#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
#109: Leadership and Culture in DevOps with Claire Clark [not-audio_url] [/not-audio_url]

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#103: Developer Relations and SQLMesh with Marisa Smith [not-audio_url] [/not-audio_url]

Duration: 28:36
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#102: Communicating Agile Transformations with McCaul Baggett [not-audio_url] [/not-audio_url]

Duration: 31:15
Join Brian Milner and McCaul Baggett as they explore the power of empathy and storytelling in successful Agile transformations. Learn McCaul's five-step approach to effective communication and discover strategies to over…
#101: Fostering Sustainable Change with Leor Herzfeld [not-audio_url] [/not-audio_url]

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Join Brian as he discusses the crucial elements of sustainable agility with Leor Herzfeld, Agile Coach and CEO of Integral Agile. Dive into the human side of sustainability and discover the 14 dimensions essential for cr…