, not every class, but he sits in on a lot of classes and helps produce them and make sure that they work. We previously have had Court on with sort of this theme that, you know, Court has his finger on the pulse of things a little bit more because he sees the classes through multiple trainers. He hears the Q &As that take place in all the classes. You know, he even sees some of the emails and some of messages come through the Agile Mentors community from his work there. So Court just has some insight that maybe... a trainer like myself who only gets to see how people question in my classes that I might not have. So we like to have Kordon to get a broader voice of the people approach, if you will, into things. So we wanted to talk a little bit about what are people talking about now? What are the questions? What are the concerns? Cort Sharp (01:18) You Brian Milner (01:29) What are we hearing now in classes as opposed to maybe a year ago or six months ago? So I

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
#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…
#176: Why Most Product Organizations Struggle with Jason Knight [not-audio_url] [/not-audio_url]

Duration: 34:42
Many product teams are busy, but not necessarily effective. Brian Milner talks with product consultant Jason Knight about why so many organizations struggle with prioritization, customer insight, and measuring success—an…
#175: When AI Makes Agile Teams Worse with Hunter Hillegas [not-audio_url] [/not-audio_url]

Duration: 27:32
AI can make teams faster. But it can also quietly make them worse. In this episode, Brian Milner and Hunter Hillegas dig into the risks no one wants to talk about—from eroding developer judgment to weakening team communi…
#174: Why Estimating Still Matters with Mike Cohn [not-audio_url] [/not-audio_url]

Duration: 36:14
Estimating can bring out strong reactions, and for good reason. Mike Cohn and Brian Milner unpack why it gets misused, what “estimate responsibly” really means, and how to use planning to make better decisions without tu…
#173: Hiring for Agile Roles That Actually Work with Cort Sharp [not-audio_url] [/not-audio_url]

Duration: 39:28
Hiring for Scrum roles is harder than it looks. Making the wrong call can derail an Agile transformation before it even starts. In this episode, Brian and Cort unpack what to actually look for in Scrum Masters, Product O…
#172: The Five Pillars of Agile Transformation with Mike Cohn [not-audio_url] [/not-audio_url]

Duration: 32:30
Most agile transformations start with energy, and then stall out when things get complex. In this episode, Mike Cohn returns with a practical framework to help teams and leaders spot what’s missing, build lasting momentu…
#171: Why Agile Teams Succeed—or Don’t with Colin Fisher [not-audio_url] [/not-audio_url]

Duration: 34:02
Most teams aren’t broken because of individual incompetence. They’re struggling because the group itself isn’t set up to thrive. In this episode, author and researcher Colin Fisher joins Brian to reframe how we think abo…
#170: Leadership Lessons from the Marine Corps with Tanner Wortham [not-audio_url] [/not-audio_url]

Duration: 30:11
What can Agile leaders learn from the Marines? In this episode, Tanner Wortham joins Brian to share how principles of military leadership—like building authority into the trenches, experimenting under pressure, and prior…