How to Fail at Almost Everything and Still Win Big

Scott Adams

How to Fail at Almost Everything and Still Win Big

Kind of the Story of My Life

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Blasting clichéd career advice, the contrarian pundit and creator of Dilbert recounts the humorous ups and downs of his career, revealing the outsized role of luck in our lives and how best to play the system.

Scott Adams has likely failed at more things than anyone you’ve ever met or anyone you’ve even heard of. So how did he go from hapless office worker and serial failure to the creator of Dilbert, one of the world’s most famous syndicated comic strips, in just a few years? In How to Fail at Almost Everything and Still Win Big, Adams shares the game plan he’s followed since he was a teen: invite failure in, embrace it, then pick its pocket.

No career guide can offer advice that works for everyone. As Adams explains, your best bet is to study the ways of others who made it big and try to glean some tricks and strategies that make sense for you. Adams pulls back the covers on his own unusual life and shares how he turned one failure after another – including his corporate career, his inventions, his investments, and his two restaurants – into something good and lasting. There’s a lot to learn from his personal story, and a lot of entertainment along the way. Adams discovered some unlikely truths that helped to propel him forward. For instance:

  • Goals are for losers. Systems are for winners.
  • “Passion” is bull. What you need is personal energy.
  • A combination of mediocre skills can make you surprisingly valuable.
  • You can manage your odds in a way that makes you look lucky to others.

Adams hopes you can laugh at his failures while discovering some unique and helpful ideas on your own path to personal victory. As he writes: “This is a story of one person’s unlikely success within the context of scores of embarrassing failures. Was my eventual success primarily a result of talent, luck, hard work, or an accidental just-right balance of each? All I know for sure is that I pursued a conscious strategy of managing my opportunities in a way that would make it easier for luck to find me.”

How to Fail at Almost Everything and Still Win Big Quotes

“This is a story of one person’s unlikely success within the context of scores of embarrassing failures. Was my eventual success primarily a result of talent, luck, hard work, or an accidental just-right balance of each? All I know for sure is that I pursued a conscious strategy of managing my opportunities in a way that would make it easier for luck to find me.”


“Recapping my skill set: I have poor art skills, mediocre business skills, good but not great writing talent and an early knowledge of the Internet. And I have a good but not great sense of humor. I’m like one big mediocre soup. None of my skills are world-class, but when my mediocre skills are combined, they become a powerful market force.”


“If you want success, figure out the price, then pay it. It sounds trivial and obvious, but if you unpack the idea it has extraordinary power.”


“Avoid career traps such as pursuing jobs that require you to sell your limited supply of time while preparing you for nothing better.”

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