Troubleshooting Agile

A weekly problem-solving session for all things agile
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  • BUSINESS
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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.

  1. The Bots Take Over Helsinki

    2D AGO

    The Bots Take Over Helsinki

    Want to join Squirrel on his anti-AI protest? CITCON has had a rebrand to CITCON:AI, which Squirrel is in equal parts excited and cynical about. On this episode, CITCON founder, Jeffrey, and enthusiast, Squirrel, discuss what you can expect from the 20th anniversary of the “anti-conference” in Helsinki on 22nd & 23rd May 2026. SHOW LINKS: - CITCON Helsinki: https://citconf.com/helsinki2026/ - "The future is here, it's just not evenly distributed": https://quoteinvestigator.com/2012/01/24/future-has-arrived/ -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    21 min
  2. Leaders are Accountable Too

    FEB 26

    Leaders are Accountable Too

    If taking accountability scares you, you’re doing it wrong! In this episode of Troubleshooting Agile, Squirrel and Jeffrey talk about the background of the final chapter of their book, Agile Conversations, including Jeffrey’s “Aha” moment watching a Kent Beck speech, why the idea of accountability teaches us to lie as kids, and what really happens when we ditch the fear and hold ourselves to account. SHOW LINKS: - XP Explained book: https://www.goodreads.com/book/show/67833.Extreme_Programming_Explained - Rapid Development book: https://www.goodreads.com/book/show/93892.Rapid_Development - Dynamics of Software Development ("don't flip the bozo bit"): https://www.goodreads.com/book/show/1416996.Dynamics_of_Software_Development - Nurtureshock: https://www.goodreads.com/book/show/6496815-nurtureshock - Greenshifting: https://soundcloud.com/troubleshootingagile/greenshifting - Kent Beck Ease at Work: https://www.infoq.com/news/2007/04/beck-ease-at-work/ and https://www.youtube.com/watch?v=yeA4CBInqKo - The Art of Action: https://www.stephenbungay.com/Books.ink - Radiating Intent: https://medium.com/@ElizAyer/dont-ask-forgiveness-radiate-intent-d36fd22393a3 - Accountability and Compassion: https://soundcloud.com/troubleshootingagile/mutual-learning-model-accountability-and-compassion -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    19 min
  3. What the F**k?!

    FEB 18

    What the F**k?!

    Ever been in a meeting wondering “Why are we talking about this?” but not said anything? In this episode, Squirrel talks about a meeting where his client admitted he was thinking “What the f**k?” Join us for our thoughts on why people don’t challenge this pattern and practical tips on how to speak up and embrace productive conflict. Links: - Parkinson's Law: https://en.wikipedia.org/wiki/Parkinson%27s_law - Bikeshedding: https://en.wikipedia.org/wiki/Law_of_triviality -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    11 min
  4. Check Your Dipstick, Continuously!

    FEB 11

    Check Your Dipstick, Continuously!

    Are you maintaining your software team management like you do your car? In this week’s episode of Troubleshooting Agile, Squirrel and Jeffrey use their car maintenance issues to help explore the concept of continuous monitoring versus manual checks and ask about the impact of alert fatigue. Join us to learn how you can create effective monitoring systems to prevent major issues. -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    17 min
  5. Beginner's Mind on the Ski Slope

    FEB 4

    Beginner's Mind on the Ski Slope

    Being good at something doesn’t make you good at teaching it! Following on from last week’s episode about forgetting the fundamentals of skiing, Jeffrey and Squirrel discuss the importance of using a beginner’s mindset when teaching new skills and how you can use creative techniques, like Squirrel’s Squirrelmobile, to explain ideas more effectively. Links: - Beginner's Mind: https://en.wikipedia.org/wiki/Shoshin - The Squirrelmobile: https://squirrelsquadron.substack.com/p/the-squirrelmobile-the-insanely-profitabe - Wax On Wax Off: https://www.youtube.com/watch?v=-P11Bcpyw4g -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    13 min
  6. Learning You're Wrong on the Ski Slope

    JAN 28

    Learning You're Wrong on the Ski Slope

    If something feels hard, you might not be the problem, it might be your tools. On this episode of Troubleshooting Agile, Jeffrey shares a skiing mishap, which had him believing he forgot how to ski - until he looked at his feet! Tune in for our thoughts on using the right tools for the right problems, checking assumptions, and the benefits of external perspectives. Links: - Betterism: https://squirrelsquadron.substack.com/p/stop-improving-your-product-squadron - The Checklist Manifesto: https://atulgawande.com/book/the-checklist-manifesto/ -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    19 min
  7. Fixing a Mistake with Immediate Feedback

    JAN 21

    Fixing a Mistake with Immediate Feedback

    One time on the podcast, we released the wrong episode - twice! But listener feedback meant we could correct it quickly - and it got us asking, do you know what users think of your software as soon as it’s done? On this re-run episode, which shares the theme of a recent episode, Gliding to Success [see below], Squirrel and Jeffrey show you how daily feedback IS possible and why we’d strongly recommend it. Links: - Previous episode on the Glidepath Indicator: https://soundcloud.com/troubleshootingagile/gliding-to-success - Glidepath Indicator: agileconversations.com/blog/glideslope/ -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    13 min
  8. Vibing Isn't for Everyone, Part II

    JAN 14

    Vibing Isn't for Everyone, Part II

    Worried non-techy people will expect too much from Vibe Coding? Listener, Tom, wrote to us with his concerns about the actual productivity of AI development. Listen in for Jeffrey’s experience on trivial tools that make a big difference and how to manage expectations, on this episode of Troubleshooting Agile. Links: - Community of Needs: https://snowbirdcollaboratory.org/community-of-needs/ - First episode of the podcast series on Vibe Coding: https://soundcloud.com/troubleshootingagile/gene-kim-on-vibe-coding-part-i -------------------------------------------------- You'll find free videos and practice material, plus our book Agile Conversations, at agileconversations.com And we'd love to hear any thoughts, ideas, or feedback you have about the show: email us at info@agileconversations.com -------------------------------------------------- About Your Hosts Douglas Squirrel and Jeffrey Fredrick joined forces at TIM Group in 2013, where they studied and practised the art of management through difficult conversations. Over a decade later, they remain united in their passion for growing profitable organisations through better communication. Squirrel is an advisor, author, keynote speaker, coach, and consultant, and he's helped over 300 companies of all sizes make huge, profitable improvements in their culture, skills, and processes. You can find out more about his work here: douglassquirrel.com/index.html Jeffrey is Vice President of Engineering at ION Analytics, Organiser at CITCON, the Continuous Integration and Testing Conference, and is an accomplished author and speaker. You can connect with him here: www.linkedin.com/in/jfredrick/

    13 min
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Ratings & Reviews

4.6
out of 5
12 Ratings

About

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.

Information

  • Creator
    A weekly problem-solving session for all things agile
  • Years Active
    2017 - 2026
  • Episodes
    421
  • Rating
    Explicit
  • Copyright
    © All rights reserved
  • Show Website
    Troubleshooting Agile

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