Blog Post

HOW TO HANDLE A LOUSY BOSS

James Meadows • Mar 28, 2018

A few years ago I did a post on how to lead a lousy team. That scenario presents some significant leadership challenges that demand examination. How the leader responds can make or break that team.

Shortly after that post, one of my readers turned the tables by proposing a follow-up question: how do you deal with a lousy boss and how does that affect the team? That’s an excellent and welcome question! Here are some ideas to get you through that difficult and complex situation.

It’s Not You, It’s Me.

It is wise to pause first and do some careful analysis. The seriousness of the subject demands sober judgment. As a professional person, you want to refrain from immediately jumping to conclusions about your boss. Therefore, before you affirm that you genuinely have a lousy boss, consider these important questions:

  • How much time have you invested in mutual feedback with your boss to improve each other’s performance?
  • Have you tried to manage your boss better by accommodating his or her work style?
  • Do you and your boss have the same understanding of the work that needs to be done, the group’s mission, and office politics?
  • Is it possible you are misinterpreting or prejudging your boss’s behaviors?
  • Do you have a personality clash?
  • Is your preferred communication style in conflict with your boss’s default setting?
  • Have you sought the advice of a trusted confidante who might provide insights that you could be missing?

I have seen many people apply themselves to these questions only to conclude that they genuinely did not have a lousy boss. Instead, they simply had to do some work on communication style, personality awareness, interpersonal skills, or feedback loops. The result was that the worker-boss relationship was beneficially reframed. What had begun as a question on how to handle a lousy boss transformed itself into a better reality of refining the worker-boss relationship. Both the worker and the boss grew through the experience.

On the other hand, if the above approach still leaves you with the conclusion that you have a lousy boss, then you need to go to the next step.

Aligning Our Goals.

Your boss probably will not decline your help to achieve key goals. Schedule a session with your boss to learn more about his or her goals. In so doing, you will have the opportunity to affirm how your goals as a team member align with your boss’s goals. This might sound simple, but sometimes you must start simple for two reasons:

1—The nonarticulation of goals can do a great deal of harm to a team. The team does not know what the target is. That meeting will allow you to hear your boss articulate the goals. That alone allows you to confirm or correct your understanding. Based on that understanding, you have additional opportunity to share how your goals align with your boss’s goals. Some bosses have simply never fully realized this, but they need to experience that awareness. Your argument just might make a great deal of sense to your boss.

2—Sometimes a person is a lousy boss because of a deep distrust of people. Your act of sitting with your boss to ensure your understanding of his or her goals could be very powerful. Through your listening ear, your boss might come to realize that you genuinely are a valued contributor. That revelation can work toward neutralizing dysfunctional behavior patterns that your boss holds. Trust can grow. Some of these dysfunctional patterns are hard to break, but you have to start somewhere.

Some bosses are lousy bosses because they have always believed it is an us-versus-them world. By you taking the time to ensure goal alignment, your boss might grow in his or her understanding of teamwork. That understanding has the potential to improve any boss.

This is just one dynamic involved in handling a lousy boss. Many additional factors are involved such as . . .

Leading The Horse To Water.

If you genuinely have a lousy boss, then one of the ways that you may need to render service is to point gently in the right direction. Yes, there may be times when you can see the solution but your boss cannot. You must lead that horse to water.

You can do this in ways that are nonthreatening. Sometimes it will demand some creativity and conversational jujitsu. For example, you might digress into a minibrainstorming session and then leave your boss hanging with an unanswered question in which the solution becomes more obvious over time. You might be surprised how many times the next day your boss is trumpeting what you already knew was the solution to the problem.

Did you receive the credit? No. Did the boss arrive at a smart decision? Yes. Did the team win? Yes. So what if you did not receive the credit? Sometimes that is how you take a hit for the team.

Remember, the premise here is that you genuinely have a lousy boss. If that is the case, then sometimes adjustments must be made. As long as you have a lousy boss, the more adjustments you can make that ultimately advance the team further than it would have advanced otherwise, then the better off everyone is.

This strategy will not always work for the same reason the adage remains true: although you can lead a horse to water, you cannot make it drink. In some cases, that horse will go thirsty. In some cases, your lousy boss simply will not see the solution to the problem.

When you have a lousy boss, you have to make many adjustments for yourself and for the team. As I have stated before, this is a very complex situation. That is why you may need to move to another level . . .

Caring Enough To Confront.

As we have already discussed, when you genuinely have a lousy boss, you must constantly make accommodations and adjustments. That is just part of the game called “managing your boss.” However, eventually you want to be a catalyst that prompts your boss to improve. That is when caring enough to confront must occur.

Regardless of how difficult, unreasonable, incompetent, or rude your boss might be, because you are a direct report, you have an ethical and professional obligation to be a force for positive change. That is implicit in the unwritten social contract you agreed to when you said yes to the job. As a professional, you want to exercise your influence for good.

Obviously, every situation is different. Therefore, here are a few factors that you will want to consider as you prepare for a caring confrontation:

Where To Start. You don’t necessarily want to go for the biggest project on the list. It could blow up in your face and only make matters worse. Identify the low-hanging fruit first. You want to go for the relatively easy wins. An early victory will be good for you, your boss, and the team. Simultaneously, it has the potential to open up your boss’s thinking to deeper discussions about bigger situations.

Duration And Frequency. Your knowledge of your boss’s personality and psychological profile will help immensely on this one. Some people will be open to lengthy and frequent discussions aimed at self-improvement. Other folks may be more fragile. Your choices concerning duration and frequency can make or break the whole endeavor. Therefore, choose wisely. If you are unsure, then begin with something isolated and short. That will allow you to initiate action and gauge your boss’s reaction, which will inform your next step in the bigger plan.

Strategic Alliances. Although one-on-one caring confrontations are often extremely effective, some cases might be better handled with a very small group. Think carefully about whether a mutual colleague should be invited into the caring confrontation with you and your boss. Sometimes a boss who is struggling needs to hear the truth from more than just you. A wisely chosen associate can work wonders.

When you carefully consider how these factors will inform your approach, a caring confrontation can be a crucial turning point.

As we have seen, handling a lousy boss is no easy task. You have many and varied factors to consider all with multiple possible strategies and tactics to employ. The specifics of your situation will drive your decisions, and those decisions have the potential to improve your boss significantly. Armed with those insights, the big question for you to answer is where do you go from here?

What About Tomorrow?

As you reflect upon your personal professional situation with a lousy boss, I offer you these very important contextual factors. Contextual factors are those specific aspects about your situation that you absolutely must evaluate. By evaluating these contextual factors today, you will attain a much better idea of what you should do tomorrow.

Identify Your Boss’s Core Difficulty. Based on your experience with your boss, you should be able to identify a root cause of his or her performance difficulties. A technical competency deficiency is often more easily solved than a deeply embedded psychological problem such as a dysfunctional personality. Interpersonal relationship skills can be taught, but on the other hand, that will be impossible if the person is simply not willing to learn them.

Evaluate The Effectiveness Of Your Feedback Process. Feedback that is never delivered has no value because it has no impact. There is a right way and a wrong way to deliver feedback and to receive feedback. The more effective your feedback process is, the more opportunities there will be for people to improve. However, without feedback, improvement chances significantly diminish.

Study Your Corporate Culture. Every organization is different. The degree to which you can successfully employ these various improvement strategies will be driven by your corporate culture. If you are blessed with a “five star” corporate culture, then your improvement strategies will have much direct and indirect support, further enhancing their success probability. However, if your corporate culture is poor, then even your best strategies may be unsuccessful because of too many negative distractions.

Make The Best Long-term Decision For You. At some point, you will have to decide what the best long-term decision for you is. Some hills—and bosses—are not worth dying for. Ultimately, as nobly intentioned as you may be to help your boss, you still have to think about the quality of your work environment today and in your future. The best outcome of course is that your boss is able to receive your input and significant improvement occurs. That situation is a win-win. The worst outcome is that your boss completely rejects all your input and you remain in a horrible work situation. That situation is a lose-lose. Please don’t accept the lose-lose. Just because your boss chooses to lose does not mean you have to embrace the same outcome. Transferring to another department or moving onto a new company may be your best solution.

Embrace Your Lessons Learned. You can learn as much from a lousy boss as you can from a magnificent boss. If anything, you at least learn what not to do. Regardless of the ultimate outcome with your lousy boss, maintain the attitude that says I am going to embrace every single lesson learned so that I can forge ahead into my future more equipped than I have ever been. By embracing your lessons learned, you will strengthen the foundation of all your future endeavors. That is a solid win for you!

Summary Of Key Points.

  • It’s Not You, It’s Me. Before you put it all on your boss, consider what might be your contribution to the supposed lousy boss problem.
  • Aligning Our Goals. As a starting point, begin searching for common ground with your boss by aligning your goals. Let your boss know that you genuinely are on the same page.
  • Leading The Horse To Water. Be willing to use some conversational Jujutsu to lead your boss gently toward better outcomes.
  • Caring Enough To Confront. Know when to do the intense work of having some clear conversations with your boss to exchange feedback.
  • What About Tomorrow? Always have your endgame in mind. Ultimately, you must think about your future too.


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A few months ago, US News reported on the academic admissions scandal, Operation Varsity Blues : " The case—the largest college admission scam ever prosecuted by the Department of Justice—exposes a long-running racketeering scheme dating back to 2011, in which parents paid an admissions consultant a combined $25 million to help students cheat on college entrance exams and to get them into elite colleges and universities as recruited athletes when in reality they were not athletes. ” This was a profoundly disappointing situation that displays the worst of our human failure on many levels. In addition to its magnitude, this particular scam especially grabbed my attention due to its higher-education context. It occurs within the confluence of many deeply significant factors: Mentoring developing young adults. Student life transitions including high school to college, and college to the professional world. Parental ethics and leadership. Student accountability and fairness. Respect for the processes and institutions of higher education. The responsibilities that are intrinsic to power and privilege. Personal character and integrity. Student character and integrity. Parental character and integrity. Professional character and integrity. Societal and academic implications. These are weighty matters that should give us all cause for concern. Specifically, they should remind us of six essential ethical realities: 1—Power and privilege do not equal immunity. Whether in the Spider-Man world (“with great power comes great responsibility”) or in sacred writings (“to whom much is given, much is required”), we understand that large influence travels with commensurate accountability. Just because a parent might hold a position of influence, have a prominent name, or possess significant fiscal assets does not mean the law of the land and academic admissions policies do not apply. Many benefits come with position, name, and assets—immunity from the law and organizational policies should not be among them. 2—Bad outcomes can manifest from an apparent good heart. A pure heart never guarantees a noble outcome. That is because all of us are subject to change and sometimes that change equals corruption. A parent of a one-month-old child might begin with a pure heart that leads to noble outcomes. However, fast forward that same parent 17 years and now vicariously experiencing that child’s college admissions stress. Do we have an outcome guarantee? Of course, it depends on the parent. Many noble outcomes ensue, but many does not equal all. Some parents in their quest to provide the best for their child will succumb to the temptation to step outside proper boundaries. Doing so is seemingly justified by that apparent good heart: “ I’m doing this because I want to give my child the best. ” Although we can all to some extent understand this sentiment, it in no way excuses or justifies the unethical actions and outcomes. If anything, it reinforces how vulnerable we all are. Therein lies the need for a constant ethical scrutiny over ourselves and our communities. 3—Unethical practices to gain entry into an ethical institution fundamentally disqualify the candidate. On the most basic sensible and philosophical level, by definition any ethical institution must deny any candidate entry when that entry attempt was unethically based. Any other action makes a mockery of the ethical institution and its entry process. Our academic institutions are among the tallest pillars of our humanity. The fundamental preservation of their purity must remain a constant commitment by every human being directly or indirectly connected to them. 4—Falsifying your child's profile only immerses that child into a universe that is fundamentally and unfairly built on false pretenses. When we enter into a new universe by virtue of truth and integrity, we do the best service to ourselves and others. To enter into a new universe not arrived at via truth and integrity will degrade and undermine all aspects of that new universe both for ourselves and others. Going into a new universe is something that the student should want to do by being his or her authentic best person. You cannot be your authentic best person without first being that person. In being that person, you then genuinely display that person. Therefore, no one can be that best person without truth and integrity. 5—Secretly shielding your child from the consequences of that child's behavior, aptitudes, and performance vehemently disrespects that child's personhood, and this is an abuse of your parenthood. Parenthood is an extremely personal, overwhelming, grave, complicated, rewarding, painful, amazing, and beautiful role. However, none of those adjectives imply that the parent owns that child. Nothing could be further from the truth. Indeed, the child is “on loan” to the parent for a limited time, during which the parent has a stewardship responsibility. An intrinsic stewardship component of parenthood is releasing that child from your tutelage. That releasing process begins the moment the child is born and slowly continues for nearly two decades (in most cases). Although parents may struggle to varying degrees with the releasing process, each parent generally embraces the releasing process out of a respect for the child’s personhood. Fundamentally, the best action a parent can take is to respect the child’s personhood; the worst action a parent can take is to disrespect the child’s personhood. When you send your child out into the real world, anything that you directly or indirectly do to disrespect that child’s personhood does that child no favors. Rather, it does that child an inexcusable disfavor. 6—The university should be the grooming and proving ground for the professional world. From the student’s first connection to the college, the grooming and proving ground springs into action. If the student takes this opportunity seriously, then the stage is set for an ongoing personal and professional growth experience hosted by that college. It is an extremely significant academic development opportunity while simultaneously presenting somewhat of a preface to the yet-to-come extremely significant professional development opportunity that more fully continues postgraduation. Lifelong patterns embed themselves into how that student executes personal and professional growth. That total process deserves and demands nothing less than a student’s pure authentic personal and professional investment. Polluting any aspect of that process by deceptive practices is reprehensible. CONCLUSION Navigating higher education was never intended to be a walk in the park. Young people and their parents must understand this. However, by embracing these six ethical realities, we will navigate higher education with virtue, class, and character—and those are the inner assets of the soul that no academic credential can provide.
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[A NOTE TO THE READER: I originally published this article two years ago. Considering the calendar and the circumstances, I am republishing it today with only minor edits.] We are entering a world to which we’ve never been. As we’ve often observed, our world is constantly changing, sometimes for good and sometimes for bad. With the advent of the Internet, new technologies, cultural revisions, and all other active fields of human endeavor, that change is only accelerating. The old adage relentlessly remains true: the only constant is change. Much of the change we have encountered has been immeasurably beneficial for humanity. On average, the human condition today is orders of magnitude improved from previous centuries. The opportunities afforded today in education, science, art, wellness, healthcare, communications, careers, and many other areas too numerous to mention are immensely better than in the past. Of course, with these changes not every consequence has been positive. We have faced some negative consequences too. Lately, one prominent area that comes to mind is politics and people’s reactions to politics. Reflecting on the politics of the 2016 presidential election, Scott Canon and Dave Helling offer this sad summary (“Is It Over Yet? 2016 Campaign Reflects how Quickly, how Much Society Has Changed” The Kansas City Star , November 6, 2016, pp. 1A, 13A): “The 2016 campaign made the quirks of our era more obvious. A variety of forces—online and otherwise—upend our commerce, our culture, our politics. They make our lives less private and more fractious in large part because of how they put grievance on display.” (p. 1A) Historian Richard Rhodes opines: “The world, at every level, is getting more transparent. . . . There are just almost no secrets anywhere.” Regardless of your or my political persuasion, over the past few years all of us have been subjected to one of the most–let’s just say—“interesting” political landscapes of all time. It illustrates some of the consequences and trends of our technology and our humanity. Therefore, it also at a more fundamental level reminds us of how we are both its creators and its victims. With that said, here are three thoughts that might help us all: You Are Always On Stage. Like it or not, the Internet has almost destroyed the concept of personal privacy. Never before have we been able to touch one another from around the globe the way we can today. Tragically, never before have we been able to harm one another from around the globe the way we can today. The positives in relationships are even more positive. The negatives in relationships are even more negative. It behooves us all to live our lives in such a manner that anything and everything we say or do today could potentially be searchable in Google tomorrow. Therefore, let’s think through our words and our behaviors more carefully. Once it is captured in the cyber world, it is there forever. Then again, if we do in fact give such thought to what we say or do, isn’t that genuinely a very good outcome for everyone? Not Everyone Agrees With You. We need to remember the art of respectfully agreeing to disagree. Admittedly, we as people can have intense and passionate convictions. Isn’t that part of what makes the world so interesting? The world would be a pretty boring place if it was you and your 7.7 billion clones. Perhaps we need to learn afresh the art of conversation? Find Your Peace. When the world offers you no sanctuary, find your own sanctuaries. Family, faith, special places, special times, rest, prayer, and reflection are all opportunities to find peace amidst the storms of life. You don’t always have to be at war. The most successful businesspeople not only work hard, but stop to play hard too. We all need those sanctuaries. Mine might be different than yours, but we must all find them. Without them we would go insane. That is not a good outcome. Where will you find your peace? Notice I didn’t get political on you. My objective was something much more important. You can decide whether I achieved it.
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