The key idea of this chapter is simplifying things by removing unnecessary complexity. Here's a simple breakdown:
Kim Jenkins' Struggle:
She worked at a university undergoing rapid expansion.
The number of students doubled, but staff and resources remained the same.
This led to increased workload and stress.
The Problem – Complexity Creep:
As the organization grew, so did unnecessary complexity.
New, confusing policies and processes made work harder.
Well-meaning people added more rules but never simplified things.
Simple tasks became time-consuming and frustrating.
The Core Lesson – Invert Thinking:
Instead of making things harder, ask:
“What if this could be easy?”
Look for ways to simplify work rather than adding complexity.
Eliminate unnecessary steps, rules, and processes.
Takeaway:
👉 Don't overcomplicate things. Instead, remove the unnecessary and focus on what truly matters.
Key Takeaways from the Page
This section continues the idea of simplifying work rather than overcomplicating it. Here’s the breakdown:
Kim's Realization:
She believed that if she wasn’t struggling and putting in excessive effort, she was being lazy or selfish.
One day, she realized that things were much harder than they needed to be.
She saw that unnecessary complexity was suffocating her.
The Shift in Thinking:
She decided to start asking: “Is there an easier way?” whenever she faced a difficult task.
Applying the Method – A Smart Solution:
A professor asked for help recording an entire semester’s worth of lectures.
Previously, Kim would have created a high-production video with a big team.
But she questioned the necessity of that effort and found that the videos were for just one student who needed a simple solution.
Instead of an elaborate production, she suggested asking another student to record on a smartphone.
The professor loved the idea, and it saved her months of work with just a few minutes of planning.
Lesson: Stop Making Things Harder Than They Need to Be
👉 Many times, we assume things must be difficult to be effective.
👉 Instead, ask yourself: “Is there an easier way to get the same result?”
👉 Simplify your work instead of adding unnecessary effort.
This aligns with the idea that “hard work” isn’t always about struggling—sometimes, smart and simple solutions are better.
Key Takeaways from the Page
This section challenges the common belief that important things must always be hard. It questions why we assume effort and struggle are necessary for success. Here’s a breakdown:
The Common Assumption: Hard = Important
People tend to believe that important tasks must be difficult.
We use language that reinforces this belief:
“Blood, sweat, and tears” for achievements.
“Hard-earned money” instead of just “earned money.”
“Hard day’s work” instead of just “day’s work.”
The Problem – Distrusting Ease
The phrase “easy money” often implies something unethical.
When someone says “That's easy for you to say,” it’s usually a way of dismissing their perspective.
Society conditions us to believe the right way is the hardest way.
Challenging the “Hard Work” Myth
What if the hardest part of work isn’t the effort itself, but the way we approach it?
Instead of forcing effort, why not look for an easier way?
The Path of Least Effort
Our brain naturally resists things that seem hard.
It welcomes what feels easy.
The key is not avoiding work but making it feel effortless by simplifying it.
Lesson: Hard Work Isn’t Always the Best Work
👉 We should stop glorifying struggle for the sake of it.
👉 Instead of making tasks harder, we should find smarter, easier ways to achieve the same results.
👉 The hardest part of a task might just be not knowing an easier way to do it.
This idea aligns with working smarter, not just harder.
Key Takeaways from the Page
This section explores why we naturally prefer the path of least effort and how we can use it to our advantage instead of resisting it.
- The Principle of Least Effort
This tendency is known as the cognitive ease principle or principle of least effort.
Our brain prefers the easiest, most efficient way to do something.
Example behaviors:
Buying from a convenience store instead of driving to a cheaper place.
Putting dishes in the sink instead of the dishwasher because it’s easier.
Accepting the first search result online instead of verifying other sources.
- Why This Bias Exists – Evolutionary Advantage
In human history, survival depended on efficiency.
Imagine if early humans asked, “What’s the hardest way to get food?”
They wouldn’t have survived.
Instead, they found the easiest way to:
Hunt food.
Build shelter.
Maintain relationships in their tribe.
This natural preference for ease helped humans survive and evolve.
- Using This Bias to Our Advantage
Instead of fighting our instinct for ease, use it wisely.
Instead of asking, “How do I tackle this really hard project?”
Ask: “How can this be made easy?”
Example:
If studying feels hard, find a way to simplify it (e.g., summaries, spaced repetition).
If working out feels hard, make it fun (e.g., short workouts, music, group exercises).
- The Fear of Making Things Easy
Many people feel guilty for not struggling.
Society teaches us that working harder = more valuable.
This belief has roots in Puritanism, which glorified struggle as a virtue.
But hard work alone doesn’t guarantee results—smart, efficient work does.
Lesson: Work Smart, Not Just Hard
👉 Your brain is wired to find easier ways—don’t resist it, use it to your advantage.
👉 Instead of making things harder than they need to be, ask:
“How can I make this easier while still achieving my goal?”
👉 Success isn’t about working the hardest—it’s about working the smartest.
Key Takeaways from the Page: “How to Try Too Hard”
This section highlights how overcomplicating and overworking can lead to failure rather than success.
- The Situation – A Big Opportunity
The author was given a chance to present on leadership at a high-profile tech company.
If successful, it could lead to a long-term contract and career growth.
The company had already approved his content.
- The Mistake – Overthinking & Overworking
The day before the presentation, he felt it wasn’t good enough.
He scrapped everything and started over, creating:
New slides
New handouts
An entirely different presentation
He stayed up all night, leaving no time to test or refine the new material.
- The Consequences – A Complete Disaster
He arrived at the presentation exhausted and mentally foggy.
His slides were unfamiliar, and he kept turning around to check them.
His opening story fell flat, and one of the slides failed to communicate his point.
The presentation bombed, leading to:
Extreme stress (hyperventilating)
The client canceling his other two presentations
Losing the opportunity for a long-term contract
His most humiliating professional failure
- The Lesson – Working Harder Isn’t Always Better
He had an approved presentation, but he tried too hard to make it “perfect.”
Overcomplicating and overworking backfired, leaving him burnt out and unsuccessful.
The realization:
Sometimes, what we already have is good enough.
Effort doesn’t always equal better results.
Simplicity and confidence can be more powerful than overworking.
Lesson: Don’t Overthink & Overwork Yourself Into Failure
👉 Perfectionism can ruin success.
👉 Sometimes, “good enough” is better than overcomplicating.
👉 Trust what you’ve already prepared instead of starting over at the last minute.
👉 More effort doesn’t always mean better results—sometimes, it leads to burnout.
This story is a powerful example of how trying too hard can work against us instead of helping us succeed.