Posts Tagged ‘ryan holiday’

The Obstacle Is the Way

Sunday, November 19th, 2023 | Books

The Obstacle Is the Way: The Timeless Art of Turning Trials into Triumph is a nonfiction book by Ryan Holiday. I really enjoyed his book Ego si the Enemy so I had been meaning to reard this one for quite a while.

In the book, he puts forward the case for stoicism. In particular, living our lives in the philosophy of perseverance and acceptance. Expect the worst while trying to achieve the best and almost never give up. When things do go wrong, accept that it happened and be determined to rebuild.

In some ways, this is one of those books when, once you have the title, you really have the book. The text itself is just an elaboration, and part sales pitch, on why you should do what the cover says: see obstacles as your path to success rather than something to be avoided.

The book is broken down into many mini lessons. Many of them useful, although some difficult to see how I would integrate them into my personal development work. For example, Holiday urges us to buil resilience by training our physical bodies. I’m currently trying to figure out whether running is a useful tool for maintaining my mental health, or I’m literally running away from my problems. Most likely it is both.

He also puts forward the idea of the pre-mortem. Before you even launch your project, imagine how it has gone wrong and why, so you can troubleshoot problems before they even begin. This sounds like a really useful tool in business. But also dangerous when used in our personal lives for those of us who are high in trait neuroticism.

Some bits are both depressing and inspiring. The more successful you are, the more obstacles you encounter. Behind mountains are more mountains. This reminded me of that meme that suggests being an adult is just a series of “I’ll get just through this and then I’ll have a break and recover” endlessly for the rest of our lives.

I did really enjoy the idea that beyond acceptance, there is feeling great about something because it was meant to happen. The idea that when a relationship breaks down, we don’t get the job we want, or something else unfortunate happens, we reframe it as something that will ultimately turn out to be a positive force in our lives.

Ego Is the Enemy

Wednesday, January 25th, 2017 | Books

Ego Is the Enemy is a book by Ryan Holiday. It made for rather uncomfortable reading for me, which means it was important. I wish I had read this book for ten years ago.

Holiday discusses the role that ego has played in important historical figures, the people around him, and in his personal life. The effect is almost always negative. Ego is a destructive force and one of the biggest factors in whether you are successful in your life is whether you can keep it under your control or not.

Even those who seem to use ego, are ultimately laid low by it. Steve Jobs, who many regard as an egomaniac, really did his best work when not driven by his ego. His ego led to him being fired by Apple the first time around. It was only when he put it aside and started working again from the ground up that he built something amazing.

He holds Howard Hughes up as the ultimate cautionary tale of ego getting the better of you. We do not see most of the people who fail because they disappear without a trace. However, Hughes inherited so much money that he could just keep going in his folly. He built the Spruce Goose, it flew once, and then he stored it in a warehouse at a cost of $1,000,000 per year. For 15 years. A period that only ended with Hughes’s death.

You can be successful and have an out-of-control ego. But this is the exception. Take Kayne West for example. He is one of the greatest rappers of all time. But, after all of that, he is in huge personal debt because he keeps trying to launch a fashion label; something he knows nothing about.

Contrast this to those who shun the limelight (as much as you can when you are successful). Angela Merkel in her third term as the Chancellor of Germany. Bill Belichick, who has taken the Patriots to the Super Bowl six times, and won four of them.

Success is built upon:

  • Staying humble
  • Getting out of your own head, and not wasting time thinking how great you are
  • Being willing to put in the work
  • Always learning, and knowing that there is more to learn

It also gave me a new favourite quote, from John Archibald Wheeler.

As our island of knowledge grows, so does the shore of our ignorance.

When I look back at my own life, ego has been a destructive force. Looking back, I can see plenty of incidents, especially in my charity work, that were clearly driven by ego. More often than not, these situations played out badly for me.

It also matches up with what Dacher Keltner writes in The Power Paradox. When are are successful, the success quickly rises to our heads. We become the authors of our down downfall, because are unable to keep our ego in check.

This book is an essential read and one that I will be coming back to again and again.