How to Fail at Almost Everything and Still Win Big: Kind of the Story of My Life Hardcover – October 22, 2013

I had this pre-ordered after reading the WSJ article. It came yesterday around noon and I finished it at 4:00 AM this morning, with few breaks within that time frame. It wasn't the plan for my day, but I don't regret changing my day around to read this book.

I would say any book that holds my interest like that deserves a 5-start rating, though there are a few things that I'd tweak to get it closer to perfection. My official score, being a tough grader, is a 4.6/5.0 and I wouldn't resell it for twice what I paid ... especially now that it's fully highlighted and sticky-noted throughout (which makes the book more valuable to me now because I've identified the portions that spoke directly to me and my own experiences).

I really enjoyed Scott's independent thinking and challenges of conventional wisdom throughout this book, especially as it contrasts with other self-help, goal-setting or business advice books. For instance, choosing an opportunity for which one has some sort of inherent advantage rather than blindly prescribing "you can do whatever you want" appeals to my pragmatic mind. I have wrestled with this exact conclusion within the past year as I work through my own list of new ideas and opportunities, so I enjoyed that perspective as it resonates with my own thinking.

I really enjoyed the thinking on pg. 40, which is fully highlighted, less perhaps a couple sentences. This is where Scott talks about his mental model of not wanting to sell his time due to limited upside and finding a product that is infinitely scalable. I appreciated this candidness, which allows the reader to better understand the later "luck" and apparent rapid success of Dilbert. It's clear to me, Scott's success was a lifetime in the making, the product of continued experimentation and the tenacity to stay at it. This whole book was helpful to me, as my model is exactly the same and the road to success is anything but certain when you're placing bets on what the public wants. Having a system that embraces and anticipates failure, in particular, is an essential tool to avoid letting temporary results bleed over into derailing what could be a highly successful longer-term career choice.

Pg. 88, talking about when to quit and how successful ventures often have SOME element of success early-on also resonated with me, and is another page that is more yellow than white after reading this book. These comments also directly resonated with some false-starts I've had, where I correctly pulled the plug after minimal investment of time because things just did not feel right almost from the get-go. I felt poorly about pulling the red handle so early while I was ejecting, but now looking back I know I was practicing the exact type of discipline one needs to practice when trying totally new things. Plan on a good chunk of your initial tests, ideas and hypotheses being off the mark and blindly plowing time and effort at soft-starts is a recipe for disaster. One of my favorite quotes in the book is "Persistence is useful, but there's no point in being an idiot about it." That got a "lol!"

I also appreciated Scott's thoughts on useful core skills, especially psychology. This topic has become more and more interesting to me after sluffing through Pscych 202 in college, when it seems like a diversion from more useful topics. I now see how important that is, and also how little I know in this universe of knowledge. The terms page of psychological topics is a lifetime of potential study in itself, so the book leads you to new domains of study if you so choose.

Scott urges the reader to not accept anything at face value, and my personal model embraces a good chunk of this body of wisdom with a few of my own twists. Any book that holds your interest and gives you new things to think about is worth owning and reading, in my opinion. This book satisfies that criteria with ease. Thank you for writing it and good luck with the book.

The book was a joy to read

His key ideas are easy to follow because he keeps it simple and Scott Adams writes in a clear and witty manner

For example the chapter on applying a system vs setting goals and trying to follow them was worth the price of the book many times over for me (and this is reinforced through the book). In his own words goals are a reach-it-and-be-done situation (where you are often waiting to achieve it someday in the future) whereas a system is something you do on a regular or daily basis with a reasonable expectation that doing so will get you to a better place in life. Wanting better health or wanting to lose 10 kg are goals. Being active everyday is a system. One is tied to another - but goals people are fighting the feeling of discouragement at each turn and the systems people are feeling good every-time they apply their system.

I wholeheartedly recommend this book to anyone smart and weary of reading tired cliches in the self-help genre. The book is a breath of fresh air!

Scott Adams's How to Fail at Almost Everything and Still Win Big: Kind of the Story of My Life is almost a success. In it Adams tells us about he succeeded and offers his readers his advice on how to be both successful and happy.

Adams is at his best when he writes about figuring out how things work and what is important. Readers of his popular blog will recognize such topics as the moist robot, the single most important metric to measure, the five most important factors for happiness, how to thrive without using freewill, and other such topics.

One of his key principles is to distinguish goals from systems. Generally, it's better to pursue a system to get what you want rather than to pursue a goal. Goals are generally bad things as they focus you on what you have not accomplished and therefore feel negative. Unfortunately his discussion of the difference between goals and systems is confused and unclear. He seems to be saying that the reader's goal should be to come with a system that works.

I do appreciate that Adams consistently urges the reader to experiment, to be open minded, and not to follow the advice of cartoonists. The focus should be on what works for you. His humility is a welcome relief from much of the Success literature.

Some parts of the book, especially in the middle chapters, read like annotated lists constructed quickly from Internet searches. Other parts of the book are much better and many of Adams's insights are interesting, captivating, and even brilliant. The tone of this book is quite serious - there are even research footnotes - and it is clear that Adams believes he has something important to share with the reader. Fortunately much of the book is entertaining and includes humorous examples to lighten the occasionally sententious tone of some pronouncements.

Overall this is a useful and interesting book. I look forward to testing some of his suggestions and seeing if they improve my life.

(Note: The Kindle edition is satisfactory, though navigation to the footnotes and back to the text works inconsistently.)