How to work with challenging personalities (and avoid being one of them)

Oscar Wilde famously noted, “Some cause happiness wherever they go; others, whenever they go.” It is arguably one of the best brief illustrations of emotional intelligence (EQ), a trait that became popular thanks to a nonacademic best-selling book by journalist Daniel Goleman, in which he insinuated that EQ is a more important driver of success than IQ (a claim that has been discredited).

And yet, there’s no shortage of evidence for the importance of EQ when it comes to predicting interpersonal effectiveness, defined as the ability to manage yourself and others in everyday life. In fact, long before EQ was coined in academic research (before Goleman popularized the term), decades of personality research had already highlighted reliable individual differences in the propensity to engage in more or less effective intrapersonal and interpersonal behaviors. In fact, way before HR managers celebrated EQ, your grandma called it good manners.

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Problematic personalities

Now onto the actual research: Here are five science-based generalizations about people with challenging personalities; that is, people who are significantly more taxing, unrewarding to deal with, and demanding on others than the average person is.

(1) Empathy deficits (and why empathy alone is not enough): Difficult individuals often struggle to accurately recognize or care about others’ feelings, perspectives, and needs. Yet, as Paul Bloom has argued, even empathy itself is an unreliable foundation for moral or cooperative behavior, because it is selective, biased, and easily withdrawn from those we dislike or see as different.

(2) High neuroticism and fragile core self-evaluations: Elevated emotional reactivity, anxiety, and sensitivity to threat make everyday interactions feel volatile. When people possess low core self-esteem or unstable self-confidence, they are more likely to overreact, personalize neutral events, and drain others’ emotional energy.

(3) Low agreeableness masked as EQ or blunt honesty: Some difficult personalities score low on agreeableness, meaning they are less inclined toward cooperation, trust, and concern for others. In workplace settings, this is often misinterpreted as emotional intelligence, confidence, or refreshing candor, when it is in fact poor impression management disguised as authenticity.

(4) Lack of self-awareness, especially among self-centered narcissists: Many difficult people are strikingly unaware of how they come across. Narcissistic individuals, in particular, tend to overestimate their competence, underestimate their impact on others, and interpret feedback as hostility rather than information.

In a way, this is what makes challenging personalities so difficult to deal with: They are either unaware of how unrewarding to deal with they are, or simply don’t give a damn! Neither are particularly useful. When others are of the opinion that you suck, and that you are unaware of the fact that you suck, they will think quite poorly of you (unless you are a fictional character like David Brent or Michael Scott, in which case they will laugh . . . cathartically).

(5) Low external pressure or weak incentives to be rewarding to others: Finally, difficult behavior persists when it is tolerated, rewarded, or unpunished. Power, status, or perceived indispensability often insulate individuals from social consequences, reducing their motivation to regulate their behavior or invest in being pleasant to work with.

As I illustrate in my latest book, this explains the unfortunate fact that when people rise to the top of organizational hierarchies they stop feeling pressure to adjust their behavior to meet others’ needs. This kind of raw authenticity is a privilege for the elite, the status quo, or those who can afford to neglect situational demands to adjust their behavior in order to act pro-socially. But the less people care about their reputation, the more other people will care—and not for the right reasons!

What to do

So, how best to work with these individuals, which will inevitably be required if you have a job that has you interacting with colleagues, clients, or coworkers (which basically applies to all jobs)?

Here are some basic recommendations:

(1) Learn their typical patterns: The Norwegians have a saying, namely that there’s no such thing as bad weather, only the wrong choice of clothing. In a way people are just like the weather or climate: If you forget to check the forecast or are unaware of the climate, you only have yourself to blame for not being adequately equipped. So, if you have a moody colleague, irritable boss, or self-centered client, the mistake is not expecting rain, it’s turning up in sandals and acting surprised when you get soaked.

Once you recognize someone’s stable patterns, you can start to personalize your behavior, adjust your expectations, and optimize your responses accordingly. In essence, there’s always a strategy for improving how you deal or interact with someone, regardless of how difficult they are.

(2) Avoid trying to change them: One big issue with difficult people is that we are often tempted to try to change them, assuming that insight, feedback, or goodwill will eventually override deeply ingrained tendencies. In reality, most personality traits are relatively stable over time, especially in adulthood, and attempts to “fix” others usually create frustration rather than improvement. To be sure, this does not excuse their bad conduct, but it does prevent you from wasting emotional energy on futile hopes that they will suddenly become someone else.

An old fable tells of a scorpion that asks a frog to carry him across a river. The frog hesitates, fearing it will be stung. The scorpion reassures him that doing so would doom them both. Yet halfway across, the scorpion stings the frog anyway. As they begin to sink, the frog asks why. “I couldn’t help it,” the scorpion replies. “It’s my nature.” The lesson is not about forgiveness or cynicism, but realism: Some interpersonal patterns are remarkably stable, even when they are self-defeating. Ignoring this does not make you kind, only unprepared.

(3) Be better than others: While difficult personalities can pose a challenge to most, your goal is not to find the perfect formula for dealing with them. Rather, think about being better in your interactions with them than most people are. In other words, it’s not how well you can handle them compared to how you handle other people, but compared to how well other people handle them.

This relative advantage compounds: Difficult individuals quickly learn who escalates them, who indulges them, and who remains calm, clear, and consistent. Over time, they tend to reserve their worst behavior for those who reward it, and their best for those who do not.

Research on social learning and reinforcement shows that behavior is shaped not only by personality, but by the reactions it reliably elicits from others. When you respond with predictable boundaries, emotional restraint, and clarity, you reduce the payoff of difficult behavior. You may not change who they are, but you can often change how they behave around you, and they may even appreciate you for being more open to them than others are.

(4) Practice rational compassion: One of the critical challenges with difficult personalities is that it’s often quite hard to empathize with them. Examples include chronically anxious colleagues who catastrophize minor issues, abrasive high performers who mistake bluntness for honesty, or self-centered leaders who dominate conversations while remaining oblivious to their impact on others.

But as Paul Bloom notes, empathy is by definition insufficient to create civil and prosocial work environments and cultures. Why? Because we are prewired to empathize most readily with people who feel familiar, similar, and psychologically close to us. In contrast, when we perceive others as different or as belonging to a separate group or “tribe,” empathy quickly breaks down, which is precisely why inclusion is so difficult to sustain in diverse workplaces.

Bloom’s alternative is not coldness, but rational compassion: a deliberate commitment to fairness, tolerance, and restraint that does not depend on liking, identification, or emotional resonance. Practicing rational compassion means treating people decently even when they irritate us, setting boundaries without hostility, and choosing principled behavior over emotional reactions. This approach is especially useful with difficult personalities because it allows us to remain civil and effective without having to feel empathy we may not genuinely experience.

(5) Master strategic authenticity: One common feature of difficult personalities is that they make little effort to adjust their behavior to others. Instead, they default to a “This is just who I am” approach to interpersonal dynamics, implicitly placing the burden of adaptation on everyone else. This unfiltered version of authenticity is often celebrated through popular mantras such as “Don’t worry about what others think” or “Just be yourself and others will adjust.”

The problem is that this logic does not scale. If everyone follows it, the collective outcome is not freedom but a culture of entitled rigidity, where each person feels justified in prioritizing self-expression over social responsibility. A useful analogy is driving: Insisting on going at your preferred speed, regardless of traffic rules or road conditions, may feel good and taste like freedom, but it creates accidents, not progress.

Strategic authenticity is choosing when and how to express yourself so that movement remains possible for everyone. It means finding a workable balance between saying what you think and feel, recognizing that your right to self-expression does not override your obligation to others.

The inverse solution

Ultimately, working with difficult personalities is less about fixing others than about managing yourself with intelligence, discipline, and perspective. The best strategy is often to become the inverse of the problem (or, well, them): to show empathy where they show indifference, self-awareness where they show blind spots, and restraint where they seek release. Difficult people rarely improve because they are corrected, but because the environment around them quietly refuses to mirror their worst instincts.

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source https://www.fastcompany.com/91468685/working-with-challenging-personalities


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