Leadership = Risk. Accept that and promote accordingly.

Chris D. Lewis • Aug 17, 2023

“I think you make impacts by taking risks.”

Shenae Grimes

I believe that you can make even bigger impacts – negative ones, by not taking risks.

Life is risky from the day one emerges from the security of the womb. All our lives we make decisions that could cause us personal or career harm.


On the leadership front, there is no end of risk – day after day, 24/7. Risk for you, your people and your organization. The only way to avoid it is to never do anything, ever.

But in my view, to NOT take risk as a leader is risky in itself. The lack of decision-making or the fatal flaw of not making decisions for the right reasons should be the demise of many so-called leaders – depending on the experience, ability and mindset of those higher up the food chain. But weak leadership teams won’t recognize the many issues at stake and the rationale for decisions when things do go bad, and will forever tag some individuals as the “one that failed.” Whether the senior team leans in terms of their own ability and experience is a crap shoot in many organizations.


From another perspective, if those you lead view you as afraid to take risk or incapable of making decisions, they are undoubtedly going to wonder why they are taking such enormous risks when you won’t and will question if you will truly have their backs if things go bad.


Decisions will often go well and will be huge successes. Some decisions won’t go particularly great, but life will go on. Other decisions will be total train-wrecks unfortunately. The true test of the leader will be their reaction to all of those scenarios and whether they give credit to those who carried it out when things do go well and take the hit on occasions that things don’t.


In policing – in which risk is inherent 24/7, I saw cycles where people were promoted because they never failed. They had no black marks in their files. There were deemed to be “good guys” by an influential individual or group of what I call “pseudo-leaders”. But did they ever really take a risk? Did they ever make an arrest? Did they ever go out after dark?


Then conversely, some great, honest, hardworking officers who stayed operational in risky environments – working the road, investigations, undercover, tactical units and more, failed on occasion and in the minds of some non-leaders above, were forever considered "failures". Promising careers turned bad on a dime.

The so-called “good guys” that were rewarded for never failing, never had an opportunity to fail, because they never did anything. They learned that you never fail if you never take a risk.


These non-combatants (as my friend calls them) that did get promoted often continued the cycle of destruction by promoting more people that never disagreed with them, made a sound decision or did a day of police work. Not all obviously – some great leaders snuck through the system but when they did it upset the leadership applecart and caused competitive friction between leaders that “walked the walk” and those that only “talked the talk.” The balance of power issues that resulted could be destructive.


The Chief or Commissioner of the day and their senior officers in most services generally picked their inner circle in their own likeness, but for some the “true leaders” made them feel insecure, so, they opted to promote those that would quietly acquiesce to their every whim. The bulk of the organization then quietly shook their heads, believing that some leaders they believed in didn’t make the grade and some that had never really done anything including make decisions were climbing the ladder of success while dragging others down.


The system often perpetuated itself from there, creating massive leadership voids that took years to overcome. When that happened, the resulting failure of leadership impacted morale, decision-making and the development of future leaders for years to come. That’s hard to recover from.


“Only those who dare to fail greatly can ever achieve greatly.”

Robert F. Kennedy


Employees at all levels in private and public sector companies have to take risks. In policing, those risks often jeopardize lives or at minimum can be life-altering and unfortunately, mistakes will happen. However, we can’t throw the towel in on our people when they honestly err and cast them aside like an empty chicken bucket. We should always differentiate honest mistakes from maliciousness when doling out punishment and moving forward, or we will dissuade our people from ever taking risk in their daily duties.


We have all experienced the opposite unfortunately, that being weak-kneed leaders that accept credit for the efforts of others and/or pass blame for their own blunders on the rare occasion they make a decision. If you do either of those things even once, you are not a leader, and your goose will be cooked. It will spread like wildfire and you will lose whatever credibility you may have had, perhaps forever – at least with those you are supposed to be leading.


True leaders step up to the plate when there is a risk worth taking – for those they serve and for those they have the honour to lead. They lead by positive example and try to develop true leaders to replace them. Those are the people that should be further promoted. I’ve seen many people in leadership roles that were the furthest thing from leaders. They were so afraid to make decisions because of a fear of adversely impacting their chances for promotion – based on their fear of the weak pseudo-leaders above them, that they never took a risk or made a decision, ever. Sometimes their fear became a self-fulfilling prophecy when some true leaders came to power that rightfully believed taking calculated risks is the job of a leader.


The lesson in all this is that if you are afraid to take risk or will point fingers and run screaming into the night when things go bad, then accept that leadership is not for you. Find another role. It will save you a lot of stress and a ton of heartache for those around you.


*Taken in part from my book “Never Stop on a Hill” (2016).

By Chris Lewis 22 Apr, 2024
On April 16, 2024, we lost an incredible police officer and leader from the OPP family. At the same time, his beloved wife Betty, his children and grandchildren all lost the dearly loved patriarch of theirs. Tom O’Grady had a storied police career that lasted 42 years. He joined the RCMP in 1956 as a young 18 year from Northumberland County in Ontario and following a short stint in Rockcliffe Park (Ottawa), was posted to the Cornerbrook, Newfoundland. Then in 1958, Tom left the RCMP and moved back to Ontario. In those days the RCMP would not allow their young officers to wed and given that he married the lovely Betty that same year, it appears the RCMP lost a good man over their policy. Tom subsequently served with two small municipal police departments in what is now Durham Region, before joining the OPP in 1961. His OPP career took him first to Bradford, then Stayner, Huntsville and by 1972 he was assigned to the OPP Anti-Rackets Branch at OPP Headquarters in Toronto. He flourished in the investigative realm and was promoted several times there, including to Detective Inspector upon his transfer to the Criminal Investigation Branch (CIB). He led a number of complex homicide and other major cases across Ontario, including into outlaw motorcycle gangs and even an international case that involved the possible overthrow of a Caribbean country by extremists. That is when I first met Tom O’Grady, when he was in the CIB and came to London Detachment to conduct some interviews. My Staff Sergeant at the time asked me “Do you know that guy?”, and I replied that I had only heard his name, and in a positive way. He said, “He could well be the Commissioner someday.” At that time, I didn’t even know what a CIB Inspector was, but after meeting Tom, learning of his cases and watching his interaction with other members, how he spoke and carried himself, my career goal was cemented. I was determined to be a CIB Inspector at some point in my career. Commissioner O’Grady went on to lead the CIB then was promoted to Chief Superintendent in-charge of the entire Investigations Division, and with a couple of other brief stops, was appointed to be OPP Commissioner in February 1988. I never really interacted with the Commissioner much prior to the early 1990s. Then through various assignments and investigations, I had to meet with him on occasion and even briefed the Solicitor General and Ontario government committees with him. I was always so impressed with the way he spoke and the impact that had on those he was addressing, whether they be political or police leaders. He maintained a calm, reassuring presence, enunciated his words carefully and purposefully, all while exuding knowledge, confidence and professionalism. There’s no doubt they all admired him greatly and I was certainly proud to call him “Commissioner”. I attended a meeting with him in Ottawa in the mid-90s, regarding a national strategy to fight organized crime. He sat at a huge table, quietly and thoughtfully, as movers and shakers in police leadership from across the country debated various options and strategies to tackle the growing organized crime threat. After many had spoken and the tide of the discussions had ebbed and flowed, he indicated that he had something to say. When he had the floor, all the other police Chiefs and Commissioners focused intently as he articulated his views – expressing agreement with portions of the earlier dialogue and some contrary thoughts. That changed the direction of the entire conversation. Others nodded in agreement and then the Chair spoke, and the entire group indicated their consensus. One of things he said to the group, and it struck me, was: “Whether it be federal, provincial or municipal police services, they are all paid for by the taxpayers. And it’s all the same taxpayers. We owe it to them to work together effectively and to get it right for them.” I told him after the meeting that I thought in future meetings – that involved a galaxy of egos and agendas, he should simply speak first, everyone would agree, and we could wrap things up much more quickly. He laughed and said, “Well, they all need to have their say.” I didn’t realize it then, but through those interactions I learned valuable lessons that would help me in my journey as a police leader. In 1995, Tom called me to his office in Orillia. He was very concerned about a letter to the editor that I had sent to a major newspaper to correct some misleading reporting they had published. Although I had worded the letter carefully, he felt that I had disregarded his instructions to the entire OPP to not engage with the media about a controversial issue that the OPP had been criticized over. Although I made a brief counterargument, there was no doubt in my mind that I was not going to sweet-talk my way out of this discussion, so I fell on my sword. He asked, “Why do you do these things?” It appeared t he had the perception that I spoke my mind a bit too directly at times. He had me there! I replied, “Because they pissed me off.” He said, “Well they pissed me off too, but I didn’t write them a letter.” I said, “Perhaps you should have.” He went on to tell me that I wasn’t alone in that thought and that someday he would publicly speak to the issue, adding, “In the meantime, the next time you’re pissed off, come and see me before you write the press.” I reported directly to him through my years at Criminal Intelligence Service Ontario (which he assigned me to) and then he promoted me to Superintendent two years later. I totally appreciated that he never threw the towel in on me over my media letter. Other leaders I worked for over the years certainly would have. Tom O’Grady led the OPP through some challenging years. Ten of them in fact. Fiscal, relationship, public safety and media challenges that we had seldom ever faced as an organization required a high level of patience and strategic thinking. Although as a minor player at the time, I didn’t always agree with the direction chosen or some of the players he promoted to executive roles, but I respected Tom as our leader and did what I could to support him and his agenda, as I did for every Commissioner to follow. I would eventually find out that being Commissioner of a 9000-person organization can be a lonely position. As a rule, making suggestions to the boss and then disagreeing with his or her decision on occasion isn’t all that stressful. Actually, it’s a pretty easy go. But when the buck stops with you, as it did with Tom for a full decade, it’s a whole different world. I know many people didn’t agree with all my decisions or promotions over the years either – and at times rightly so. Despite Tom’s or my best efforts to get it right, at times we didn’t. That reality comes with the turf. Commissioner O’Grady retired in 1998. I couldn’t make it to his retirement celebration, but I sent him a letter to wish him well and to thank him for his leadership, his unwavering support of all of our men and women, and for his belief in me. I added at the end, “Even though you’re retired, anytime I’m pissed off, I will give you call before I write a snotty letter to the press.” We chatted on many occasions over the years to follow. He would still give me his opinion if I asked, but never once offered it when I didn’t. His sage advice and at times silence, was always valued and greatly appreciated. When I wrote a book on leadership in 2016, I interviewed Tom as well as several other past and current Canadian police Chiefs. In response to my question regarding the importance of leadership, he offered this thoughtful feedback: “It has been said that the public is generally oblivious to good policing, rather it is the absence of it that draws public attention and concern. By comparison, an efficient and effectively functioning organization is the result of good leadership, a fact that usually goes unnoticed. Only when the organization begins to malfunction does the subject of good leadership or the lack thereof become a subject of public debate.” Well said, Sir. I’ll miss Tom O’Grady. As I do, I will certainly keep Betty and his family in my thoughts. They’ve suffered a tremendous loss. Rest in peace Commissioner.
By Chris Lewis 19 Dec, 2023
As a career police officer, author, speaker and CTV News’s Public Safety Analyst, I watch public safety events unfold around the world, with a particular emphasis on policing. I write about some issues, talk about others, but I consider them all.
By Chris D. Lewis 28 Nov, 2023
Sadly, awful things continue to happen in society – 24/7, around the world. Tragic, violent events that unfairly take the lives of innocent people and forever destroy the lives of families, friends, witnesses and responding agencies, do take place. Although terrible, they are seldom ‘terrorist’ acts, however.
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