The Comparison Trap

How to escape the cycle of envy

In today’s edition, we delve into Bertrand Russell's timeless wisdom from 'The Conquest of Happiness', exploring how the habit of constant comparison can rob us of true fulfillment.

🎯 The Idea In a Nutshell:

  • We too easily fall into the trap of constant comparison

  • We think we can escape the feeling of envy by achieving more.

  • Russell argues that this approach will never set us free.

  • No matter how much success we attain, someone will always have more.

  • True fulfillment only comes when we can feel deep gratitude for the things we already have.

  • Additionally, we must learn to find intrinsic value in the journey itself, independent of any external rewards.

📝 Diving Deeper

Russel’s focus on comparison is especially striking when you consider that it was written in 1930. One can only imagine his dismay over the social-media-fueled orgy of comparison we live in today.

Looking through the lens of comparison blinds us; we can’t see anything for what it truly is because it only exists in relation to other objects of our desire:

  • You have a good salary, but your neighbor’s is higher.

  • You took your family on an amazing vacation, but your friend’s trip was even more exotic.

  • You drive a nice car, but that guy down the street has a newer one.

It’s a surefire recipe for perpetual dissatisfaction.

Here’s something Russel wants us to remember: The person you envy feels the same way about someone else. And that person… well… you get the point. It goes on ad infinitum.

“If you desire glory, you may envy Napoleon, but Napoleon envied Caesar, Caesar envied Alexander, and Alexander, I dare say, envied Hercules, who never existed.” 

To break free from this cycle, start with gratitude. If you’re reading this, chances are you’ve got a pretty cushy life relative to most people on this planet. On top of that, consider all the creature comforts you take for granted today. Modern medicine, technology, abundant food options, endless entertainment—luxuries once unimaginable are now everyday conveniences.

As ambitious men, focusing on gratitude for our current state can feel counterintuitive. But this is not about getting complacent. We can be both grateful for what we have and driven to grow.

The key is learning to love the pursuit more than the prize. Chasing the next award or material gain keeps us stuck on the comparison treadmill. But mastery of your craft — be it in business, family, or marriage — creates a sense of lasting purpose and fulfillment.

👉 Why it matters:

  • Letting go of comparison makes us more present and appreciative in our relationships at home and at work.

  • Reminding ourselves of all the things we take for granted can be a powerful way to break free from envy.

  • The pursuit of mastery, and not material gain, can be a healthy source of ambition and striving.

🤔 Prompts for Reflection

  • What are three things you are genuinely grateful for in your life right now?

  • How can you shift your focus from what others have to what you have achieved and experienced?

  • What steps can you take to appreciate your journey and the work you do, independent of external validation?

Make today impactful,
~Jason