February 2026     Edition 189
3 Signs It’s Time to Pivot
(And How to Do It)
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We

’

re taught to admire perseverance.

Stick with it. Push through. Don
’
t quit. It
’
s stitched into our culture, our schooling, and every motivational poster hanging in every break room. And yes, persistence matters
—
but only when the path you
’re on still has a realistic chance of getting you where you want to go.


The uncomfortable truth is that many problems don

’

t yield to persistence.

They yield to changing the approach. And the longer you stay on a failing course, the more committed you feel to it. That
’
s the sunk cost trap whispering,
“
You
’
ve already invested so much… you can
’
t stop now.
”


But sometimes the smartest move isn’
t to push harder. It
’s to stop digging.

The real skill

—
the one strong thinkers and strong leaders share
— is recognizing the moment when persistence becomes wasteful and having the discipline to pivot without interpreting the pivot as failure.

 

Signal 1: You

’

re Working Harder but Getting Less


Every worthwhile challenge has a learning curve. Early progress is slow. Then it accelerates. But if the approach is wrong, the curve flattens again — and no amount of effort seems to move the needle. 

This is your first signal: If increased effort produces decreasing returns, the problem isn

’

t your effort. It

’

s the path.


Think of it like hiking. If the trail keeps getting steeper, narrower, and less defined —
and your GPS insists you
’
re walking away from the summit
—
you don
’t keep climbing. You stop, reorient, and choose a better route.

Yet in thinking, we often do the opposite. We double down. We “
try harder.
” We keep pushing because stopping feels like quitting.

But stopping isn’t quitting. Stopping is thinking.

 

Signal 2: Orbiting the Same Problem


If you find yourself circling the same issue —
re explaining it, re framing it, re analyzing it
—
that
’
s a sign you
’
re not moving forward. You
’re orbiting.

Orbiting feels productive because you’
re in motion. But motion isn
’t progress.

When you notice repetition without resolution, pause and ask:

 
Are we asking the right questions?

  -
Is this the right constraint?

  -
Is this the right level of analysis?

Often the problem isn

’

t the problem

—

it

’

s the way you

’

re defining it.

A misframed problem can
’t be solved by persistence. It can only be solved by reframing.

 

Signal 3: You

’

re Defending the Approach Instead of Testing It


Once we become attached to a path, we start defending it. We justify it. We explain why it should work, even when it clearly isn’
t. At that moment, we
’
re no longer thinking
—
we
’re protecting our ego.

A simple rule: If you

’

re spending more time defending your approach than evaluating it, it

’s time to change the approach.


Great thinkers don
’t fall in love with their first idea. They fall in love with finding the best idea.

 

The Pivot: How to Change Course Without Losing Momentum


Changing course doesn’t mean starting over. It means starting smarter.

 

1.  Socialize the Pivot


Teams don’
t resist change
— they resist unexplained change. If you shift direction without sharing the thinking, people interpret it as indecision or failure. But if you explain the logic, the data, the thresholds, the assumptions that no longer hold, the pivot becomes a strategic redirection rather than a retreat.

The goal hasn’t changed. Only the route has.

 

2.  Ask Why and What If

—

Not Just How Long


When you hit a wall, the instinct is to either push harder or quit cold turkey. Neither is optimal. Instead, ask:

  - 
Why is this pathway failing?

  - 
What assumptions built this approach? Could they be wrong? Are they still applicable?

 
-
What else might be true that I haven
’
t considered

  - 
What if I could start over
—
how would I design the approach now

  - 
What if the problem we
’re solving is a symptom, not the problem

  - 
What if the problem has morphed into something different

These aren’
t defeatist questions. They
’re diagnostic. They help you determine whether the issue lies in execution, premise, or method.

 

3.  Generate Three Alternative Paths


Not one. One is a replacement. Three is a choice.  Choice forces comparison. Comparison forces thinking.

 

4.  Embrace Lateral, Not Just Linear, Thinking


If your path is a straight line and you keep hitting the same obstacle, stop trying to push through it. Think around it. Lateral thinking doesn’
t abandon logic
— it expands it. It allows you to restructure the problem rather than refine the same failing steps.

 

5.  Set Thresholds


Define conditions that tell you it’s time to reassess:

 
-
  A set amount of time with no measurable improvement

 
New information that invalidates original assumptions

 
Competing methods that are demonstrably more efficient

 
Costs (time, money, morale) that now outweigh likely gains

These aren’
t
“
giving up
”
flags. They
’
re decision points
— built in pauses for critical evaluation.

 

The Takeaway

Thinking precedes doing

. If you find yourself
“
doing
”
more and more just to keep a failing plan alive, stop. Persistence in a flawed direction isn
’
t a virtue; it
’s a waste of resources.

 

Critical thinking gives you permission to abandon a path that no longer leads to your goal.

You

’

re not quitting the mission. You

’

re firing a strategy that isn

’

t working.


Smart thinkers don

’

t double down on a failing course. They pivot to a better one.


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