skip to Main Content

The 10 Mental Biases Quietly Hurting Your Strategic Planning

 

As we enter strategic planning season, I often experience common threats and biases that stall business growth. The biggest threat to your growth strategy probably isn’t what you and your leadership team think…the market, your competitors, tariffs, inflation, or your sales team’s accountability. It’s how you think about all of them.

CEOs make high-stakes calls constantly with incomplete information: hire or hold, raise prices or hold the line, keep this account executive or move on. They make decisions based on years of experience, gut, and intuition.  Experience helps. Experience also builds blind spots, because the brain runs on shortcuts to decide faster, and those shortcuts distort how leaders read information, weigh risk, and choose.

Here are ten common leadership biases hurting strategic planning, and how to handle them quickly.

Confirmation bias

“I already know I’m right.” A CEO decides sales are down because the market is bad, and the team dutifully goes collecting evidence about tariffs and interest rates while nobody checks whether reps are prospecting or following up on quotes. Nickerson’s landmark review of the research found this bias shows up even among judges and scientists actively trained to be objective.

How do we handle this strategic planning bias?
The fix is one question: what evidence would prove our current explanation wrong?

The Dunning-Kruger effect

I just wrote about this in a recent post. “We know more than we actually know.” Kruger and Dunning’s original 1999 study found that the people least skilled at a task are often the most confident in their own competence. You may know your industry better than anyone in the room. That doesn’t mean you understand modern sales methodology, AI implementation, or pricing strategy just because you’re used to having the answer. The CEO doesn’t need to know everything.

How do we handle this strategic planning bias?
The CEO and leadership team need to know exactly what they don’t.

 

Sunk cost fallacy

Like the gambler at a blackjack table who has lost a significant amount of money, they believe they are likely to win soon and keep investing. “We’ve already invested too much to quit.” Arkes and Blumer’s classic study found people were far more likely to keep funding a failing project once money was already sunk into it, even when the outcome was identical either way. The past investment is gone regardless of what you decide next.

How to handle this strategic planning bias?
The only real question is: would we make this investment today, starting from zero? (From my experience helping teams write their strategic growth plans for over 30 years, the answer is often “No”.

 

Negativity bias

We often see this when preparing for a strategic planning offsite and sharing insights from our Voice of Customer research. “One problem erases ten wins.” One bad review, one lost account, and a CEO can rewrite their entire view of the business around it. Ninety-seven happy customers and three unhappy ones are real data. It isn’t three data points overriding ninety-seven.

How to handle this strategic planning bias?
We coach our clients not to react on a knee-jerk basis, but to track the pattern, not just the exception.

Anchoring bias

“The first number becomes gospel.” Tversky and Kahneman’s foundational research on judgment under uncertainty showed that an early number — a valuation, a competitor’s quote, a founder’s gut-feel target — quietly recalibrates every number that follows it, whether the original had any real basis. You may also see senior leaders sharing their most recent customer call as if it were true with all customers.

How to handle this strategic planning bias?
We suggest asking where the number came from, and whether you’d land on the same one starting clean.

 

Halo effect

“Great at one thing, so great at everything.” Thorndike’s original research a century ago found that a single strong trait — charisma, tenure, one big win — bleeds into how we rate someone’s competence everywhere else. We see this with companies that scaled quickly but have now stalled or are seeing revenues decline. Maybe you just landed a huge account, and your revenues and profits went through the roof. When your team starts thinking this means you are doing everything right, your company is at risk.

How to handle this strategic planning bias?
An example we see far too often: your best salesperson may be a poor sales manager. Judge the specific role, not the glow around the person.

 

Authority bias

“The expert said it, so it’s true.” Milgram’s research on obedience to authority remains one of the most cited findings in psychology for a reason: confidence and correctness are not the same trait, whether in a consultant, a board member, or an AI system. Sometimes it’s the HIPPO. The highest-paid person must be the authority since they are paid the most, right? Wrong!

How to handle this strategic planning bias?
Ask what evidence supports the recommendation, not just how convincingly it was delivered.

 

Availability heuristic

“What I remember easily must be common.” Tversky and Kahneman’s research on availability found people judge frequency by how easily an example comes to mind, not by the actual base rate. “Nobody can find good salespeople” and “customers aren’t buying” feel true after one dramatic story.

How to handle this strategic planning bias?
Check what your own data says before you let a headline write your strategy.

 

Groupthink

“Everyone agrees, so we must be right.” Everyone on your leadership team knows the politically correct answers. Janis’s research on groupthink, built from studying real policy disasters, found that fast, unanimous-feeling agreement is often a symptom of unsafe dissent, not sound thinking.

How to handle this strategic planning bias?
If the CFO, sales leader, and ops leader all nod within two minutes, ask who sees it differently before the decision locks in.
This is where a third-party outside facilitator adds the most value to your strategic planning.

 

Survivorship bias

“Let’s study the winners.” Every business book studies the company that scaled from $10 million to $100 million. Almost none study the dozen companies that tried the identical playbook and failed quietly. The lesson popularized by Abraham Wald’s WWII aircraft-armor analysis still holds: the data you can’t see is often more informative than the data you can.

How to handle this strategic planning bias?
Ask who else tried this and failed, and why.

One More Comment About “Follow the Hippo”

Strategic planning offsite meetings that just follow the Highest Paid Person in the Office rarely create plans that drive explosive growth. A dominant highest-paid person in the room leads every conversation and answers every question as if their compensation makes them a strategic planning expert.

How to handle this strategic planning bias?
When I facilitate strategic planning meetings, the first thing we establish is the session’s ground rules. One key ground rule is that none of us is as smart as all of us. As the facilitator, I lead the meeting with different exercises so the highest-paid person in the room doesn’t dominate.

 

What is The CEO’s Real Job?

The goal was never to eliminate bias. That’s not how human cognition works, and pretending otherwise is its own blind spot. The real job is building a leadership team and system that catches distorted thinking before it becomes an expensive decision, and a culture where someone regularly asks what assumptions a plan is built on, what evidence actually supports them, and what the data says when nobody’s feelings are attached to the answer. We take a data-driven approach to strategic planning that starts with an MRI of your business to capture the true current state with no bias.

 

That matters most at exactly the moment most companies skip it: before the strategic plan gets written. Talk to customers directly. Study the transaction data. Assess sales effectiveness honestly. (You can download a copy of our pre-strategic planning checklist here) Then test the assumptions against it all, instead of building the plan around whichever story already felt true.

No Smoke and Mirrors Truth: The most dangerous blind spot in any company is a CEO’s ( and senior leadership teams’) certainty that they don’t have a blind spot.

The best leaders aren’t the ones who always have the answer. They’re the ones still asking what they’re missing—and that’s usually where better decisions and better growth start.

Is your team planning to update your strategic plan soon?
Will this be the year to turn your goals into a strategic plan?
Do you plan to scale revenue from the strong operations foundation you built by implementing EOS?
Let’s schedule a call and discuss how we help teams take a data-driven approach to writing strategic growth plans that drive explosive growth.

Research referenced: Nickerson (1998), Review of General Psychology, on confirmation bias; Kruger & Dunning (1999), Journal of Personality and Social Psychology, on the Dunning-Kruger effect; Arkes & Blumer (1985), Organizational Behavior and Human Decision Processes, on the sunk cost effect; Tversky & Kahneman (1974), Science, on judgment under uncertainty (anchoring and availability); Thorndike (1920) on the halo effect; Milgram (1963), Journal of Abnormal and Social Psychology, on obedience to authority; Janis (1972) on groupthink; Wald’s WWII survivorship analysis, popularized in modern form by Mangel & Samaniego (1984).

 

Back To Top