Say Yes To The Mess Part 2: Frank Barrett On Improvisation, AI, and Leading Without A Script
7 October 2026 · 27 min · as at 2026-10-07
Daniel Atlin (host) · Frank Barrett (guest)
Listen to the episode on iono.fm
About the guest
Frank Barrett
author of Say Yes to the Mess
Author of Say Yes to the Mess (Harvard Business Review Press). Worked for the Navy, was director of a program at Case, and as a full professor took leave to get a master's in divinity at Harvard.
In Frank's own words:
“I was the director of this program at Case for a couple of years, and I said this. I actually said this when I was interviewed, and they still hired me.”
“I went back to get a master's in divinity at Harvard. I took time out because I was so tired of what I was teaching. I was so stale. I provided my own provocative competence as a full professor doing the same thing over and over again.”
Guest details come from the published episode notes or the guest's own words in the episode.
Episode analysis
Analysis by AI, drawn only from this episode; every point links to the moment it rests on.
In Part 2 of Daniel Atlin's conversation with Frank Barrett, author of Say Yes to the Mess, Frank walks through jazz-derived leadership practices: unlearning (via Sonny Rollins), affirmative competence and embracing mistakes, minimal structure with maximal autonomy, jamming and hanging out, followership as comping, provocative competence and double vision, and finding the groove. Frank then describes universities as messy, loosely coupled organisations where autonomy and serendipity produce results, and closes with his view that AI can surface patterns but should not replace the struggle of learning. Daniel frames offloading thinking to machines as saying no to the mess.
Key ideas
- Frank argues expertise becomes automatic background, and the best jazz musicians deliberately unlearn habits, modelled by Sonny Rollins practising under the Brooklyn Bridge. [01:42] [02:14] [02:31] [03:02] [03:44]
- Frank says executives face equivocal information and must commit without guarantees; mistakes should be treated as another note, and shame must not win because it freezes improvisation. [04:35] [05:18] [06:09] [06:23] [06:55]
- Frank holds that a few non-negotiable agreements, like rhythm and chord changes, create freedom; too much agreement is as dangerous as none. He compares this to commander's intent. [07:38] [07:51] [08:18] [08:53]
- Frank argues hanging out enables serendipity and tacit knowledge transfer, citing the Navy's O Club and Edison's Menlo Park. [09:55] [10:21] [10:45]
- Frank says organisations lack vocabulary for followership; jazz calls it comping, where the accompanist's mission is to make the soloist brilliant. [11:42] [12:11] [12:23] [13:12]
- Frank defines double vision as seeing what a person is capable of before they act that way, while keeping sight of what is actually happening. [17:17] [17:17] [17:56] [18:38]
- Frank describes universities as messes that break command-and-control rules yet produce magical results through serendipity, minimal structure and autonomy. [20:03] [20:58] [21:48]
- Frank argues AI can reveal patterns across work you have done, but using it to do foundational learning cheats you, because deep learning involves risk. [22:27] [22:36] [23:30] [24:07]
Frank Barrett's jazz-derived leadership practices (as discussed in this episode)
- Master the art of unlearning: find ways to pay attention in fresh ways, following Sonny Rollins.
- Affirmative competence: say yes to the mess, committing to a way forward with no guarantee.
- Perform and experiment simultaneously: embrace errors as a source of learning.
- Minimal structure, maximal autonomy: just enough agreement about the right things.
- Jamming and hanging out: experiment out loud, then make sense of it afterwards.
- Followership: take turns soloing and comping to support others.
- Provocative competence and double vision: disrupt just enough, and see what people can become.
- Find and sustain the groove: stay engaged with what is emerging in real time.
As described in the episode: [04:35] [07:38] [09:19] [09:55] [12:11] [14:18] [16:29] [17:17]
Lessons
- Frank advises becoming suspicious, in a disciplined way, of what has become automatic in your own practice. [01:58] [03:44] [23:05]
- Frank says leaders should keep the voice of shame from winning after mistakes, being forgiving of themselves and others. [06:23] [06:55]
- Frank suggests evaluating people on when they catalysed others' ideas or supported projects without credit. [12:40]
- Frank argues for a balance between office and home, because hanging out enables naive questions and serendipity. [09:55] [11:15]
- Frank warns that students should not use AI to do the foundational work of understanding and wrestling with ideas. [22:36] [24:07]
Who it's for
Leaders facing uncertainty without a script, especially in higher education, the military and technology, and anyone interested in how jazz improvisation, followership and AI's limits apply to leading organisations.
Facts stated in the episode
- Frank says Sonny Rollins passed away about two months before the conversation. [02:14]
- Frank says Kind of Blue was recorded with no rehearsal, in one take. [14:54]
- Frank says he went back to get a master's in divinity at Harvard while a full professor. [23:05]
- Frank put five of his papers into Claude to look for themes. [23:30]
- Frank says he was director of a program at Case for a couple of years. [20:50]
- Daniel says the podcast's name Messy came from looking at universities and how they operate. [20:27]
Questions this episode answers
- What can jazz teach leaders about dealing with uncertainty?Frank argues leaders, like jazz musicians, must commit in public to a way forward with no guarantee it is right, treat mistakes as possibilities, and avoid shame, which freezes improvisation. [04:35] [05:18] [06:09] [06:23]
- Why did Sonny Rollins stop performing and play under the Brooklyn Bridge?Frank says Rollins was tired of hearing himself play; under the bridge he stopped whenever something sounded familiar, and later released The Bridge, now seen as one of the best jazz albums. [02:31] [02:42] [03:02] [03:29]
- How much structure should a leader give a team?Frank says just enough: a few non-negotiables, like the beat and chord changes in jazz, which create freedom. Too much agreement is as dangerous as none. He likens it to commander's intent. [07:51] [08:18] [08:53]
- What is comping and why does followership matter?Frank says comping is jazz's word for noble followership: listening, feeding ideas and getting out of the way so the soloist shines. A good soloist who cannot comp is someone no one wants to play with. [12:11] [12:23] [13:12]
- What does Frank Barrett mean by double vision?Seeing what a person is capable of even before they act that way, as Miles Davis did with his musicians, while also seeing what is actually happening so you can give feedback. [17:17] [17:56] [18:38]
- How was Kind of Blue recorded?Frank says Miles Davis introduced new ways of playing the musicians had never done before, recorded with no rehearsal in one take, and the album contains mistakes he calls beautiful. [14:54] [15:19]
- Why do universities produce good work despite being disorganised?Frank says universities break command-and-control rules, with passionate, self-focused faculty, yet magical things happen because of serendipity, minimal structure, freedom and autonomy; over-control kills innovation. [20:03] [20:58] [21:48]
- Should students use AI for their coursework?Frank says it is awful for undergraduates and high school students to use AI, because foundational work cannot be offloaded; he found it useful for spotting themes across papers he had already written. [22:36] [23:30] [24:07]
In their own words
Longer stretches of the conversation, word for word from the transcript, turn by turn.
Sonny Rollins unlearns habits under the Brooklyn Bridge
Note (AI): Frank's model story for the first practice, showing disciplined unlearning of automatic routines by an established expert.
Frank Barrett, guest · [02:31]so you know where this is going. Yeah, when he, it was in the 1960s, he was already famous. he'd been playing with Miles Davis and he played with Charlie Parker and John Coltrane and everybody knew who he was, but he quit playing because he was tired of hearing himself play. So it's sort of that same thing of habits, routines, take on a life of their own such …
Read the full passage (269 words, 02:31–03:50)
Frank Barrett, guest · [02:31]so you know where this is going. Yeah, when he, it was in the 1960s, he was already famous. he'd been playing with Miles Davis and he played with Charlie Parker and John Coltrane and everybody knew who he was, but he quit playing because he was tired of hearing himself play. So it's sort of that same thing of habits, routines, take on a life of their own such that You're no longer playing them, they're playing you. And so he, he quit playing for a while, and, no one knew whether he got sick or whether he had a drug problem, they didn't know, but he went underneath the Brooklyn Bridge in New York every day and started to play his horn, and every time he played something that sounded familiar, he'd stop, and then start again, and just to play something fresh, and if it sounded familiar, he'd stop. So he practiced every moment at trying to play in a way that was fresh. And he came out with a new album a couple of years later. At the time when it came out, it was not understood by critics or fans. They didn't, it sort of got panned at first. And now it's on just about everyone's list of the, one of the best jazz albums ever recorded. And the name of it is The Bridge. It's named after his experience there at The Bridge. And there's a movement right now to rename The Brooklyn Bridge, The Sonny Rollins Bridge. But that's an example of, in a disciplined way, becoming suspicious of what becomes automatic.
Unlearning, affirmative competence, and mistakes without shame
Note (AI): Frank lays out the first three practices, distinguishes equivocal from ambiguous, and explains why shame freezes improvisation.
Frank Barrett, guest · [04:35]Well, I've talked to, I've mentioned two of them already. The first one, the Mastering the Art of Unlearning is, you know, I've kind of said that. It's, ways to trick yourself into having to pay attention in fresh ways, following Sonny Rollins' model. And the second point, as I mentioned, is, this notion of affirmative competence. Say yes to the mess. That's where the title of the book comes …
Read the full passage (536 words, 04:35–07:28)
Frank Barrett, guest · [04:35]Well, I've talked to, I've mentioned two of them already. The first one, the Mastering the Art of Unlearning is, you know, I've kind of said that. It's, ways to trick yourself into having to pay attention in fresh ways, following Sonny Rollins' model. And the second point, as I mentioned, is, this notion of affirmative competence. Say yes to the mess. That's where the title of the book comes from. That say yes, it's a very hopeful enterprise that you say yes to it's emerging with no guarantee that it's going to be the right thing. And it really is very, it's, it's sort of similar to the Challenge that executives face. I mean, you're in the, you're in public, there's lots of, information flowing by. It's highly equivocal information. Equivocal is different from ambiguous. Ambiguous means it's not clear. Equivocal means there's many possible interpretations with no guarantee that what you choose is going to be the right thing, which is kind of what executives are facing now, that you commit to a way of going forward with no guarantee it's the right thing. So there's a leap, and in jazz we do that too, and it's in public, so you can't take it back. And, and notion of a, the third point is performing and experimenting simultaneously, which means whenever there's going to be experimentation, there's clearly going to be unintended things happening, meaning there's going to be mistakes. So you have to embrace errors as a source of learning. Some of the greatest inventions in the world came about accidentally through, and we all know stories, the invention of penicillin. People know that story, the invention of the post-it notes from 3M. There's lots of famous stories of that. And it's true in jazz too. Jazz musicians make mistakes all the time, but we just treat it like another note that perhaps suggests another possibility, another possible way of moving forward, and it opens up new worlds. So It's there that, you want to make sure that the voice of shame isn't winning when you make a mistake, because if shame takes over, it drives out improvisation. You can't feel shame and improvise. The shame voice is interesting because it's the research on shame is having a sort of renaissance. I used to think that shame is not an emotion because it's not tied to activation, because emotions are supposed to be tied to activation. You know, you feel love, you want to be drawn towards someone, you feel fear, you want to away. That's the role of emotion is to activate. But shame was not tied to activation, and they finally realized it's the only emotion that's not tied to activity because you freeze. You're frozen when you feel shame. They call it the shame freeze, and that's why it drives out improvisation. So when you make mistakes, you got to have some voice. That is very forgiving, forgiving of yourself, forgiving of others around you. That's what makes it work. Also in comedy, improvisation troops, they're very devoted to that notion is you, you don't shame someone for making a mistake. In fact, you take it as possible pathway forward.
Minimal structure, maximal autonomy and commander's intent
Note (AI): Explains how a few non-negotiable agreements create freedom, with the host linking it to management and Frank to military commander's intent.
Frank Barrett, guest · [07:38]The fourth point is a minimal structure, maximal autonomy. So there is structure in jazz, but it's not, you know, you don't just pull out notes out of thin air, but it's just the right amount. It's also minimal consensus and maximal autonomy. We talk about the importance of consensus all the time, and there is agreement, but it's too much agreement in jazz is just as dangerous as no …
Read the full passage (329 words, 07:38–09:15)
Frank Barrett, guest · [07:38]The fourth point is a minimal structure, maximal autonomy. So there is structure in jazz, but it's not, you know, you don't just pull out notes out of thin air, but it's just the right amount. It's also minimal consensus and maximal autonomy. We talk about the importance of consensus all the time, and there is agreement, but it's too much agreement in jazz is just as dangerous as no agreement. So you just have enough agreement about just the right things and nothing more. And basically it's the chord changes of a song through time that allows people to coordinate and update each other as to where you are in the flow of the song, and that's what makes it work. The other basic agreement that's non-negotiable is the rhythm. The rhythm is non-negotiable. The beat is non-negotiable, but you can do lots of things around it. You know, you can play polyrhythms, you could accent different parts, but when you have the non-negotiable minimal structure, it creates freedom. It sounds ironic, but it's, that's what it is. So there's some constraint, but a lot of freedom.
Daniel Atlin, host · [08:36]And that's similar to management as well, I guess, right? You empower people, but you give them a, at least the beat, whatever, you know, the high level thing that you're supposed to be focused on, but give them the, the ability to actually do it in their own way as well.
Frank Barrett, guest · [08:47]That's right. It's sort of a kind of guided autonomy in organizations. In the military, they had this phrase that's somewhat similar called commander's intent. So once you know the intent of the commander, you should act on it, and he's probably, he or she is probably not going to tell you how to act exactly in this situation. But if you embody their intent, and you know their intent well enough, you can make guesses as to what's appropriate in that. That's a kind of a minimal structure.
Followership as a noble calling: comping
Note (AI): Frank argues organisations lack vocabulary for followership and proposes evaluating supportive, catalytic behaviour.
Frank Barrett, guest · [11:42]Because all there's so much passion around leadership, all these books about leadership. Great leaders, and for a while it was Jack Welch was the ideal leader, and then it was Steve Jobs was the ideal leader, and for a while it was Elon Musk. And it's, the downside is when we valorize leaders, we forget about this other thing. Who talks about followership? It never gets talked about because …
Read the full passage (300 words, 11:42–13:17)
Frank Barrett, guest · [11:42]Because all there's so much passion around leadership, all these books about leadership. Great leaders, and for a while it was Jack Welch was the ideal leader, and then it was Steve Jobs was the ideal leader, and for a while it was Elon Musk. And it's, the downside is when we valorize leaders, we forget about this other thing. Who talks about followership? It never gets talked about because you think it's shameful. What, you want me to raise my son to be a good follower? And it's because we have a dearth of vocabulary. We don't have a vocabulary to talk about followership as a noble calling. And in jazz, we do. There's a way to talk about followership as noble, and we call it comping, which is short for a company. So if you're playing piano and the saxophone is soloist, your whole mission in life is to make him brilliant, make him or her brilliant. So you listen well, you feed ideas, you get out of the way, you support their thinking out loud. We could learn that lesson in, in, organizations as well. You know, imagine doing evaluations and evaluating someone based on when were you a catalyst for others to come up with good ideas? When did you support someone on a project even though you didn't get a credit? When did you ask good questions that led to new insight just by your attention? Those are all what we might call followership behavior. They're supportive, they're sort of catalytic behaviors. Those are the kind of things jazz musicians do for each other. You got a solo, I mean, you take your turn soloing, but if you're just a good soloist and you're not good at comping, No one wants to play with you.
Double vision: seeing capability before it appears
Note (AI): Frank defines double vision through Miles Davis and parenting, combining vision of potential with sight of present reality.
Frank Barrett, guest · [17:17]So what I meant by double vision is you see what a person's capable of, even though they're not acting that way now. That's what I meant by double vision. It's almost a mystical quality. I've gotten interested in reading mystics lately. If you have a hammer, every place you look is a nail. I start to see this theme that you can actually witness emergence in real time. And …
Read the full passage (274 words, 17:17–18:47)
Frank Barrett, guest · [17:17]So what I meant by double vision is you see what a person's capable of, even though they're not acting that way now. That's what I meant by double vision. It's almost a mystical quality. I've gotten interested in reading mystics lately. If you have a hammer, every place you look is a nail. I start to see this theme that you can actually witness emergence in real time. And one way to think about it, I use the phrase double vision, is when Miles was disrupting, creating provocative competence, if you had asked musicians in advance, what do you think about playing in these strange forms? They would have said, no, I'm not going to show up that day. But Miles knew they were capable of it better than they knew it. It's interesting to keep a vision of what someone's capable of. Even when they're not living up to it. And here's one model. I think of mothers of adolescent sons, my mother in particular, my parent, my father too, but mothers for some reason are more figural for me around this. Teenagers, adolescents are self-absorbed, think only about, you know, what's in front of their nose, in front of their face. And a good parent figure, a good mentor will see what that person's capable of way before the person shows any sign of it. That's double vision. That's kind of what I have in mind. You have to have vision, you also have to have sight. So you see what's actually happening. You can give feedback to the real event, but to keep both in mind at the same time.
AI as pattern-finder, not substitute for learning
Note (AI): Frank's position on AI: useful for surfacing patterns across his own work, harmful when it replaces the risky work of learning.
Frank Barrett, guest · [22:27]Interesting how it's, what's going to happen and what it might mean. It could be a gift, can offer patterns and insights. I think we're talking about universities here. It's awful for an undergraduate to use AI. It's awful for a high school student to use AI. You can't offload the foundational work that's needed to understand, develop concepts, to wrestle with ideas, to read, the linear reading in a …
Read the full passage (394 words, 22:27–24:27)
Frank Barrett, guest · [22:27]Interesting how it's, what's going to happen and what it might mean. It could be a gift, can offer patterns and insights. I think we're talking about universities here. It's awful for an undergraduate to use AI. It's awful for a high school student to use AI. You can't offload the foundational work that's needed to understand, develop concepts, to wrestle with ideas, to read, the linear reading in a page, across a line. It's not appropriate. Go to it to do your work for you. But there is ways it's magical. Like I, I had several papers I've written for different calls and different actions on different topics. I went, I went back to get a master's in divinity at Harvard. I took time out because I was so tired of what I was teaching. I was so stale. I provided my own provocative competence as a full professor doing the same thing over and over again. So I took a leave of absence for three years and went and got a master's in divinity. Did it increase my salary? No, but it gave me a new richness. I read all kinds of things I'd never read before. And I wrote all these papers on different topics in different areas. And, and some of them had nothing to do with each other. And just for fun, I put five of the papers into Claude and said, what, what do you see? What themes do you see? And it gave, it saw patterns I didn't see. It saw themes of a possible, it could be a possible book. Connections I hadn't noticed. Now, the fact that I noticed I was able to appreciate those connections is an example of compressed expertise, because I had been so deeply into each one of those papers, each of those knowledge areas, that I noticed a breakthrough. I could see where they saw a breakthrough that I didn't notice. Seeing context in that way, recontextualizing, AI could be a gift. But if I used it to write those papers, I would have cheated myself. There's no way to learn without putting yourself at risk. Deep learning involves risk. There's no other way around it. And leaping out and making guesses about what things mean, that work, we can't offload that to AI. That's what I'll say about it.
Quotes
“such that You're no longer playing them, they're playing you.”
“You can't feel shame and improvise.”
“too much agreement in jazz is just as dangerous as no agreement.”
“if you're just a good soloist and you're not good at comping, No one wants to play with you.”
“There's mistakes on that album, and they're beautiful.”
“too much music sounds like you're in a dentist's office.”
“how can I know who I am until I see what I do?”
“someone saw that, that acorn becoming an oak before you did.”
“university faculty are the most narcissistic people on the planet, and that's a good thing,”
“There's no way to learn without putting yourself at risk. Deep learning involves risk. There's no other way around it.”
“getting through the mess is easier with others.”
What was said, by topic
Unlearning and habits
“Habits and routines are part of compressed expertise, right? Because that's what expertise is. It's background. You've done it so often it becomes background. You don't have to deliberately put attention on it, but it also gets in the way.”
“He was saying, you've been playing that damn lick so many times, I'm playing it in my sleep. So please get off, get your ass off the dime and start learning something new. And so I realized I had to unlearn what came automatically.”
“The best jazz musicians are always deliberately unlearning habits. And my model for this is Sonny Rollins, who also just passed away about two months ago.”
“but he quit playing because he was tired of hearing himself play. So it's sort of that same thing of habits, routines, take on a life of their own such that You're no longer playing them, they're playing you.”
“he went underneath the Brooklyn Bridge in New York every day and started to play his horn, and every time he played something that sounded familiar, he'd stop, and then start again, and just to play something fresh, and if it sounded familiar, he'd stop.”
“And now it's on just about everyone's list of the, one of the best jazz albums ever recorded. And the name of it is The Bridge.”
“But that's an example of, in a disciplined way, becoming suspicious of what becomes automatic.”
“I went back to get a master's in divinity at Harvard. I took time out because I was so tired of what I was teaching. I was so stale. I provided my own provocative competence as a full professor doing the same thing over and over again.”
Affirmative competence and mistakes
“Equivocal is different from ambiguous. Ambiguous means it's not clear. Equivocal means there's many possible interpretations with no guarantee that what you choose is going to be the right thing, which is kind of what executives are facing now,”
“which means whenever there's going to be experimentation, there's clearly going to be unintended things happening, meaning there's going to be mistakes. So you have to embrace errors as a source of learning.”
“Jazz musicians make mistakes all the time, but we just treat it like another note that perhaps suggests another possibility, another possible way of moving forward, and it opens up new worlds.”
“you want to make sure that the voice of shame isn't winning when you make a mistake, because if shame takes over, it drives out improvisation. You can't feel shame and improvise.”
“they finally realized it's the only emotion that's not tied to activity because you freeze. You're frozen when you feel shame. They call it the shame freeze, and that's why it drives out improvisation.”
“And actually, you know, recording engineers clean it out. They make everybody sound antiseptic. And it sort of takes away the beauty of human, human error when people are stretching beyond their capacity and make mistakes.”
“improvisation is not about making things up carelessly. It's almost the opposite. It requires preparation, attention, courage, listening, and a willingness to put yourself at risk.”
Minimal structure, maximal autonomy
“We talk about the importance of consensus all the time, and there is agreement, but it's too much agreement in jazz is just as dangerous as no agreement. So you just have enough agreement about just the right things and nothing more.”
“The rhythm is non-negotiable. The beat is non-negotiable, but you can do lots of things around it. You know, you can play polyrhythms, you could accent different parts, but when you have the non-negotiable minimal structure, it creates freedom.”
“And that's similar to management as well, I guess, right? You empower people, but you give them a, at least the beat, whatever, you know, the high level thing that you're supposed to be focused on,”
“In the military, they had this phrase that's somewhat similar called commander's intent. So once you know the intent of the commander, you should act on it,”
Jamming and hanging out
“Jam sessions are like little laboratories. We love jam sessions because they're a place to experiment out loud, try things out, and it's learning by doing, by leaping in and trying things out, and then talking about it afterwards.”
“Important things happen when people are just hanging out in organizations. Because that's where serendipity happens. Accidental discoveries. It's also where outsiders learn to act like insiders.”
“I used to work for the Navy. I saw that all the time. The back channels, the people hung out in the O Club afterwards, a lot of important tacit knowledge was being transferred.”
“he's often credited for all these Inventions, he invented very little. What he invented was a social structure that allowed people to hang out, these introverted engineers to tinker with things”
“I mean, we know some of the research has shown going to the office every day is not necessarily the most productive thing, but neither is staying home. There needs to be a balance of those two things and interaction and flow.”
Followership and comping
“We don't have a vocabulary to talk about followership as a noble calling. And in jazz, we do. There's a way to talk about followership as noble, and we call it comping, which is short for a company.”
“So if you're playing piano and the saxophone is soloist, your whole mission in life is to make him brilliant, make him or her brilliant. So you listen well, you feed ideas, you get out of the way, you support their thinking out loud.”
“imagine doing evaluations and evaluating someone based on when were you a catalyst for others to come up with good ideas? When did you support someone on a project even though you didn't get a credit?”
“He talked about the importance of community ship and also followership as well. But very much the same thing. He actually thinks we should excise the word leadership from vocabulary and actually change it to take community ship as well.”
“Well, of course, his stuff on strategy formation is very similar. He doesn't use the vocabulary of improvisation, but it's, it's really, really closely tied.”
Provocative competence and double vision
“To provoke means to disturb a little bit, to stretch a little bit, but not too much. It has to be just the right amount. It's an art, not a science.”
“he introduced new ways of playing music that those guys had never done before. And it was all recorded with no rehearsal, one take.”
“So what I meant by double vision is you see what a person's capable of, even though they're not acting that way now.”
“But Miles knew they were capable of it better than they knew it. It's interesting to keep a vision of what someone's capable of. Even when they're not living up to it.”
“You have to have vision, you also have to have sight. So you see what's actually happening. You can give feedback to the real event, but to keep both in mind at the same time.”
“some mentor in the Navy, we call it a sea daddy. You have a sea daddy who throws you in and puts you in charge of this project that's way bigger than you.”
Finding the groove
“You're creating the future you're going to discover is real. You're creating and discovering simultaneously, and to keep that flow going in an engaged way, that's the secret to innovation in organizations, definitely a secret to jazz improvisation.”
Universities as messy organisations
“Universities are messes. They're complete messes. They break all the rules of command and control you could imagine, and yet magical things happen, and you try and control them too much, and it kills innovation.”
“Well, and that's the genesis of this name, too, because it actually came from, you know, looking at universities and how they operate. So that's why it's messy.”
“I was the director of this program at Case for a couple of years, and I said this. I actually said this when I was interviewed, and they still hired me.”
“university faculty are the most narcissistic people on the planet, and that's a good thing, because they think that whatever they're doing is the most important thing in the world,”
“On surface, it looks like they should be, what, sub-optimizing, and yet magical things happen. Because of the serendipity, because of the minimal structure, because of the freedom, the autonomy, et cetera.”
AI and learning
“It's awful for an undergraduate to use AI. It's awful for a high school student to use AI. You can't offload the foundational work that's needed to understand, develop concepts, to wrestle with ideas, to read,”
“just for fun, I put five of the papers into Claude and said, what, what do you see? What themes do you see? And it gave, it saw patterns I didn't see.”
“But if I used it to write those papers, I would have cheated myself. There's no way to learn without putting yourself at risk. Deep learning involves risk.”
“and I think actually, in some ways, when you offload your thinking, to, to a machine, that's what you are doing. You're saying no to the mess rather than embracing it, right?”
Episode notes (as published)
From the episode notes published with the podcast.
Eight jazz principles for leading in uncertain, unscripted environments. This episode is for leaders who feel the ground shifting beneath them and who must keep moving forward despite having no reliable script, no guaranteed outcome, and no clear map. In Part 2 of our conversation, Frank Barrett, author of Say Yes to the Mess, draws on jazz improvisation to offer a practical framework for leading well in exactly those conditions. Frank walks through eight jazz-derived leadership practices: mastering the art of unlearning (following Sonny Rollins' legendary retreat to the Brooklyn Bridge), saying yes to the mess through affirmative competence, performing and experimenting simultaneously, and building minimal structure for maximal autonomy. The conversation covers how Miles Davis recorded Kind of Blue in a single take with no rehearsal - provoking musicians just enough to demand fresh attention - and what that teaches about provocative competence and double vision in leadership. The discussion also tackles followership - a discipline jazz calls 'comping' - and why organisations that only celebrate soloists are missing half the picture. Henry Mintzberg's concept of communityship gets a mention, and the episode explores how hanging out and serendipity (from Edison's Menlo Park to the Navy's O Club) drive the kind of innovation that formal structures cannot manufacture. Frank then turns the lens on universities as loosely coupled, gloriously messy organisations where autonomy, redundancy, and narcissistic passion somehow produce extraordinary results - and warns what is lost when control is tightened. The episode closes with a sharp-edged argument about AI: useful for surfacing patterns across compressed expertise, but dangerous when used to offload the struggle of learning itself. Saying yes to the mess means resisting the temptation to let a machine clean up the very friction through which judgment, identity, and wisdom are formed. Relevant to leaders in higher education, the military, technology, and anywhere uncertainty is the default operating condition. Connect with Frank Barrett on LinkedIn · Say Yes to the Mess by Frank Barrett (Harvard Business Review Press) · Sonny Rollins - The Bridge (album) · Miles Davis - Kind of Blue (album) · Website · Connect with Daniel on LinkedIn
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