This week’s Monday Book Club takes a deep dive into Ego is the Enemy by Ryan Holiday. In the world of business, leadership, and personal growth, few things are as destructive as unchecked ego. Whether you’re leading a startup, scaling a business, or navigating your career, Holiday’s book serves as a stark reminder that ego can be the silent killer of success.
If Navigating the Death Zone explored how businesses must endure struggles before they succeed, Ego is the Enemy explains why some never make it out of that zone—because ego blinds them to reality, keeps them stuck in failing strategies, and prevents them from adapting.
Key Concepts from Ego is the Enemy
At its core, Ego is the Enemy teaches us that true success comes from humility, self-awareness, and discipline. Holiday presents three critical stages where ego can derail progress:
🔮 Aspiration: Ego makes us overestimate our abilities, ignore valuable feedback, and assume success will come easily.
🏆 Success: Ego convinces us that we’re invincible, leading to complacency and poor decision-making.
🧱 Failure: Ego makes us unable to accept setbacks, pivot when necessary, or learn from mistakes.
Every entrepreneur, executive, or leader will face these stages—and how they navigate them determines their long-term success. Those who let ego dictate their decisions are far more likely to stall or collapse before they reach their full potential.

The Silent Killer in Business Growth
Many businesses don’t fail because of bad ideas—they fail because their leaders refuse to accept that the initial plan won’t always work. Ego manifests in three ways (red flags) that directly impact a company’s trajectory:
🚩 Refusing to Adapt – Founders who cling to their original vision instead of evolving with the market often stagnate.
🚩 Ignoring Feedback – The best companies listen to customers, employees, and data; the worst assume they already have the answers.
🚩 Chasing Vanity Metrics – Public perception, headlines, or inflated revenue numbers might look good, but they don’t equal long-term sustainability.
Much like how climbers misjudge their own endurance in the Death Zone, business leaders can easily fall into the trap of overconfidence—believing they’re immune to failure and ignoring warning signs. The companies that survive and thrive are the ones that recognize the struggle as part of the process and adapt.
Ego vs. Endurance: The Long Game of Scaling Up
Success in business rarely happens overnight. The companies that survive the Death Zone are the ones that recognize struggle as a natural phase—not a personal failure. Ego, on the other hand, makes founders chase short-term wins instead of focusing on sustainable growth.
Many leaders who face early success fall into the trap of believing that their initial instincts were flawless. But true success comes from recognizing that:
🎓 There’s always something to learn.
🏋 No single strategy works forever.
👑 Adaptability is more valuable than raw intelligence.
📖 “Remain a student. There is always something to learn.”

What Happens When You Remove Ego?
The opposite of ego isn’t weakness—it’s strength. The best leaders aren’t afraid to admit they don’t have all the answers and seek constant improvement.
When ego is removed, companies:
✅ Hire and listen to people smarter than them.
✅ Embrace feedback, even when it’s uncomfortable.
✅ Stay focused on long-term success, not just short-term recognition.
Much like in scaling a business, leaders who remove ego create organizations that are resilient, adaptable, and capable of long-term success—while those who let ego drive decision-making often burn out before reaching their full potential.
Applying These Concepts to Your Business
In scale-ups, ego manifests in many ways: refusing to pivot when necessary, chasing vanity metrics, or ignoring advice from those with more experience. The antidote? Humility, patience, and discipline.
🚀 Detach from short-term outcomes and focus on long-term progress.
🏆 Surround yourself with people who challenge your thinking.
🔄 Be willing to change direction when the market demands it.
My Rating: ⭐⭐⭐⭐⭐ (5/5)
I first heard about this book from an old Twitter post by a hockey superstar—someone I would have expected to have an ego, but whose skill and relentless effort backed it up. That post stuck with me, and five years ago, I picked up a copy. I couldn’t put it down.
It was one of those moments that reminds you that book recommendations come from the strangest places—but when they hit, they hit hard. Ego is the Enemy ended up being one of the most applicable books I’ve read—not just in business, but in so many areas of life.
It’s a must-read for founders, executives, and leaders in any field. It’s a wake-up call to remove self-importance and focus on what truly drives success—constant learning, adaptability, and resilience.
How Does This Resonate with Your Experience?
Have you seen ego derail business growth? Have you had to check your own ego in a tough situation? Let’s discuss how Holiday’s lessons apply to leadership, startups, and scale-ups.
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