Is your tech team falling for the illusion of control? In this week’s episode, we sit down (again!) with authors of “Signals and Levers,” Elisabeth Hendrickson and Joel Tosi to talk about the events

Are you trying to fix "bad estimates" when you actually have a broken system? In this week’s episode, we sit down with authors of “Signals and Levers,” Elisabeth Hendrickson and Joel Tosi to talk abou

Are you trying to fix "bad estimates" when you actually have a broken system? In this week’s episode, we sit down with authors of “Signals and Levers,” Elisabeth Hendrickson and Joel Tosi to talk abou

Ever felt like you’re the only person in a meeting moving at the "right" speed? Well everyone else is probably thinking that too! On this episode, Squirrel uses his example of driving on one of Englan

Are you suffering from bug blindness? This week, we dive into Dan Luu's article on how entire teams grow blind to obvious software bugs, Squirrel shares how their brilliant QA broke their system with

Are your teams quietly cheating your software controls to get their actual job done? In this episode of Troubleshooting Agile, Jeffrey and Squirrel tackle the "normalization of deviance," rogue AI age

Do you want to be right or do you want to be helpful? Choose carefully, because insisting on being "right" usually just makes you poor! On this week’s episode, Squirrel and Jeffrey tackle the classic

Terrified of taking on your first management role? Don't be. Join us on the week’s episode to learn how you can avoid the biggest trap that new leaders get into, why you need to keep your team moving

Is it ever okay to manipulate your colleagues? On this episode, Squirrel and Jeffrey discuss Verbal Aikido - a defensive technique borrowed from a Supermax prison doctor. Join us to discover how to re

ChatGPT is (a little too) good at having difficult conversations, but use it with caution! On this episode of Troubleshooting Agile, we revisit a previous conversation, first recorded at the beginning

Are your top leaders arguing over basic status data? In this episode, Squirrel and Jeffrey discuss the executive trap of arguing over facts that can be easily settled. Join us to learn why you should

Are you committing massive resources before testing reality? In this episode, Squirrel is joined by guest, technical program manager, Krunal Patel, who explains how he developed an exciting new car fe

Are your daily software demos an absolute snore-fest? Good. That’s exactly why you should be holding them! In this week's episode, Squirrel and Jeffrey react to listener feedback on the fear of daily

Are you using AI to avoid difficult conversations, or to prompt better ones? In this episode, Squirrel and Jeffrey are joined by Misha Globerman, who tells us about the WorryBot he built to spot and p

Is your tech team reluctant to show you daily progress? It’s because they’re scared of failure! Listen to this episode of Troubleshooting Agile to learn how leaders can use emotional intelligence and

Are you token maxing or actually learning? Squirrel and Jeffrey have observed a wild new trend where AIs write specs, AIs summarize them for engineers, and AIs write the code. Nobody is actually talki

Are your software tests a beautiful work of fiction? In this episode of Troubleshooting Agile, Squirrel and Jeffrey question the obsession with "shift left" and instead make the case for shifting righ

Are you treating your AI like an expert consultant or an overly enthusiastic intern? In this week’s episode of Troubleshooting Agile, we’re Live from CITCON:AI in Helsinki, Finland, unpacking the crit

Are you answering questions instead of questioning assumptions? Because you might be missing your biggest product wins! In this episode, Squirrel and Jefrey discuss why the best response to a client o

Is your chatbot helping your customers or putting them off? In this episode, Squirrel is wound up about the chat-first interface trend in software, which hinders more than it helps. Tune in to get Squ

Is "noisy politeness" slowing your tech team down? In this episode, Squirrel and Jeffrey discuss Crocker’s Rules, which is essentially just the one rule - get to the point. Join us to learn how you an

What’s got Jeffrey - the Founder of CITCON:AI - ruffled about AI?! In this episode, Jeffrey talks about his frustrations with how organisations approach AI rollouts without learning any lessons from t

Are you starting from the bottom of the ladder? In the second episode of a two-part series on the practice of disagree and commit, Squirrel uses the ladder of inference to quiz Jeffrey on the reasonin

Are you forgetting to ask the question? A lot of people lead with stories, but what Squirrel really wants to know is, “What’s the question?!” In this episode, Squirrel and Jeffrey discuss why the most

Are you talking about what you’re working on or what you should be working on? On this episode of Troubleshooting Agile, Squirrel and Jeffrey discuss “walking the board,” with real world examples of o

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 enthusias

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 Conversat

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 fuck?” Join

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

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

How do you get the best out of AI tools when you don’t have the talent that understands them? In the final of a three part series with guest, Gene Kim, we look at the misconceptions of AI for non-tech

Should you fire all your engineers and replace them with AI? That’s what Squirrel pitches to Gene Kim, our guest, when he returns for the second of a three part series exploring the themes of his new

Want to be more productive, creative and joyful? That’s the outcome of Vibe Coding, a new concept and book by Gene Kim and Steve Yegge. In the first of a three-part series with co-author Gene Kim, he

What is ‘movie logic’ and how does it work in real life? Listen to this episode of Troubleshooting, as Squirrel and Jeffrey talk about how movies rely on artificial drama and withheld information to c

What happens when you have the knowledge but not the skills? On this episode of Troubleshooting Agile, Squirrel and Jeffrey continue to discuss the three basic elements of learning, how they apply to

What can we learn about learning from driving in Alabama? On this episode of Troubleshooting Agile, Squirrel and Jeffrey discuss the challenges and rewards of learning and focus on three times of lear

We’ve got examples! In the third episode of a three-part series, Squirrel and Jeffrey revisit the contentious discussion around system thinking and their reaction to an article by Ed Braden.They look

Systems thinking isn’t the problem! In the second episode of a three-part series, Squirrel and Jeffrey revisit the contentious discussion around system thinking and their reaction to an article by Ed

Were we wrong about systems thinking? In the first episode of a three-part series, Squirrel and Jeffrey revisit the contentious discussion around system thinking and their reaction to an article by Ed

This episode, we are at CITCON 2025, answering listeners’ questions live. Join Squirrel, Jeffrey and our live audience as we discuss integrating tools from methodologies beyond Agile, borrowing practi

This episode, we are at CITCON 2025, celebrating 400 episodes of Troubleshooting Agile. Tune in to this episode as Squirrel and Jeffrey look back on the past 400 episodes, discuss how the podcast serv

Have you got Systems Thinking all wrong, like the author of an article we read that got Jeffrey all riled up? In this episode of Troubleshooting Agile, Squirrel and Jeffrey explore how complex systems

To lead effectively, you need critical thinking and a willingness to engage in productive conflict. It turns out, so do scientists! In this episode of Troubleshooting Agile, Squirrel and Jeffrey discu

Is being “nice” preventing you from being decent? In this episode, we are joined by guest Kevin Lucas to talk about “coaching out,” the importance of early communication and the balance between decenc

Can having an ego be a good thing? In this episode, Squirrel and Jeffrey discuss how being egotistical can be a valuable trait and how to strike a balance between confident and humble. Tune in if you

Can I just interrupt you there…? In this episode of Troubleshooting Agile, Squirrel and Jeffrey interrupt each other more than usual to demonstrate how you can use “consensual” interruption as a way o

What can Whatsapp’s origin story teach us about adding business value - even when it doesn’t seem “fun”? Reflecting on two weeks' backpacking, Jeffrey introduces the concept of Type 1 and Type 2 fun a

What can the TV show House teach us about centralisation? In this episode of Troubleshooting Agile, Squirrel and Jeffrey talk about centralised communication, how it contributed to them first meeting

Are you being unFAIR with your information-sharing? In this episode, Jeffrey talks us through the F.A.I.R principles of scientific publishing and how they can be applied to software development. Learn

Forget the elevator pitch, you need a “napkin strategy!” In this episode of Troubleshooting Agile, Squirrel and Jeffrey explore the idea of using models instead of talking, which often leads to confus