What does it mean to be a flexible leader? In this episode of Troubleshooting Agile, we welcome Kevin Eikenberry to talk about complex vs complicated situations, how to experiment rather than sticking to rigid policies, and his new book ‘Flexible Leadership’

Links:

- Kevin Eikenberry: http://kevineikenberry.com and http://kevineikenberry.com/gift

- Flexible Leadership https://kevineikenberry.com/flexible

- Cynefin: https://en.wikipedia.org/wiki/Cynefin_framework

- Naive Realism: https://en.wikipedia.org/wiki/Na%C3%AFve_realism

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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 [email protected]

--------------------------------------------------

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/

Is trust the ability to predict someone’s actions? And can it apply to organisations as well as individuals? Join your hosts, Squirrel and Jeffrey, as they tackle the importance of delivering consistent results to foster trust, on this episode of Troubleshooting Agile.

Links:

- TDD for People, a method for building trust: https://itrevolution.com/articles/trust-and-test-driven-development-for-people/

- Stock picking scam: https://ask.metafilter.com/216295/Is-this-famous-investment-scam-real-or-fiction

- Agile Conversations: https://agileconversations.com/agile-conversation-book/

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/

What are the challenges when it comes to implementing Toyota Kata at scale? In this episode of Troubleshooting agile, Jeffrey talks about how they’re using the Improvement and Coaching Katas to foster better structured learning and accountability across multiple teams.

Links:

- Toyota Kata: https://en.wikipedia.org/wiki/Toyota_Kata

- Shu, Ha, Ri: https://en.wikipedia.org/wiki/Shuhari

- Previous episode - Toya Toyota Kata A-Z: https://soundcloud.com/troubleshootingagile/toyota-kata-a-z

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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 [email protected]

--------------------------------------------------

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/

Why can't I apply for a driving license at 3 AM? Join Squirrel and Jeffrey in discussion on the history and challenges of modernising legacy systems and how delivering incremental improvements can "strangle" the pitfalls of a full rewrite, in this episode of Troubleshooting Agile.

Links:

- Dafydd Vaughan on DVLA batch systems: https://dafyddvaughan.uk/blog/2025/why-some-dvla-digital-services-dont-work-at-night/

- Joel Spolsky on not rewriting: https://www.joelonsoftware.com/2000/04/06/things-you-should-never-do-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 [email protected]

--------------------------------------------------

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/

Does asking for the “dumbest” solutions stimulate the most creative ideas? Join Squirrel and Jeffrey as they answer two listener questions on the theme of boosting creativity, including why you might wear a funny hat to your team warm-up, in this week’s episode of Troubleshooting Agile.

Links:

- Core Protocols Checkin: https://thecoreprotocols.org/protocols/checkin

- Dave Snowden on Changing Clothes: https://medium.com/@brixen/dave-snowden-how-leaders-change-culture-though-small-actions-766cd2bf5128

- Niko Niko chart: https://www.agilealliance.org/glossary/niko-niko/

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/

Balancing psychological safety and high standards is crucial for high performance in your tech team. Join Squirrel and Jefferey for a discussion on this, plus the misconceptions around perks and productivity, in this week’s episode of Troubleshooting Agile

LINKS

- Safety vs standards article: https://www.leadingsapiens.com/psychological-safety-vs-high-standards/

- Challenge article: https://www.nobelcoaching.com/tag/challenge/

- Flow book: https://www.goodreads.com/book/show/66354.Flow

- Brian Marick: http://www.exampler.com/ease-and-joy.html

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/

Can you drive change in your organisation by accelerating crises? In this episode, Squirrel and Jeffrey discuss Deming’s philosophy and explore how visibility and awareness of issues can bring about necessary change.

LINKS

- Deming: https://en.wikipedia.org/wiki/W._Edwards_Deming

- Panel discussion: https://www.youtube.com/watch?v=bu7JMAQggfo

- Information radiators: https://www.agilealliance.org/glossary/information-radiators/

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/

Is your plan to avoid conflict making things worse? In this episode, Squirrel and Jeffrey discuss the Paul and Ted Case Study, the concept of 'easing in,' and what leaders should do instead, on this episode of Troubleshooting Agile.

LINKS

- Eight Behaviors for Smarter Teams: https://www.csu.edu.au/__data/assets/pdf_file/0008/917018/Eight-Behaviors-for-Smarter-Teams-2.pdf

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/

Do you document and analyse failure? In this episode, Squirrel and Jeffrey draw inspiration from Donald Knuth's detailed study of his own software mistakes to give you the lowdown on learning from past mistakes, including meaningful postmortems and retrospectives.

LINKS:

- Knuth's paper: https://yurichev.com/mirrors/knuth1989.pdf

- Foundation Failures: https://www.abebooks.com/Foundation-Failures-Szechy-C-Concrete-Publications/20924178050/bd

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/

What do you do when you inherit a 20 year old codebase? In this episode, Squirrel and Jeffrey look at an extreme example of legacy software and discuss why it's important to understand past contexts as well as address modern discrepancies.

Links:

- Brian's Archaeology Tips: https://www.linkedin.com/pulse/10-tips-software-archeologists-brian-reich-n0ase

- Ask Why, But Never Answer: https://blog.jbrains.ca/permalink/ask-why-but-never-answer

- Macintosh's Backward Capacitor: https://www.downtowndougbrown.com/2024/11/the-capacitor-that-apple-soldered-incorrectly-at-the-factory/

--------------------------------------------------

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 [email protected]

--------------------------------------------------

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/