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LEADERSHIP: Should we promote the people that challenge us?
June 13, 2024

We need to promote those that make decisions in the best interests of our organization and its people.

Photo: www.istockphoto.com/


Earlier this week I had the privilege of speaking to the Ontario Association of Chiefs of Police (OACP) delegates at their annual conference. This year’s conference theme was Leadership Matters – Harnessing Policing Excellence, a topic near and dear to my heart.


As a long-retired police leader that only knew less than half of those present, I wondered what the attendance for my presentation might be. I was pleased to see a large crowd that seemed truly interested in my slant on the topic, including many senior officers and chiefs that are past retirement age, but still committed to those they lead and obviously willing to listen to what an old ‘yesterday’s news’ colleague had to say.


I truly believe that ‘leadership is leadership’, regardless of rank or vocation, and that has not changed since I was a Corporal almost 40 years ago. What has changed are the pressures today’s police leaders are facing in a rapidly evolving world, with change coming at them at a much more significant rate than I faced in my career. The need for effective leadership in policing has never been more critical.


I talk with police employees all over North America on a regular basis, through speaking engagements, informal face to face and social media interactions. I spoke to one yesterday – a 28-year Constable, unrelated to my engagement at the OACP Conference, who told me this:


“We promote people who won’t challenge leaders above them instead of those who do. How are leaders going to get better if they aren’t challenged?”


This wasn’t coming from a bitter officer who was never promoted, but is a university educated, highly-respected member who has never sought promotion. It was simply a personal observation that was offered in frustration.


It caused me to think back to my own career and similar irritations that I felt over the years.

I recall senior management meetings where you would receive a death-stare from the head table if you didn’t blindly agree with something the Commissioner or one of the Deputies said. The few that would quite respectfully state their disagreement and/or suggestions for an approach that might better meet the needs of those we led would be treated with disdain, likely followed by a one-on-one meeting with their Deputy.


Conversely, those that would jump up and blindly agree with everything suggested from above would be greeted with an approving smile. Eventually, no matter how well considered and intended their contrary suggestions may be, those that offered them became tainted meat in the eyes of the executive.


As a junior member of that team, I observed these happenings closely – as did others, and quickly learned who among us was more likely to be promoted next. But I, and a few others with similar values, took the risk and stayed the course. “I am what I am” I guess.


When I addressed the OACP delegates, I offered the following analogy based on my time as Commissioner, as food for thought:


Let’s say I had a completely off the wall idea and brought 2 senior leaders in one at a time to run it by them. No matter what inane proposal I offered, the first subordinate would jump to attention, say “I agree Commissioner. I’ve always felt we should do that. You are the most brilliant Commissioner in history, and I love you.” That individual would then leave and tell his direct reports, “You wouldn’t believe the stupid idea the dummy had this time. I fought him on it, but I lost.”


The second person I brought in would listen intently to my insanity, appear completely consternated and respond, “Have you lost it? We can’t do that”, explain why and offer alternatives. However, if I said, “Thanks for the input, but I need you to do this”, he’d argue some more and eventually move forward with my decision without bad mouthing me in the process.


I then posed this to the audience, “Who would you rather have on your team? A so-called leader that never tells you what they truly feel, or one that will challenge you to do the right things?” The answer is quite simple in my view. But is that how things in our organizations have always been? Is that the environment in our organizations now? Have we created a culture of honesty where input is sought, welcomed and considered – in the best interests of our people, or do we promote those that accept our every command or suggestion without ever providing valuable input on the road to success? How as senior leaders do we identify all the potential pitfalls and landmines ahead if we refuse to hear about them and sideline those that offer them??


When I was Commissioner, I never had a Deputy Commissioner that didn’t know I wanted their honest opinion and that I desired them to challenge my decision-making. In fact, I told a retired Deputy friend recently, “If I’d wanted a yes-person, I certainly wouldn’t have picked you.”


True leaders create a culture where innovation, ideas, suggestions and respectful criticism are not only welcome, they are expected. They set a positive example and encourage leaders below them to do the same.


The sycophants that only manage up and not down need not apply.

By Chris Lewis June 6, 2026
Police become the default response to bad immigration policy
By Chris Lewis March 28, 2026
Leadership is inundated with risk, every hour of every day, in all sectors. In policing, legislative authorities and established policy are the ever-present guideposts, but occasionally policy just doesn’t apply. At times someone has to just make a decision to do something, or not, or they will fail the public they serve and the personnel it is their duty to lead. If it goes bad, time to own up, do damage control, learn from it and move forward. It always frightened me when I saw some at the senior executive level in policing think that supervisors and managers operate in a pristine little bubble where nothing should ever go wrong. Then when it did because some supervisor tried their best to make something work for all the right reasons, they wanted to pigeon-hole the person that took the risk. There were times during my own career when executives were not encouraged to take any risk either. In fact, taking risk was career risk in itself. Despite the best of intentions, if it went bad, the one ‘responsible’ be forever labelled as having failed. Even if the gamble went well, the jaundiced eyes from above would still forever look at them as being a potential liability. It became the “Oh, him. He’s the one that...” At times the daily decision making of high-level commanders would be second-guessed by those in the executive suites – some of whom had never really commanded anything. My buddy retired Chief Wayne Frechette used to describe these folks as: “They’ve never been out after dark on company time.” I know this same concept was alive in many other police services. Some at executive levels actually did serve in operational roles at some point but they never took a risk. Somehow, they were fortunate to skate through difficult situations through sheer luck as opposed to good decision-making and never developed any scar tissue along the way. They didn’t learn from failure – they survived by luck. They also were viewed by weak executives above them as being golden because there was never a milli-second of negativity around them. They were Teflon. But those that worked under their “command” (for lack of a better word) had no respect for them. They simply watched them walk around with coffee in hand, never leaving the office or making a decision. It wasn’t leadership, but it did pave the way to stardom from on high, for some. True leaders do take risks at times. Many I worked with and for did it all and did it well. They did so in the best interests of those they served and those they led, because it wasn’t about themselves, but was done in the service of those that placed their trust in them. Policy simply doesn’t fit every situation. It is most often a guide that anticipates most circumstances that employees will face, particularly the more common (high-frequency) ones. But it cannot predict every possible scenario. When that happens in policing, it can occur in very unlikely situations (low-frequency) that are incredibly high-risk. Supervisors cannot say “Sorry folks, the book doesn’t cover this one” and run away crying. They also don’t have time to tell bad guys, “Hey big fella, sit tight. We need to take a pause here and get the whiteboard out so we can have a group-think about how to stop your murderous rampage.” I think that many pseudo-leaders – far too many, are afraid to make risky decisions out of fear that an error will jeopardize their career. Instead, they risk their careers by not making decisions. Or as I like to say: “their fear of career-risk, risks their careers.” This can be fatal in the policing world. When a police supervisor shirks their responsibilities or quivers, sucks their thumb, and prays for the situation to go away, thankfully constables will come forward and do their best to get their teammates through it. Sometimes that ends well and when the supervisor emerges from their fear-induced coma, they will more often than not take credit for the success. But when the situation goes to hell-in-a-handbasket – despite best efforts, the pseudo-leader will document the risk-taking employee and add another bullet-point to their list of things they’ve done to “hold people accountable.” The panel at their next promotional interview will likely hear the false rendition proudly told. I hear examples of this practise from serving police officers across North America on a much too frequent basis. True leaders develop a culture of trust among those they lead that their suggestions and feedback are encouraged and valued. Their confidence that the leader wants their input encourages them to constantly analyze situations and give thought to what policy says and the options available when policy says nothing. That is good for the employee’s development and may save the leader’s hind-end and the continuity of the team on occasion when an employee steps forward in a crisis. Having said that, there will clearly be situations where there isn’t time for the whiteboard, and a decision needs to be made by the responsible “leader.” When it doesn’t work out, the real leader will step forward and be accountable. But when it does go well, the true leader will allow the light to shine on the team they have the honour to lead. In my view, we’re not seeing enough of that in North American policing. We need more genuine leaders at all levels of law enforcement organizations. Developing and promoting real leaders that can manage risk effectively is a must. Anything less fails everyone.
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