The Right Way to Manage Rule Breakers

16 Jun 2026 · 21 min · 11 chapters

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In short

How leaders should manage rule breaking by diagnosing motivations rather than defaulting to punishment; includes steps to gather information, spot patterns, and decide between enforcement, compassion/education, or revising rules.

Guests

Michael Gill, associate professor at the University of Oxford Saïd Business School; his research synthesizes 250+ studies and was featured in HBR’s “How the Best Leaders Respond to Rule Breaking.” Co-host Alison Beard (HBR IdeaCast).

Key claims

Rule breaking is common and rising (e.g., 65% of employees observed misconduct in 2023 vs 60% in 2020). Four motivations: self-interested, pro-social, corrupted (coerced/pressured), and edified (higher purpose). Punishment is appropriate mainly for knowingly self-interested, harmful violations; compassion/education fits non-self-interested cases.

Notable examples

Expense fudging/approval bypass for bonuses; refund rule overridden to help a valuable customer; healthcare staff breaking rules to help patients. Leaders should invite safe speaking up, use “mystery shoppers,” and revisit rules that are repeatedly broken.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding Rule Breaking

1:28 to 3:56

Exploring the motivations behind why employees break rules in organizations.

“Well, one of the main findings of my research is that when it comes to dealing with rule-breakers, the first thing to do is really understand the motivation behind the behavior.”

Types of Rule Breaking

3:56 to 7:18

Detailing the four types of rule breaking and their implications.

“I think with the rise of new technologies and new tools and it's often areas of gray where people are not sure whether or not you can do this and organizations might not fully understand what their rules are dictating.”

Mistakes in Responding to Rule Breaking

7:18 to 11:46

Discussing common mistakes leaders make when addressing rule breaking.

“So I spend quite a bit of time with different organizations and have worked with quite a few in a pro bono capacity on rule breaking.”

Encouraging Reflection on Rules

11:46 to 13:14

Examining the balance between maintaining necessary rules and encouraging feedback.

“The highest ROAS of all major ad networks.”

Encouraging Rule Breaking: A Double-Edged Sword

14:02 to 14:53

Explore the risks and benefits of encouraging rule breaking in organizations.

“Are there instances when people actually should encourage rule breaking?”

Understanding Employee Motivations

14:53 to 16:18

Learn strategies for leaders to understand when employees might break rules.

“And you also advise leaders to try to figure out what they aren't being told, sort of when people want to break a rule but haven't yet, maybe.”

Senior Leadership's Role in Rule Breaking

16:18 to 18:00

Discover how higher-level leaders can address and manage rule breaking.

“is just to try and flesh out what could cause people to break rules and then how likely is that to happen.”

Building a Culture of Openness

18:00 to 18:45

Understand the importance of trust and communication between employees and managers.

“How do you know when you're doing a good job, you know, both dealing with the bad kind of rule breaking and then also learning from the good kind?”

The Academic Perspective on Rule Breaking

18:45 to 19:38

Hear about the speaker's research on rule breaking in organizations.

“And the next step on from that would be as a manager, a leader, you are prepared to revisit and reconsider rules rather than just sticking to them steadfastly.”

Curiosity as a Management Tool

19:38 to 21:06

Learn how curiosity can help managers understand employee motivations and improve rules.

“I have one key recommendation, which is I am advising managers to be curious.”
Show all 11 chapters

Challenges in Studying Rule Breaking

21:06 to 21:41

Discover the difficulties researchers face in discussing rule breaking within firms.

“So what's next for you in studying rule breaking in this type of behavior?”
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Transcript

Automatic transcript. May contain errors.

0:01Michael Gill:Deal is not just another payroll platform. It's one your team might actually enjoy. HR, IT, and payroll together finally. Built in-house. Built for peace of mind. Visit deel.com slash HBR.

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0:53HBR IdeaCast Hosts:Hello, everyone. I'm Michael Gill, and you've tuned in to the Harvard Business Review IdeaCast.

1:05HBR IdeaCast Hosts:Don't worry, I have Alison Beard with me here as well.

1:08Michael Gill:Hi, everyone.

1:09HBR IdeaCast Hosts:But we wanted to switch things up a bit today because I recently contributed to an HBR article about rule breaking in organizations and how leaders can manage it.

1:20Michael Gill:And so, while Adi and I typically introduce all of our episodes, our producer Mary agreed to let Michael bend the rules in this instance. But Michael, how should I deal with this rule-breaking of yours?

1:31HBR IdeaCast Hosts:Well, one of the main findings of my research is that when it comes to dealing with rule-breakers, the first thing to do is really understand the motivation behind the behavior. And for me, it was to prove that rule-breaking isn't always a bad thing. In this case, it maybe got listeners more interested in the topic.

1:51Michael Gill:I certainly hope so, and I want to dig into that and much more. But first, let me properly introduce you. Michael is an associate professor at the University of Oxford Said Business School, and his research, a synthesis of more than 250 studies across four decades, was featured in the HBR article, How the Best Leaders Respond to Rule Breaking. Welcome to the show that you've already opened, Michael.

2:13HBR IdeaCast Hosts:Thank you very much for having me.

2:17Michael Gill:Okay, so how big a problem is this for leaders right now? Are employees and managers breaking more rules than they have in the past?

2:26HBR IdeaCast Hosts:So we have different pieces of evidence that suggest that rule breaking is very commonplace and in many instances on the rise. So, for example, the Ethics and Compliance Initiative's 2023 Global Business Ethics Survey reported that 65 % of employees around the world said they had observed misconduct at work. And that's up from 60 % three years earlier in 2020. and in the United States more than half of workers reported seeing rule breaking and prior surveys found much lower levels so that does suggest that the problem is increasing. To understand how common or frequent this is is really difficult because lots of organizations for obvious reasons don't want to talk about it but with the evidence that's out there and certainly in my study we can see that rule breaking is happening in all sorts of organizations, in all sorts of places and industries around the world.

3:25HBR IdeaCast Hosts:And it is really common. And I think one thing to reflect on is if you've ever encountered rule breaking, and I suspect most people have.

3:34Michael Gill:Yeah. And I imagine that there are a couple of trends that might have led to an increase in rule breaking. I think of remote work, which means less oversight. I think of people using new AI tools in ways they shouldn't or aren't sanctioned by the organization. So I'm hoping it's that, not just like moral decline.

3:54HBR IdeaCast Hosts:I hope so, too. I think that you are absolutely right. I think with the rise of new technologies and new tools and it's often areas of gray where people are not sure whether or not you can do this and organizations might not fully understand what their rules are dictating. absolutely it could be driven by issues of AI and I'd like to think that there isn't a sustained moral decline but I do think that people will break rules for all sorts of reasons and sometimes that will be for self-interested reasons and sometimes it will be because they're trying to help people and the technology we're now embracing can make all of those different explanations just as valid of those as they've always been.

4:35Michael Gill:So you said not all rule breaking is bad what exactly did you find in your research about that in terms of different motivations?

4:44HBR IdeaCast Hosts:The nub of the research article is that there's a lot of different research about rule breaking and it's across the fields of management and sociology and economics and criminology. But these different literatures tended to offer different explanations for why people break rules, but didn't really speak to one another. So what I've tried to do in this study is to pull all those different explanations together. And really, when you look across all these different literatures, there are four main types of rule breaking explanations. And I'll just quickly run through those. So the first one is self-interested rule breaking.

5:28HBR IdeaCast Hosts:This is the rule breaking that most people are really familiar with. This is when people break the rules for their own self-interest to get themselves something that will benefit them. So for example, maybe they fudge their expenses or bypass approvals so they can get a bonus. That's the most well-known type of rule breaking. And that's typically what most managers think about when we think about rules being broken. But there are three other types. And the second is called pro-social rule breaking. and this is when employees break rules to try and help other people. So this might be to help a customer or to speed up a process or to help a colleague who's stuck.

6:10HBR IdeaCast Hosts:And an example of this might be an organization has a formal rule that says you can't give a refund if a customer has received bad service. But if a customer is really valuable, an employee might disregard that and provide a bonus.

6:25Michael Gill:I like those kind of rule breakers.

6:28HBR IdeaCast Hosts:they said they sound great they sound great there and there are two others and the third one is called corrupted rule breaking and this is when people are breaking rules not because they want to but because they feel pressurized or threatened or coerced in some way by their colleagues or their boss to break a rule and then the final type is edified rule breaking and this is when people break rules, again, not for themselves, but usually for a higher purpose or to do something that they think is right. So for example, that might be people working in healthcare, breaking an organizational rule if it helps a patient, for example.

7:06HBR IdeaCast Hosts:And the article's trying to say there are all these different types of explanation. And if we want to understand rule breaking, we need to understand that there are lots of different motivations for why it happens.

7:17Michael Gill:So what are the biggest mistakes that leaders make when it comes to responding to rule breaking in their organizations?

7:24HBR IdeaCast Hosts:Yeah. So I spend quite a bit of time with different organizations and have worked with quite a few in a pro bono capacity on rule breaking. And one of the most common is there is an almost default assumption, not across all, but across many managers, that if someone's broken the rule, they should be punished. but the problem with that is twofold number one it misrepresents why people are breaking rules so we've just touched on the different types of explanations and if there are four types and we're always assuming it's one in this case self-interested then you're going to have all sorts of problems and the second is if you respond to someone being self-interested and assume everyone is self-interested by punishing them then that can have really negative consequences as well in organizations.

8:11Michael Gill:So what advice do you have for managers who are trying to better discern the motivation of a certain person's rule breaking before they react or punish?

8:24HBR IdeaCast Hosts:There's several steps I think that managers could look to do, but underneath it all is the premise of asking and trying to understand why. And for many employees who break rules because they're trying to help the company or because they're trying to help colleagues or because they think they're doing the right thing, they will be more likely to offer up an explanation and to try and explain to others or their boss, their leader, their manager why they've done it. It can be tricky, of course. There will be lots of instances where employees don't want to share and that leaves managers with a problem.

8:59HBR IdeaCast Hosts:But also, if people continue to break the same rule over and over again, that's also sending a really strong signal to managers and leaders that maybe they need to think more carefully about how that rule is being used and is it really working in practice with the day-to-day realities of work.

9:17Michael Gill:Yeah so as you say in the article it's key to look for patterns in rule breaking. How can managers begin to notice those patterns if it's sort of an accumulation of anecdotes or is there data analysis that could be done?

9:31HBR IdeaCast Hosts:There's a whole host of ways that different managers might choose to approach it. The first is giving people a forum where they could share instances with you of why they might break rules. So giving people an opportunity where they might feel psychologically safe, where they know they might not be punished, or some forum in which they can share and explain why things are happening. The second is really to look for patterns. So as you touched on there, why might certain rules be broken? Well, if the same rule is being broken again and again, or a certain department continues to break the rules, then that's really interesting.

10:07HBR IdeaCast Hosts:And that can lead to conversations about why that's happening. Ultimately, whatever the approach, it's about trying to gather more data and to understand the motivations behind the rule breaking before reaching to react.

10:21Michael Gill:And once you've determined a person's motivation or a set of people's motivations, what are the different ways that you might handle the situation depending on your diagnosis.

10:33HBR IdeaCast Hosts:Yeah. So I think it will, of course, depend on what you understand to be the motivation of that rule breaking. But if we take two extreme ends of the continuum, one is punishment. One is if someone has obviously self-interestedly and knowingly broken a rule that is for their own benefit and is harming the organization in some way, then punishment is entirely appropriate if they're aware of the rule they've broken and of the consequences. And I think most managers are aware of disciplinary action and how that can unfold. But there is also the other end of the spectrum, which is, first of all, many people break rules without fully understanding why, or as we've spoken about, maybe they felt pressurized.

11:17HBR IdeaCast Hosts:And in those instances, it's really helpful to offer some compassion, to try and help someone understand why they shouldn't be breaking this rule and the consequences of it. Rather than punishing, it's more about educating and explaining. And the benefit of a compassionate approach when people aren't breaking the rule for self-interest is that they are more likely to be willing to then stop breaking the rules or to share their insights about how that rule can be changed and improved.

11:46Michael Gill:What would you say to an organizational leader who says, we have rules for reason if we go into this sort of pattern of trying to understand why people breaking rules and then maybe changing them it's just going to lead to chaos the first thing to say is i wouldn't

12:03HBR IdeaCast Hosts:recommend that any rule breaking should ever really be encouraged by by managers at least not directly organizations need rules and they should be supported and they should be enforced but if people are breaking rules they are sending a signal to management about something important and that tends to be that the rules may no longer fit the operational realities. Now it may be that some people break rules again for self-interested reasons and if that's the case and that's clear then absolutely enforce the rules and use punishment as appropriate But if a rule has been broken over and over again, and that is an issue, then that speaks to a more fundamental problem about the rule itself rather than the rule breakers.

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14:07Michael Gill:Are there instances when people actually should encourage rule breaking? You know, I think of the old Facebook saying, move fast and break things. Like, we're in a period of such dynamic change that actually we want people to be challenging rules.

14:20HBR IdeaCast Hosts:I think there's a benefit to encouraging people to consider and reflect on the rules and to ask people why rules don't work or perhaps how could they change or develop. But I think there's a real risk in encouraging rule breaking that you can set a precedent whereby people then continue to break rules. And they might at the start break rules that you want them to break or lesser rules, if you will. But the risk then is that people continue to break rules that you don't want them to break or more foundational or fundamental rules. So my view would be probably not to encourage rule breaking, but to be really sensitive to when it does happen and to try and revisit the rules to understand when those rules are not fit for purpose.

15:05Michael Gill:And you also advise leaders to try to figure out what they aren't being told, sort of when people want to break a rule but haven't yet, maybe. So how do you do that?

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15:16HBR IdeaCast Hosts:That's a great question. So it can be really difficult because for all sorts of reasons, people don't want to speak up in the workplace, especially to their bosses, managers, leaders. One thing and one option to managers is to invite people to speak, whether it be anonymously or whether it's through other people or through a representative and to share their ideas. others are to use things like surprise we call them mystery shoppers in the united kingdom but having people go into the workplace and experience it either as a customer or an employee and then feed back their experiences in a way that's removed from the everyday employee to managers and then another option on top of of those is really simply to try and just sketch out with your team if they think there might be rules that could be broken or if it's a possibility and why they think that might happen in a safe environment.

16:17HBR IdeaCast Hosts:And again, the underlying principle is just to try and flesh out what could cause people to break rules and then how likely is that to happen.

16:26Michael Gill:It sounds like this is a problem that should be mostly dealt with by frontline managers, you know, a boss dealing with their direct reports. But is there anything that higher level leaders in the organization, maybe the C-suite can do to ensure that everyone's treating rule breaking in the right way?

16:47HBR IdeaCast Hosts:I really believe that this is a very senior level issue. And I think in the C-suite and indeed at all levels, there are several things that leaders can do that would have a profound impact on rule breaking. I think one thing is to be honest and admit as leaders when they have broken rules or made mistakes because that encourages other people to speak up and share their experiences about why they felt they had to break a rule or why they didn't understand a rule. And I think that spirit of openness and honesty requires real leadership and it can have a really profound impact on getting other people to speak up.

17:26HBR IdeaCast Hosts:And I think the other thing as well is to try and make sure that that gap between the frontline line and the C-suite can sometimes be closed. Can those leaders spend time on the front line, however briefly, to try and get a sense of why employees might feel the need to break rules, even if it's for the benefit of customers or their colleagues? Because in the abstract, it can be quite obvious to many senior leaders that rule breaking is wrong, but in the practical lived experience on the ground, it can make much more sense.

18:00Michael Gill:How do you know when you're doing a good job, you know, both dealing with the bad kind of rule breaking and then also learning from the good kind?

18:08HBR IdeaCast Hosts:I think that when your employees are coming to you and talking to you about why they felt they had to break a rule and they did or they didn't, and even better, why they think they might be able to change the rule in some way and can offer you ideas. I think at that stage, you've been really successful because you've built a culture and a climate where people feel willing and able to talk to you about how rules can be recrafted or redeveloped without being hidden away from you. And that trust, that level of openness between employees would suggest to me that you're doing a really good job. And the next step on from that would be as a manager, a leader, you are prepared to revisit and reconsider rules rather than just sticking to them steadfastly.

18:56Michael Gill:So why did you get interested in rule breaking? Are you a rule breaker yourself?

19:01HBR IdeaCast Hosts:No, no. I'm very much a geeky academic, so I like to follow the rules very clearly. The reason I got quite interested in rule breaking was because I was approached by several different firms, initially in a pro bono capacity, and we were talking about several issues the firms are facing. And some of these firms spoke honestly about issues of rule breaking and asked me to come and talk to them about it. And in doing so, I reviewed the literature. And that also, I think, reflects the point that this is a real issue that organizations are facing right now.

19:37Michael Gill:Is there any other advice that you have for leaders on how to stay on top of rule breaking in their organizations?

19:43HBR IdeaCast Hosts:Yes. I have one key recommendation, which is I am advising managers to be curious. You know, for example, if you have talented and committed employees, employees you really value, but they keep breaking a rule or the same rules, they are sending you a really strong signal. And that is likely to indicate some sort of tension between what they're being asked to do or expected to do every day and the structures of your organization. And don't just assume you know why people are breaking rules. Try and find out. And as a bare minimum, try and have a conversation with those people.

20:28Michael Gill:What are some specific questions that you think, you know, either CEOs or frontline managers should be asking?

20:37HBR IdeaCast Hosts:I think before a rule is even broken, it would be really useful to speak to the people who will be most affected by those rules and to ask them, do you see any contradictions in what we're asking you to do and these rules? I think that's one broad set of questions. And another question would be, if you do see any contradictions, can you see alternatives or can you think of different ways in which we could approach this? Again, showing a curiosity, not just for the motivations of employees, but also about the rules you employ every day in organizations.

21:14Michael Gill:So what's next for you in studying rule breaking in this type of behavior?

21:19HBR IdeaCast Hosts:The interesting thing is it's so hard to get access to firms who want to openly discuss rule breaking. As you can imagine, no one really wants to talk about it. so any direction that we could get people who would be willing or open to discuss rule breaking i think would really help us at least from a research point of view to understand more about why this happens and how to address it terrific well michael thank you so much it's been a pleasure talking to you about this thank you so much for having me today that's michael gill an associate

21:54Michael Gill:professor at the university of oxford saeed business school you can learn more about this research in the HBR article, How the Best Leaders Respond to Rule Breaking. If you found this episode helpful, please share it with a colleague and be sure to subscribe and rate IdeaCast in Apple Podcasts, Spotify, or wherever you listen. If you want to help leaders move the world forward, please consider subscribing to Harvard Business Review. You'll get access to the HBR mobile app, the weekly exclusive insider newsletter, and unlimited access to HBR online. Just head to hbr.org slash subscribe. Thanks to our team, senior producer Mary Du, audio product manager Ian Fox, and senior production editor Kristen Murphy Romano.

22:32Michael Gill:And thanks to you for listening to the HBR IdeaCast. We'll be back with a new episode on Tuesday. I'm Alison Beard.

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From the publisher

Most leaders assume that when employees break rules, punishment is the answer. But according to researcher Michael Gill, associate professor at the University of Oxford Saïd Business School, that mindset overlooks a crucial reality: not all rule breaking is self-serving, and some of it may actually help organizations perform better. He explains his research synthesizing more than 250 studies and details the four main motivations behind why people break rules, why repeated violations may signal deeper organizational problems, and how leaders can distinguish harmful misconduct from employees trying to help customers, colleagues, or the business itself. Learn more in the HBR article How the Best Leaders Respond to Rule Breaking.

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