#169: Building Practical AI for Agile Teams with Hunter Hillegas

#169: Building Practical AI for Agile Teams with Hunter Hillegas

Author: Mountain Goat Software December 3, 2025 Duration: 34:14
It’s not just about cool tools. Hunter Hillegas (CTO at Mountain Goat Software) joins Brian to unpack what it’s really like to build with AI—from hallucinations and context management to dev workflows, testing strategies, and where the humans still matter most. Overview This episode dives deep into the real work behind bringing AI into agile. Brian and Hunter trace the arc from early experiments to full-scale agents, sharing what it took to build responsibly on large language models (and what still keeps them up at night). They get into the weeds of context handling, trust and verification, dev productivity, and what makes a good AI coach actually helpful. Along the way, they explore how tools are changing—faster than most teams can keep up—and what that means for the future of learning, coding, and collaborating in agile environments. References and resources mentioned in the show: Hunter Hilligas AI Tool Kit Agile Skils Video Library Mike's Better User Stories Webinar #82: The Intersection of AI and Agile with Emilia Breton #151: What AI Is Really Delivering (and What It’s Not) with Evan Leybourn & Christopher Morales #161: Test-Driven Development in the Age of AI with Clare Sudbery #166: AI Isn’t Coming for Your Job, But It Is Joining Your Team with Dr. Michael Housman 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. Hunter Hillegas is the Chief Technology Officer at Mountain Goat Software. With over 20 years of experience in software development, product ownership, and team leadership, he leads the creation of tools like the AI Toolkit and Team Home to support effective, engaging learning experiences. Hunter lives in Santa Barbara, California, with his wife and their dog Enzo.

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
#99: AI & Agile Learning with Hunter Hillegas [not-audio_url] [/not-audio_url]

Duration: 33:06
Join Brian Milner and Hunter Hillegas as they unveil Goatbot, Mountain Goat Software's latest AI innovation designed to transform how we access and learn from Agile and Scrum resources. Tune in to hear Hunter delve into…
#98: Coaching the Coaches with Vinnie Gill [not-audio_url] [/not-audio_url]

Duration: 33:32
Join Brian and Agile coaching expert Vinnie Gills as they tackle the complexities of being an Agile coach and working with and among teams. Discover key strategies for overcoming conflicts and enhancing teamwork within t…
#97: Exploring Liquid Agility with Arlen Bankston [not-audio_url] [/not-audio_url]

Duration: 35:24
Join Brian as he and Arlen Bankston unveil the secrets of Liquid Agility in this episode of the Agile Mentors Podcast. Dive into how this innovative framework revolutionizes product management and fills the gaps in tradi…
#96: Mastering Asynchronous Work with Sumeet Moghe [not-audio_url] [/not-audio_url]

Duration: 39:01
Join Brian and Sumeet Moghe as they discuss transforming the focus and efficiency of Agile teams in our always-on world. Discover how to master asynchronous work to enhance decision-making and improve team dynamics. Over…
#95: Navigating Change with Precision with Steve Martin [not-audio_url] [/not-audio_url]

Duration: 35:07
Join Brian as he explores the Change Initiative Canvas with Dr. Steve Martin, a groundbreaking tool designed to streamline and succeed in organizational change efforts. Learn how to tackle change with clarity and strateg…
#94: Connecting Teams and Leadership with Anthony Coppedge [not-audio_url] [/not-audio_url]

Duration: 39:26
Join Brian and Anthony Coppedge as they unlock the secrets to bridging the team-leadership divide. Learn how to navigate through fear, short-term thinking, and the transformative power of Agile within top-tier organizati…
#93: The Rise of Human Skills and Agile Acumen with Evan Leybourn [not-audio_url] [/not-audio_url]

Duration: 32:03
Explore the skills revolution with Brian and Evan Leybourn of the Business Agility Institute as they dive into a landmark study on the skills shaping today's workforce. Learn why adaptability, human skills, and agile acu…
#92: Navigating Scrum Anti-Patterns with Stefan Wolpers [not-audio_url] [/not-audio_url]

Duration: 31:12
Join Brian and Stefan Wolpers as they explore the labyrinth of Scrum anti-patterns, shedding light on the crucial shifts needed in communication, event understanding, and organizational empowerment for Agile success. Ove…
#91: Revolutionizing HR with Pia-Maria Thorén [not-audio_url] [/not-audio_url]

Duration: 33:25
Dive into an enlightening conversation with Brian Milner and HR innovator Pia Maria Thorén on the transformative power of Agile in HR and leadership. Discover a people-centric approach that champions attitude, growth, an…
#90: Mastering Agile Coaching with Cherie Silas [not-audio_url] [/not-audio_url]

Duration: 35:16
Join Brian Milner and Master Coach Cherie Silas as they discuss the intricate dance between professional coaching and Agile coaching and unlock the secrets to empowering Agile transformations. Overview Join us on a capti…