Site icon John

Unreasonable leadership in business Is the Most Responsible Thing You Can Do.

Being unreasonable in business

Listen to the Audio version of this blog here.

Watch a brief summary video of this blog.

Why Being “Reasonable” Holds Businesses Back.

Over the years, I’ve noticed something that keeps showing up in struggling businesses. It’s not a lack of ideas. It’s not intelligence. It’s not even effort.
It’s too much tolerance.

  • Tolerance of missed deadlines.
  • Tolerance of plans that never quite get finished.
  • Tolerance of prices that everyone knows are wrong but feel “too risky” to change.
  • Tolerance of suppliers, systems, and even team members who consistently underperform, yet are endlessly excused because “now isn’t the right time to deal with it.”

All of this behaviour is wrapped up and justified under a single word: being reasonable.

And here’s the uncomfortable truth: being reasonable is often the reason projects stall, businesses drift, and opportunities quietly expire.

I’ve worked with business owners who are endlessly patient. They listen. They empathise. They give second, third, and fourth chances. On the surface, they look like great leaders. But behind the scenes, nothing moves. Launches are delayed. Decisions are revisited over and over again. Standards slip slowly enough that nobody notices, until revenue starts to flatten and urgency magically appears.

Contrast that with the top performers I see, the ones who actually execute. They are not reckless. They are not aggressive for the sake of it. But they are intolerant of certain things.

  • They are intolerant of vague plans.
  • Intolerant of missed commitments.
  • Intolerant of failure that repeats itself under a different excuse.

I’ve seen this play out repeatedly in projects. A website build that should take eight weeks drags on for eight months because everyone is trying to be reasonable. Nobody wants to push the designer. Nobody wants to upset the developer. Nobody wants to insist on a decision because “we might change our minds later.” Eventually, the business owner loses momentum, not because the project was hard, but because no one was prepared to be unreasonable about deadlines and outcomes.

I’ve seen the same thing with pricing. Business owners know their prices are too low. The numbers prove it. The workload proves it. Their stress levels definitely prove it. But they tolerate the situation because changing price feels unreasonable, to customers, to the market, to competitors who “charge less.” Months or years later, they’re burnt out, resentful, and wondering why the business never quite delivers what it promised.

Progress rarely breaks down because people lack knowledge. It breaks down because no one is prepared to draw a hard line.

This is why I believe that occasional unreasonableness is not a flaw in leadership; it’s a requirement. And why intolerance of failure, done properly, is one of the most powerful traits a business owner can develop.

  • Not intolerance of people.
  • Not intolerance of learning.
  • But intolerance of drift, excuses, and avoidable failure.

In the sections that follow, I want to challenge the idea that being reasonable is always the right approach, and show why the businesses that move fastest, grow strongest, and endure longest are often led by people who know exactly when to stop being reasonable and start being decisive.

2. The Hidden Cost of Being Too Tolerant.

Tolerance feels harmless. Sensible, even. In reality, it’s one of the most expensive habits a business owner can develop. I rarely see businesses fail because of a single catastrophic decision. What I see far more often is death by a thousand tolerances.

  • A deadline slips. No real consequence.
  • A project underdelivers. “We’ll fix it later.”
  • A system doesn’t quite work. “It’ll do for now.”

Each individual decision feels reasonable in isolation. But stacked together, they create something far more dangerous: strategic drift.

The problem with tolerance is that it normalises underperformance. Once something is tolerated once, it becomes easier to tolerate again. And before long, the exception becomes the standard. I’ve watched businesses slowly redefine what “acceptable” looks like, until mediocrity feels normal and excellence feels demanding.

One of the clearest examples is planning. Many business owners say they have a plan. When you look closer, what they really have is a collection of intentions. Goals without deadlines. Actions without owners. Reviews without consequences. It’s tolerated because writing “something” feels better than admitting there is no plan at all. But intention without enforcement is just hope with better formatting.

Tolerance also hides behind empathy. I see this a lot with teams and suppliers. A contractor misses deadlines repeatedly, but there’s always a reason. A team member underperforms, but the business owner doesn’t want to have a difficult conversation. So the behaviour continues, not because it’s acceptable, but because it’s uncomfortable to challenge. The cost doesn’t show up immediately, but it shows up in missed opportunities, rework, and a growing sense of frustration at the top.

Then there’s the tolerance of poor economics. Businesses tolerate low margins far longer than they should. They tolerate unprofitable clients because they’ve always been there. They tolerate inefficient processes because “that’s how we’ve always done it.” And they tolerate stress, long hours, and constant firefighting as if it’s part of the entrepreneurial deal.

It isn’t.

The most damaging aspect of tolerance is that it delays decisions. Decisions create movement. Tolerance creates limbo. And limbo is where momentum goes to die. I’ve seen projects that should have been killed early limp on for years because no one wanted to admit it wasn’t working. Resources get spread thinner. Focus disappears. And the business becomes busy without becoming better.

There’s also a psychological cost. Tolerance erodes confidence. When business owners allow standards to slip, they lose trust in their own leadership. They know, deep down, that they’re accepting things they wouldn’t advise their clients to accept. That gap between what they know and what they tolerate creates frustration, self-doubt, and eventually burnout.

The irony is that most people believe tolerance keeps the peace. In reality, it creates slow, silent conflict between where the business is and where the owner knows it should be.

Being too tolerant doesn’t make a business kinder or more stable. It makes it slower, weaker, and harder to fix later. The longer poor standards are tolerated, the more painful it becomes to raise them.

And this is the real hidden cost: every tolerance today becomes a bigger problem tomorrow.

3. Intolerance vs. Arrogance: Drawing the Line

Whenever I talk about intolerance in business, I know what some people are thinking. This sounds like arrogance. Or ego. Or an excuse to be difficult. It isn’t.

There is a critical difference between being intolerant of poor standards and being intolerant of people, and confusing the two is where most leaders go wrong.

  • Arrogance is personal.
  • Intolerance, when used properly, is structural.

Arrogant leaders dismiss feedback. They believe they are always right. They confuse forcefulness with authority. Intolerant leaders, on the other hand, are often deeply open to challenge, but only before a decision is made. Once a standard is set, the conversation changes. Execution is no longer optional.

I’ve seen this play out repeatedly in planning sessions. Everyone contributes ideas. Assumptions are tested. Risks are debated. Alternatives are explored. That part is collaborative, sometimes messy, and often uncomfortable. But once the plan is agreed, the rules shift. Deadlines matter. Metrics matter. Reviews matter. At that point, “I didn’t get around to it” is no longer a valid contribution.

The problem is that many business owners blur these phases. They stay in discussion mode forever, thinking they’re being inclusive, when in reality they’re avoiding commitment. That’s not leadership. That’s procrastination dressed up as openness.

True intolerance is not emotional. It’s predefined.

The most effective leaders I work with are very clear about what they will not tolerate:

  • Missed commitments without escalation
  • Vague ownership of actions
  • Repeated mistakes without learning
  • Decisions being reopened without new evidence

Because these rules are explicit, they don’t feel arbitrary. They feel fair.

This is also where many people misunderstand “being unreasonable.” Unreasonableness isn’t about shouting louder or forcing outcomes through sheer will. It’s about refusing to lower the bar simply to keep things comfortable. Comfort is not a strategy.

I’ve seen leaders who are calm, thoughtful, and respectful, yet utterly uncompromising on standards. No drama. No raised voices. Just clarity. When something slips, it’s addressed. When performance drops, it’s reviewed. When plans aren’t executed, there are consequences. Not punishments, consequences.

And this is the crucial distinction: arrogance protects the ego; intolerance protects the outcome.

Arrogant leaders demand compliance. Intolerant leaders demand clarity.

One of the simplest ways to draw this line is to separate people from process. You can be patient with people while being ruthless with systems. You can support learning while being intolerant of repeated failure. You can invite challenge while refusing drift.

When intolerance is aimed at the right target, standards, commitments, and results, it becomes a stabilising force, not a destructive one. People actually feel safer when expectations are clear and consistently enforced.

  • The chaos doesn’t come from high standards.
  • It comes from inconsistent ones.

And that inconsistency almost always starts with a leader who wants to be reasonable at all times, even when reasonableness is costing them momentum.

4. Why the Best Business Owners Are Selectively Unreasonable.

The most effective business owners I work with are not unreasonable all the time. That’s the key point most people miss. They are selectively unreasonable, and very deliberately so.

They know exactly where flexibility helps and where it destroys momentum.

In high-performing businesses, unreasonableness tends to show up in the same places again and again. Not in day-to-day conversations, but at the moments that matter most: decisions, deadlines, and direction.

Take decision-making. Average businesses endlessly revisit decisions. They second-guess pricing. They reopen strategy debates. They delay launches because someone “isn’t quite comfortable yet.” The best business owners don’t do this. They allow debate up front, then they decide, and once they decide, they move. Reopening a decision requires new information, not anxiety.

That alone creates speed. And speed, in business, is an unfair advantage.

Selective unreasonableness also shows up in standards. Top operators are very clear about what “good” looks like, and they refuse to lower that definition simply to avoid friction. If a proposal is half-finished, it goes back. If a plan is vague, it gets sharpened. If a KPI isn’t being measured, it doesn’t get ignored; it gets fixed or removed.

What’s interesting is that this behaviour doesn’t slow teams down. It speeds them up. People stop guessing. Expectations are clear. Energy is spent executing, not interpreting what might be acceptable this week.

I see this most clearly in project delivery. Projects that move fast usually have one thing in common: someone who is unreasonably committed to completion. They don’t accept “nearly done.” They don’t tolerate endless tweaks. They set a finish line and defend it. Without that person, projects drift indefinitely under the banner of collaboration.

There’s also a strong link between selective unreasonableness and accountability. The best business owners don’t chase people constantly. They design systems where accountability is unavoidable. Deadlines are visible. Metrics are reviewed. Progress is discussed in scheduled reviews, not when things are already on fire.

This is why unreasonableness works best when it’s systemic rather than personal. It’s not about constantly pushing people. It’s about creating an environment where underperformance can’t hide.

Another area where top business owners are unapologetically unreasonable is focus. They say no, often and without guilt. They refuse to dilute strategy just to keep everyone happy. They understand that every “yes” has a cost, and they are ruthless about protecting what matters most right now.

From the outside, this can look stubborn. From the inside, it feels like clarity.

The biggest difference I see between high-performing business owners and everyone else is this: the best ones don’t wait for permission to insist on standards. They don’t wait until things are broken. They don’t wait for consensus when momentum is at stake.

“They understand that leadership is not about being liked. It’s about being effective.”

And effectiveness, more often than not, requires the courage to be unreasonable in precisely the right moments.

5. Being Intolerant of Failure (But Not of Learning).

One of the biggest misunderstandings in business is the idea that being intolerant of failure means punishing mistakes. It doesn’t. In fact, the opposite is usually true.

The best business owners I know are incredibly tolerant of learning. They expect experiments not to work. They understand that growth involves testing assumptions, getting some things wrong, and adjusting course. What they are not tolerant of is avoidable failure.

Avoidable failure is different.

  • It’s the same mistake happening again with a new explanation.
  • It’s data being ignored because it’s inconvenient.
  • It’s lessons being discussed but never embedded into systems.
  • It’s reviews that identify problems but lead to no change.

That’s the kind of failure top operators refuse to accept.

I’ve seen businesses proudly claim they have a “fail fast” culture, yet make the same operational mistakes year after year. That’s not learning, that’s repetition. Learning only happens when behaviour changes as a result of feedback. Everything else is just narrative.

This is where intolerance becomes a superpower. Intolerance of failure forces reflection to become action. It demands that every mistake leads to a decision: do we fix this, remove it, or stop doing it altogether?

In planning sessions, this distinction becomes very clear. A goal that isn’t hit once might be unlucky. A goal that isn’t hit twice without a change in approach is a leadership issue. The intolerance isn’t aimed at the miss, it’s aimed at the lack of response.

The same applies to metrics. Numbers don’t exist to judge people; they exist to guide decisions. When performance drops, and nothing changes, failure becomes institutionalised. The best business owners won’t allow that. They insist on adjustment. If the metric matters, it gets acted on. If it doesn’t, it gets removed.

There’s also a personal dimension to this. Business owners often tolerate their own failure far longer than they should. They avoid reviewing plans because they’re uncomfortable with what they’ll find. They skip metrics because they don’t want confirmation that something isn’t working. Over time, this erodes self-trust.

Intolerance of failure restores that trust. It creates a feedback loop where problems are surfaced early, addressed deliberately, and learned from properly. That doesn’t make leadership harsher; it makes it calmer. Fewer surprises. Fewer emergencies. Fewer “how did we get here?” moments.

Crucially, this approach separates identity from outcome. A failed experiment doesn’t mean the person failed. But ignoring the outcome, or refusing to change because it’s inconvenient, absolutely does.

The most resilient businesses aren’t those that avoid failure. They’re the ones who refuse to waste it. And that’s what intolerance of failure really means: not zero mistakes, but zero indifference.

6. Where Unreasonableness Is Essential.

There are moments in every business where being reasonable actively works against you. These are the pressure points, the places where tolerance doesn’t buy stability; it buys delay. Over time, I’ve noticed that unreasonableness consistently matters in the same few areas. Ignore them, and progress slows. Apply it deliberately, and momentum returns almost immediately.

6.1. Projects That Never Quite Finish.
Every business has at least one. A website refresh. A systems upgrade. A product launch that’s “90% done.” These projects drain energy precisely because nobody is prepared to be unreasonable about completion. Feedback loops become endless. Scope creeps in quietly. Deadlines become suggestions.

Progress only happens when someone draws a hard line and says, “This ship sails now.” Not perfectly. Not eventually. Now. Without that moment of unreasonableness, projects don’t fail, they linger.

  1. Pricing That Everyone Knows Is Wrong.
    Pricing is one of the most tolerated problems in small businesses. Owners know their margins are too thin. They know certain clients are unprofitable. But changing price feels unreasonable, to customers, to the market, to their own sense of fairness.

The businesses that break through are the ones that decide discomfort is cheaper than stagnation. They stop waiting for permission and start pricing for sustainability. That decision often feels unreasonable in the moment, and obvious in hindsight.

6.3. Decision Bottlenecks at the Top.
Many businesses claim they want empowered teams, but tolerate decision paralysis at the leadership level. Everything gets escalated. Nothing gets decided quickly. Being reasonable here looks like endless consultation. Being unreasonable looks like clarity: who decides what, by when, and based on which data.

Momentum returns the moment decision rights are defined and defended.

6.4. Underperformance That’s Politely Ignored.
Whether it’s a team member, supplier, or system, persistent underperformance is rarely a surprise. It’s tolerated long before it’s addressed. Conversations are postponed. Expectations are softened. Eventually, the cost becomes unavoidable and much higher than it needed to be.

Unreasonableness here isn’t aggression. It’s early intervention. Clear standards. Direct conversations before resentment builds.

6.5. Planning Without Execution.

This is one I see constantly. Businesses plan enthusiastically, then tolerate non-execution. Actions roll over from one review to the next. Metrics are discussed but not acted on. Reviews become rituals instead of decision points.

Unreasonableness is required to reconnect planning with consequence. If an action matters, it must be done. If it isn’t done, something changes. Otherwise, planning becomes theatre.

6.6. Saying No to Protect Focus.
Growth creates options, and options create distraction. Reasonable businesses say yes to too many things. New offers. New markets. New ideas that sound promising but dilute effort.

High-performing businesses are unreasonably protective of focus. They say no without apology. They understand that focus is fragile and once broken, hard to restore.

In all these situations, the pattern is the same. Progress doesn’t require more intelligence, more tools, or more discussion. It requires the willingness to be unreasonable at exactly the right point.

The mistake isn’t being unreasonable. The mistake is being reasonable when the business needs a decision.

7. The Planning Connection: Unreasonableness as a Discipline.

Most people think unreasonableness is a personality trait. It isn’t. When it works properly, it’s a discipline, one that is built into how the business plans, reviews, and makes decisions.

This is why planning matters far more than most business owners realise. Not because plans predict the future, they don’t, but because good planning systems make it hard to hide from reality.

Without structure, unreasonableness feels personal. With structure, it feels inevitable.

A proper planning process forces decisions. It asks uncomfortable questions early, when they’re still cheap to answer. What are we committing to? Who owns it? What does success look like? And by when? Each of those questions removes wiggle room. Each one reduces the space where tolerance can quietly creep in.

I see this clearly when businesses move from vague annual goals to shorter, time-bound planning cycles. When goals are broken into 90-day outcomes, excuses lose their power. Time compresses. Priorities sharpen. There’s no room for “we’ll get to it later” because later arrives quickly.

Planning also creates a rhythm of review, and review is where intolerance becomes productive. Reviews aren’t about blame; they’re about response. Did we do what we said we would? If not, what changes? The moment that question is asked regularly, failure stops being emotional and starts being operational.

This is why metrics matter so much. Metrics aren’t there to judge people; they’re there to eliminate ambiguity. Ambiguity is what tolerance feeds on. When performance is visible, unreasonableness becomes a natural reaction to reality rather than a forced confrontation.

Another overlooked benefit of structured planning is that it shifts unreasonableness away from the individual. The leader isn’t being difficult; the plan is. The deadline isn’t arbitrary; it was agreed. The consequence isn’t personal, it’s logical. That separation makes leadership calmer and more sustainable.

Planning also forces prioritisation. You can’t pretend everything is important when you have to commit to a limited number of outcomes. Saying no stops being a character flaw and becomes part of the system. Focus is protected not by willpower, but by design.

Perhaps most importantly, planning creates memory. Businesses without planning systems forget what they said they would do. Businesses with planning systems can’t. That alone raises standards. When commitments are written down, reviewed, and measured, tolerance has nowhere to hide.

This is why I’ve always believed that planning is the safest way to be unreasonable.

  • It allows you to insist on outcomes without becoming inflexible.
  • It allows you to be intolerant of failure without being intolerant of people.
  • And it allows progress to happen without constant confrontation.

Unreasonableness, when embedded into planning, stops being an act of courage and becomes a habit. And habits, not heroic moments, are what move businesses forward.

8. How to Apply This Without Becoming “That Person”.

One of the biggest fears business owners have when they hear this message is simple:

“I don’t want to turn into a nightmare to work with.”

It’s a valid concern. Unreasonableness applied badly creates fear, resentment, and disengagement. Applied properly, it creates clarity, momentum, and trust. The difference isn’t intent, it’s execution.

The first rule is this: be unreasonable about outcomes, not people.

People are human. They have off days. They make mistakes. They learn at different speeds. Outcomes, however, are non-negotiable. When expectations are framed around results rather than personalities, conversations become factual instead of emotional. “This wasn’t delivered” is very different from “you let me down.”

The second rule is to decide your non-negotiables in advance.

Nothing feels more unfair than moving goalposts. The best leaders are clear (early) about what matters most. Deadlines. Quality standards. Review dates. Decision rights. When these are set upfront, enforcing them later feels consistent, not harsh.

Another critical principle is to separate standards from tone.

You can be firm without being confrontational. Calm intolerance is far more powerful than emotional pressure. In fact, the quieter the delivery, the harder the standard lands. Raised voices signal loss of control. Clarity signals leadership.

Documentation plays a bigger role here than most people realise. Written plans, agreed metrics, and recorded actions turn expectations into shared reference points. Instead of arguing about what was said, you can point to what was agreed. That alone removes a huge amount of friction.

It’s also important to build in permission to challenge, before commitment. Encourage debate early. Invite alternatives. Pressure-test assumptions. But once a decision is made, execution is not a democracy. This clear shift from discussion to delivery is what prevents unreasonableness from becoming arbitrary.

Another practical safeguard is to always pair intolerance with support. If something matters, ask whether the person has what they need to deliver it. Tools. Time. Authority. Clarity. Intolerance without support is negligence. Support without intolerance is indulgence. You need both.

Finally, apply the same standards to yourself. Nothing undermines this approach faster than double standards. If you expect deadlines to be met, meet yours. If you expect reviews to drive action, act on them. Leaders who model intolerance of their own drift create cultures that don’t need constant enforcement.

  • The goal is not to be difficult.
  • The goal is to be effective.

When applied with consistency, transparency, and restraint, unreasonableness stops being a personality trait and becomes part of how the business operates. People know where they stand. Decisions stick. Progress accelerates. And perhaps most importantly, you earn the right to be unreasonable, because you’ve made it fair.

9. The Real Risk: Being Too Reasonable for Too Long.

Most business owners believe they’re managing risk by being reasonable. By waiting. By softening decisions. By giving things more time. In reality, they’re often doing the opposite.

Being reasonable feels safe because it avoids conflict in the short term. It keeps conversations comfortable. It delays difficult decisions. But comfort is not the same as safety. In business, comfort is frequently the early warning sign of stagnation.

I’ve seen this pattern repeatedly. A business knows something isn’t working, but not badly enough to force action. Margins are thin, but manageable. Projects are slow, but progressing. The team is stretched, but coping. Everything is just tolerable enough to justify doing nothing.

This is where the real danger sits.

Reasonableness stretches the pain out over time. It normalises underperformance so gradually that it becomes invisible. By the time action feels unavoidable, the options are narrower, the costs are higher, and the stress is far greater than it ever needed to be.

There’s also a timing problem that most people underestimate. Opportunities have windows. Markets move. Costs rise. Competitors adapt. Being reasonable often means missing the moment when change would have been easiest. The risk isn’t making the wrong decision; it’s making the right decision too late.

What’s particularly damaging is how this behaviour compounds. Tolerance today sets expectations for tomorrow. Once people learn that deadlines are flexible, decisions are reversible, and standards are negotiable, behaviour adjusts accordingly. Fixing that later requires far more force than setting it clearly in the first place.

I’ve also seen how prolonged reasonableness corrodes confidence. Business owners start to feel stuck. They know what needs to happen, but don’t act. Over time, this creates frustration, not just with the business, but with themselves. Leadership becomes reactive rather than intentional.

Ironically, the businesses that appear most stable are often the most vulnerable. They don’t have dramatic failures to trigger change. They simply drift, slowly losing relevance, profitability, and energy. By the time the decline is obvious, it’s already well underway.

The uncomfortable truth is this: “Being too reasonable for too long is one of the riskiest strategies in business.”

Progress doesn’t require constant pressure. But it does require decisive moments. Moments where tolerance is replaced with clarity. Where comfort is replaced with commitment. The cost of being unreasonable is usually short-term discomfort. The cost of being too reasonable is often long-term regret. And that’s a trade-off most business owners never consciously choose, but end up paying for anyway.

Final Word: The Courage to Be Unreasonable.

Every business reaches moments where progress demands friction. Not drama. Not aggression. Just the willingness to stop tolerating what’s holding things back.

The most successful business owners aren’t unreasonable by default. They are unreasonable by design. They know when collaboration helps and when it delays. They know when empathy supports performance and when it quietly excuses failure. And they understand that leadership isn’t about keeping everything comfortable, it’s about moving the business forward.

Being intolerant of failure doesn’t mean demanding perfection. It means refusing to waste experience. It means turning missed targets into changed behaviour, not repeated explanations. It means drawing clear lines early, while change is still cheap.

The real danger isn’t being too demanding. It’s being too patient for too long.

Most businesses don’t fail because of one bad decision. They fail because no one is prepared to make a firm one. Deadlines slide. Standards soften. Decisions drift. And over time, the gap between what the business could be and what it has become quietly widens.

Unreasonableness, applied properly, closes that gap.

  • It brings clarity where there was ambiguity.
  • Momentum where there was drift.
  • And confidence where there was hesitation.

The question isn’t whether you should be unreasonable. The question is where you’ve been reasonable for too long.

If you can identify those moments and act on them deliberately, you don’t just improve execution. You fundamentally change how your business moves, decides, and grows. And that’s not recklessness. That’s leadership.

Your Next Step: Where Are You Being Too Reasonable?

If this article struck a nerve, that’s usually a sign of tolerance, not lack of knowledge.

Most business owners already know what needs to change. What they lack is a structure that forces decisions, protects standards, and turns intent into execution without constant firefighting.

That’s exactly what the 365/90 planning process is designed to do.

  • It creates short, non-negotiable planning cycles.
  • It forces clarity on priorities, ownership, and outcomes.
  • And it builds intolerance of drift into the system, without creating conflict.

If you want to identify where you’ve been too reasonable, and where unreasonableness would actually move the business forward, start there.

👉 Book a 365/90 Planning Session, Hit the button below.
We’ll strip away tolerance, focus on what truly matters in the next 90 days, and put a plan in place that doesn’t rely on motivation, only execution.

Because progress doesn’t come from being nicer to problems. It comes from dealing with them.

Exit mobile version