A weekly problem-solving session for all things agile
Troubleshooting Agile
Troubleshooting Agile is a problem-solving session for agile teams. Jeffrey Fredrick and Douglas Squirrel look at common problems agile teams face and provide practical, immediately useful advice for getting back on track.
Author
A weekly problem-solving session for all things agile
Category
Podcast website
Latest episode
Jul 8, 2026
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Episodes
ChatGPT Teaches Us About Conversations 03.01.2024 16:17
ChatGPT is a boring writer, but can be a fantastic teacher. This week on Troubleshooting agile, we discuss how you can use AI language models to learn how to have difficult conversations with colleagues and disappoint them helpfully, with your hosts, Squirrel and Jeffrey. Links: Roger Schwarz's Ted and Paula conversation: in https://cdn.csu.edu.au/__data/assets/pdf_file/0008/917018/Eight-Behaviors...
Building a Platform Under Pressure 27.12.2023 17:44
Incompatible regulations, competing customers - this week, a listener in a government IT agency tells us about his team's difficult challenges. Jeffrey and I recommend a (difficult!) path to platform success on this episode of Troubleshooting Agile. Links: - Books by Gene Kim: https://www.goodreads.com/author/show/328437.Gene_Kim -------------------------------------------------- Order your copy o...
Gene Kim on Winning Organisations Part III: Simplification & Amplification 20.12.2023 26:43
Phoenix Project author, Gene Kim, is back on Troubleshooting Agile to discuss the groundbreaking theories of organizational management described in his new book, Wiring the Winning Organization. In this episode (part three of three), Gene discusses how and why you should be "simplifying” and “amplifying" in your DevOps team. Links: - Wiring the Winning Organization: https://itrevolution.com/produc...
Gene Kim on Winning Organisations Part II: Slowification 13.12.2023 22:29
Phoenix Project author, Gene Kim, is back on Troubleshooting Agile to discuss the groundbreaking theories of organizational management described in his new book, Wiring the Winning Organization. In this episode (part two of three), Gene describes the “Danger Zone”, and the first of three mechanisms for exiting the high-risk zone: Slowification. Links: - Wiring the Winning Organization: https://itr...
Gene Kim on Winning Organisations Part I: The Most With The Least 06.12.2023 17:50
Phoenix Project author, Gene Kim, joins us on Troubleshooting Agile to discuss the groundbreaking theories of organizational management described in his new book, Wiring the Winning Organization. In this episode (part one of three), Gene talks about his mission to improve the way work is done at the world’s largest organizations, how that led to his collaboration with coauthor Dr. Steven Spear, an...
Elders of the Tribe 29.11.2023 16:58
Effective executives draw on extensive battle scars for guidance and insight. Join your hosts Squirrel and Jeffrey to discover how to learn from the elders, and become one yourself, on today's episode of Troubleshooting Agile. -------------------------------------------------- Order your copy of our book, Agile Conversations at agileconversations.com Plus, get access to a free mini training video...
How to Not Do Everything 22.11.2023 15:20
Tech teams operate best with clearly defined "negative space" that's not in scope - and leaders are more receptive to defining it than they think. Join your hosts Squirrel and Jeffrey to learn why the principles of art apply to product development on today's episode of Troubleshooting Agile. Links: - Yves Klein: https://www.tate.org.uk/art/artworks/klein-ikb-79-t01513 - Kano model: https://en.wiki...
Bench Sweeps 15.11.2023 12:05
Your niggling worries and minor observations are "bench sweeps", valuable dust that are worth refining into gold. Listen to this week’s episode of Troubleshooting Agile to learn why you shouldn't ignore your gut feelings, with your hosts Squirrel and Jeffrey! Links: - Not "Eureka" but "That's Funny": https://quoteinvestigator.com/2015/03/02/eureka-funny/ -------------------------------------------...
Immediacy and Frequency 08.11.2023 13:06
Know what users think of your software as soon as it's done - the secret is immediacy and frequency. Listen to today’s episode to find out how daily feedback is absolutely possible, with your hosts Squirrel and Jeffrey on Troubleshooting Agile. Links: - Glidepath Indicator: https://agileconversations.com/blog/glideslope/ -------------------------------------------------- Order your copy of our boo...
Agility Across Departments 01.11.2023 16:09
Today on Troubleshooting Agile, we answer a listener’s question on how to get disparate teams co-operating on a shared objective - and how to get them sharing bad news! Listen to hear our discussion and solutions, with your hosts, Squirrel and Jeffrey. Links: - Trust Conversation: https://itrevolution.com/articles/test-driven-development-for-people/ - Psychological Safety: https://amycedmondson.co...
Digging Into Constructive Conflict 25.10.2023 16:02
What to do when your tech team isn't arguing (productively!)? Join us on Troubleshooting Agile to learn practical ideas for discovering shared facts and creating constructive conflict, with your hosts, Squirrel and Jeffrey. Links: - Test-Driven Development for People: https://itrevolution.com/articles/test-driven-development-for-people/ -------------------------------------------------- Order your...
Missing Conversations Part IV: Productive Conflict 18.10.2023 17:09
An underperforming tech team is missing something, but what? This week on Troubleshooting Agile, Squirrel and Jeffrey share part three of their 3-stage diagnostics for discovering missing conversations. Links: - Stratechery quadrant: https://stratechery.com/2013/the-uncanny-valley-of-a-functional-organization - The Line: https://themanagershandbook.com/consciousness/the-line - NVC Feelings and Nee...
Missing Conversations Part III: Engagement 11.10.2023 13:44
An underperforming tech team is missing something, but what? This week on Troubleshooting Agile, Squirrel and Jeffrey share part two of their 3-stage diagnostics for discovering missing conversations Links: - Edmondson, Teaming: https://www.goodreads.com/en/book/show/7023600 - Liberating Structures: https://www.liberatingstructures.com/ - Anarchic Planning series: - https://soundcloud.com/troubles...
Missing Conversations Part II: Alignment 04.10.2023 10:47
An underperforming tech team is missing something, but what? This week on Troubleshooting Agile, Squirrel and Jeffrey share part one of their 3-stage diagnostics for discovering missing conversations Links: - Simon Sinek, Start With Why: https://simonsinek.com/books/start-with-why/ - Toyota Kata: https://en.wikipedia.org/wiki/Toyota_Kata -------------------------------------------------- Order you...
Missing Conversations Part I: The Checklist 27.09.2023 6:39
An underperforming tech team is missing something, but what? This week on Troubleshooting Agile, Squirrel and Jeffrey share their diagnostics for discovering missing conversations Links: - Psychological Safety: https://amycedmondson.com/psychological-safety/ -------------------------------------------------- Order your copy of our book, Agile Conversations at agileconversations.com Plus, get acces...
Negative Space 20.09.2023 15:56
Is your tech team choosing safety by doing everything, or do you dump more than you do? Join us today on Troubleshooting Agile to uncover the more profitable path through "negative space" with Squirrel and Jeffrey. Links: - Previous episode mentioning negative space: https://agileconversations.com/blog/the-two-shirt-solution-for-agile-chaos/ - Where's Wally: https://en.wikipedia.org/wiki/Where%27s...
Real Results 13.09.2023 13:03
Don't let your engineers outsource risk by settling for a list of tasks, instead give them real business-meaningful targets and permission to fail. Join your hosts, Jeffrey and Squirrel on this episode of Troubleshooting Agile to talk OKRs (Objectives and Key Results) and getting your team in alignment. -------------------------------------------------- Order your copy of our book, Agile Conversat...
CITCON, Open Space, and Lean Coffee Part III 06.09.2023 17:30
Get a behind-the-scenes look at Open Space in action from CITCON organiser, our own Jeffrey Fredrick. Listen to part three of our three part series to find out how and why you should try anarchic agenda-setting for your next offsite, meeting, or conference. Links: CITCON Berlin: https://citconf.com/berlin2023/ - Open Space: https://citconf.com/openspace.php - Lean Coffee: http://leancoffee.org ---...
CITCON, Open Space, and Lean Coffee Part II 26.08.2023 14:34
Get a behind-the-scenes look at Open Space in action from CITCON organiser, our own Jeffrey Fredrick. Listen to part two of our three part series to find out how and why you should try anarchic agenda-setting for your next offsite, meeting, or conference. Links: - CITCON Berlin: https://citconf.com/berlin2023/ - Open Space: https://citconf.com/openspace.php - Lean Coffee: http://leancoffee.org ---...
CITCON, Open Space, and Lean Coffee Part I 23.08.2023 17:20
Get a behind-the-scenes look at Open Space in action from CITCON organiser, our own Jeffrey Fredrick. Find out how and why you should try anarchic agenda-setting for your next offsite, meeting, or conference, this week on Troubleshooting Agile. Links: - CITCON Berlin: https://citconf.com/berlin2023/ - Open Space: https://citconf.com/openspace.php - Lean Coffee: http://leancoffee.org --------------...
Empathy & Compassion in Practice 16.08.2023 13:43
There are over 100 words for feelings, from affectionate to yearning, but it’s likely you only use a few at work, if at all. Join us on Troubleshooting Agile to learn about having empathy for yourself and others, with your hosts, Squirrel and Jeffrey. Links: - Conscious Leadership and “The Line”: https://soundcloud.com/troubleshootingagile/walking-the-line-emotional-unawareness - NVC Feelings & Ne...
Motivational Interviewing 09.08.2023 13:19
Empathetic listening works for intervening with addicts and schizophrenics, why don't you try it in conflicts over product features or customer deadlines? Join us on Troubleshooting Agile to learn how you can incorporate the principles of Motivational Interviewing to improve the outcomes of your conversations, with your hosts, Squirrel and Jeffrey. Links: - Motivational Interviewing: https://en.wi...
Vague but Valuable - Principles For Tech Team Success with Juan Pablo Buriticá, Part 3 02.08.2023 15:19
Computers think in 1s and 0s, but the best tech teams welcome ambiguity and profit from vagueness. Join us on part three of a 3-part series with special guest Juan Pablo Buriticá to learn about his journey of turning heavy machinery auctioneers, Ritche Bro, into a successful tech company, with your hosts, Squirrel and Jeffrey. Links: - Juan's article on the capability framework: https://buriti.ca/...
Vague but Valuable - Principles For Tech Team Success with Juan Pablo Buriticá, Part 2 26.07.2023 15:24
Computers think in 1s and 0s, but the best tech teams welcome ambiguity and profit from vagueness. Join us on part two of a 3-part series with special guest Juan Pablo Buriticá to learn about his journey of turning heavy machinery auctioneers, Ritche Bro, into a successful tech company, with your hosts, Squirrel and Jeffrey. Links: - Juan's article on the capability framework: https://buriti.ca/fr...
Vague but Valuable - Principles For Tech Team Success with Juan Pablo Buriticá, Part 1 19.07.2023 17:18
Computers think in 1s and 0s, but the best tech teams welcome ambiguity and profit from vagueness. Join us on part one of a 3-part series with special guest Juan Pablo Buriticá to learn about his journey of turning heavy machinery auctioneers, Ritche Bros, into a successful tech company, with your hosts, Squirrel and Jeffrey. Links: - Juan's article on the capability framework: https://buriti.ca/f...
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