10 Career Development Books Like Outliers

Success & Self-help Books

Outliers by Malcolm Gladwell is an autobiography about the story of successful people. He looks at the lives of extraordinary people who have achieved more than us. The author calls these people the Outliers. He looks at them in various areas. So those that are business tycoons, software developers, those that we class as geniuses, pilots, education, sports, anyone that’s achieved a little more than you would expect from the average person.

Also, he looks at their lives to try and determine what makes them so successful and what allows them to get to the heights they reached within that field. The book also made famous the concept of 10000 hours and One thing. To succeed at anything, you must devote at least 10000 hours of work and practice first. It’s an informative book that does make you look at successful people differently.

Books like Outliers offer a fresh perspective on success and challenge the traditional notion of individual merit by highlighting the importance of external factors, such as family background, cultural legacy, and opportunities, in shaping an individual’s success. They have been praised for their thought-provoking insights and inspired many readers to rethink their ideas about success and achievement. By challenging conventional wisdom and presenting new ideas, these books can help readers develop their analytical and problem-solving skills.

10 Books Like Outliers (Career Development Books)

After reading Outliers, you want to know more about successful lifestyles. Whether interested in personal development, critical thinking, or simply learning from real-world examples, “Outliers” is a book worth reading.

I will provide more similar books to help you succeed in life. If you have read one of Malcolm Gladwell’s books before, you will enjoy them, similar to Outliers, because they are presented and written in the same fashion. Let’s start!

1. Nudge: Improving Decisions About Health, Wealth, and Happiness

Two people wrote Nudge: Richard H. Thaler and Cass Sunstein. They worked together to write this book. This book is a New York Times bestseller. It’s talking about something very subtle that has a significant implication in everyone’s life. You are the type of person affected by this thing called Choice Architecture. Choice architecture is when you are in charge of creating a system that gets people to make choices and how you make that system to get people to make choices. An example of this would be voting for president.

You work in human resources at a company that offers a retirement plan, and maybe you get to decide what the default retirement plan is for everybody. You chose the plan most people will take because most people will default. So, how do you create or design how people experience making choices regarding choice architecture? This book gives many examples of what that is, why it’s essential, and how it affects people’s everyday lives.

This book is called Nudge because when discussing choice architecture, the effect of architecting a choice is to give somebody a nudge in a specific direction. Also, it may not be something that you intend, but it’s something that happens. For example, at the grocery store, food is organized in a certain way on certain shelves, on certain aisles, and the positioning of certain foods makes items or whatever makes it easier or harder to see them access them, and ultimately purchase them.

Most of the time, the foods and the things are at eye level or reach level. Easy reach levels are the things that most people buy, and the stuff that’s way too high is something people don’t look at, and the stuff that’s way too low is something people don’t look at.

There are some graphs in this book. If you’re a business person and your product isn’t selling in the stores, maybe it’s not selling because it’s on the bottom shelf. It may be a better product than the one that’s within reach. But that’s the thing people see, and that’s what people grab because they can see it. Like Outliers, this book has many in-depth analyses of different examples.

Nudge Key notes:

  • People’s decisions can be influenced by subtle “nudges.”
  • Nudges can improve outcomes in areas like health, wealth, and happiness.
  • Nudges work by altering the environment in which decisions are made.
  • Nudges are not mandates and respect individual freedom of choice.
  • Nudges should be based on sound behavioral science research.

Author: Richard H. Thaler
Average Rating: 4.5/5
Category: Business Decision-Making, Decision-Making & Problem Solving
Available: Audiobook | Paperback | Kindle

2. Start With Why

Simon Sinek is a motivational speaker and an author, and he’s well-known for his excellent Ted Talk that ranked over 50 million views. His book Start With Why is popular for business, leadership, and self-help. The basic summary of this book is he explains why great leaders are great leaders and how they inspire everyone to take action. Like Outliers’s author, he references one of the world’s biggest and most successful businesses.

The author states they are great leaders because they start with why. These leaders are more concerned with why the company exists than what they do and how. They all have a purpose behind these businesses or their missions in life. In fairness, these are the ones that have changed our dinner, the way we think, the way we buy things, and what we have.

He says there are only two ways to influence human behavior through manipulation in one chapter. It is the sticks and aspiration or inspiration which is the currency. The quote in the book says that when companies do not have a clear sense of why their customers are the customers, they tend to rely on a disproportionate number of manipulations to get what they need.

What drives you to do what you do? Do you know what inspires you? Do you pursue that? The author states that even though these do work, they drive more sales, they don’t build the most important thing: customer loyalty.

There’s a novel concept in this book called The Golden Circle. So the outer circle is what the business does. The inner circle is how they do it, and the core of the circle is why they do it. That’s what the most successful businesses focus on. They focus on the way that makes such a loyal fan base. They have a purpose behind what they’re doing. If any of you are wondering, this book is only 250 pages. Is it an easy read? Yes, it is! It’s not one of these books where you must Google Flippin Word every five seconds.

Start With Why Key notes:

  • Great leaders and organizations start with a clear purpose or “why.”
  • Understanding the “why” behind what you do inspires others and creates loyal followers.
  • The “why” is a powerful tool for decision-making and innovation.
  • The “what” and “how” should be aligned with the “why” for optimal success.
  • Anyone can discover their “why” and use it to drive personal and professional fulfillment.
Start With Why

Author: Simon Sinek
Average Rating: 4.6/5
Category: Leadership & Motivation, Entrepreneurship, Career Development
Available: Audiobook | Paperback | Hardcover | Kindle | Audio CD

3. The Black Swan: The Impact of the Highly Improbable

A black swan is an unpredictable event that has huge consequences. So the whole idea of this book is that we blind ourselves from seeing these crazy, unpredictable events happening. We are constantly and inaccurately forecasting the future to be the average of what’s happened in the past. But any time a one-off event happens, we push it to the side and discount it as unpredictable, so we never see them coming again.

The whole Author thing is that they’re going to keep happening. You can’t necessarily predict exactly what will happen or when. But there are ways that if you’re at least aware that they will happen, you can insure yourself so that they don’t have gigantic negative consequences on you.

It’s interesting to talk about a million ways we blind ourselves. So Taleb gives an example of being a turkey. A turkey gets fed every day for months and thinks life is great because it wakes up and gets fed every day. Suddenly, I woke up one day, and life was not so great. So he says, don’t be a turkey. But he talks about a confirmation bias, how we are looking to reinforce our current beliefs with supporting beliefs, even if they’re inaccurate. That will blind us.

Taleb talks about the narrative fallacy: we prefer to explain what’s happening around us in the world with stories. So even if something is inaccurate, we will latch onto it if it’s like explaining something in story form. We would rather have that to explain what’s happening than either not explain it or accept that it might not be explainable.

Like Outliers, the book talks about the lunatic fallacy, which is interesting. It’s the idea that we can use principles from casino games to explain the uncertainties in real life. There’s uncertainty and roulette. It could be red and black. It could be first, third, middle third. But in roulette, despite uncertainties, there’s a fixed, defined set of outcomes in real life. There’s no fixed defined set of anything.

So the example he gives is flipping a coin, he says. You’re asked to assume that a coin is fair, there are heads and tails, and then you flip a coin, and ninety-nine times in a row, it’s tails. What are the odds? It’s going to head on the next flip. He says that too often, try to say there are heads and tails, and the coin is fair. So it’s still a 50 percent chance that it will head when in reality.

The Black Swan Key notes:

  • Highly improbable events, or “Black Swans,” greatly impact our lives.
  • We tend to underestimate the likelihood of Black Swans and overestimate the impact of regular events.
  • Black Swans are often retrospectively explained as if they were predictable, leading to a false sense of security.
  • Antifragility – the ability to benefit from disorder and chaos – is key in a world of Black Swans.
  • We should embrace uncertainty and prepare for the unexpected rather than relying on experience and prediction.
The Black Swan

Author: Nassim Nicholas Taleb
Average Rating: 4.4/5
Category: Naturopathy Medicine, Business Management, Developmental Biology, Philosophy
Available: Audiobook | Paperback | Hardcover | Kindle | Audio CD

4. You Are Not So Smart

Have you ever thought you’re so smart? Well, David McRaney would disagree. He would disagree so adamantly that he even wrote a book about it. You’re not everything you think. It is the result of a grand conspiracy going on in your brain. This very minute makes you think that more than you do. David talks about forty-eight things: the brain thinks you’re smarter than you are.

The introspection illusion is the first thing your brain does to make you think you know more than you do. You usually make a snap judgment based on how you feel, look, smell, and even smell when you judge things. But you think that your rational person makes irrational judgments. So when you think about why you made this decision over the decision, you look back into the history.

The second point is what the brain does, which is called confabulation. Confabulation is the process by which you create narratives to explain your choices. These narratives are rarely, if ever, true. Your brain makes up these narratives because it wants to trick itself into believing it’s more rational than it is. If you want to know about the next 46 interesting brain tricks, read this book after Outliers.

You Are Not So Smart Key notes:

  • Our brains are flawed and often deceive us, leading to self-delusion and irrational behavior.
  • Social factors and cognitive biases influence many of our beliefs and decisions.
  • We often see patterns where there are none and rationalize our mistakes afterward.
  • Critical thinking and skepticism can help us overcome our biases and improve decision-making.
  • Understanding our fallibility can lead to greater empathy, humility, and self-awareness.
You Are Not So Smart

Author: David McRaney
Average Rating: 4.5/5
Category: Consciousness & Thought, Humanist Philosophy, Career Development
Available: Audiobook | Paperback | Hardcover | Kindle | Audio CD

5. The Signal and the Noise

Why do so many predictions fail, but some don’t? Is Nate Silver more interested in the nuts and bolts behind algorithms and models? Let’s call it predict ontology 101. Silver wants to tell us about models, what they can and can’t do well, and how and why they work. Most importantly, he helps us match our expectations to reality.

There’s no ability to build on the knowledge already gained. As Silver sat down to write this, he thought, Hey, I’ve got a room now, and he makes good use of it. He spends the time to start building up knowledge. Yes, you’re learning more about different things, but you are also learning more about how statistics work as time progresses.

At the same time, Silver keeps this topic grounded. He covers a wide range of topics, but all of them seem to deal with somehow things that we are used to. Maybe it’s entertainment like sports or poker. The accuracy of political punditry may be the stock market or economic forces.

The book goes into detail on the banking crisis of 2007. However, the book’s strongest parts are when he talks separately about climate and earthquake prediction despite all of this. His discussion of each of those topics provides beneficial comparisons and contrasts.

If we talk about a very long period, maybe thousands of years, then we could probably predict with pretty good confidence how many quakes will occur and roughly how strong they will be. It’s not that earthquakes aren’t predictable. What we can predict about them isn’t what we hope or expect to be predicted that way.

How do we expect to discuss the climate next year when they discuss two completely different things? Silver does more than ground us in familiar topics. He also grounds us in the story. Sometimes he’s talking about the people who are successful at predictions.

Sometimes, he’s talking about the people who aren’t. It is because how better to learn about the future than to tell us about the follies of the past. His style is breezy and engaging and serves as a very gentle introduction to the statistics he wants to discuss. The business models and planning are very similar to Outliers.

The Signal and the Noise Key notes:

  • Predictions are difficult and often inaccurate due to the complexity of the world and our limited understanding.
  • We tend to over-rely on data and models, ignoring uncertainty and the role of chance.
  • Good prediction requires humility, curiosity, and a willingness to update beliefs in light of new evidence.
  • Domain expertise and diverse perspectives can help improve predictions.
  • Communicating uncertainty and probabilities is crucial for decision-making and avoiding costly mistakes.
The Signal and the Noise

Author: Nate Silver
Average Rating: 4.4/5
Category: Business Planning & Forecasting, Future Studies
Available: Audiobook | Paperback | Hardcover | Kindle

6. The Talent Code by Daniel Coyle

Daniel explores the idea of talent and how it is developed. Like “Outliers,” he argues that talent is not innate but rather a result of deliberate practice and specific training methods.

He also looks at examples of individuals and groups who have achieved exceptional skill levels in various fields, from musicians to athletes to chess players. He analyzes the factors that contributed to their success.

The Talent Code Key notes:

  • Talent is not innate but results from deep practice or deliberate, focused training.
  • The deep practice involves breaking down skills into small, specific components and repeating them with feedback.
  • Myelin, a substance that insulates and strengthens neural connections, is crucial for skill acquisition and talent development.
  • Ignition, or passion and motivation, is necessary for sustained deep practice.
  • Talent hotbeds, or environments that foster deep practice and ignite passion, can be created in any domain.

7. Bounce: The Myth of Talent and the Power of Practice by Matthew Syed

Matthew Syed challenges the idea of innate talent in “Bounce.” He argues that success in any field results from hard work, practice, and determination, rather than inherent ability. Syed looks at examples of athletes and other high achievers who have worked to become great. Also, he provides practical advice for anyone looking to improve their skills.

Bounce Key notes:

  • The quantity and quality of practice primarily determine success in any field.
  • Talent is not a fixed trait but a result of deliberate practice over time.
  • Deliberate practice involves pushing oneself outside the comfort zone and constantly seeking feedback.
  • Early specialization can limit potential and lead to burnout, while diverse experiences can enhance creativity and skill development.
  • Success is not a solo effort but a product of social and environmental factors supporting and challenging growth.

8. Mastery by Robert Greene

This self-help book examines the lives of historical figures and contemporary masters in various fields, such as Leonardo da Vinci, Mozart, and Paul Graham, to name a few. Robert analyzes the traits and behaviors that led them to achieve greatness, including their dedication to their craft, ability to learn from failure, and willingness to take risks.

Mastery Key notes:

  • Mastery results from intense focus, deliberate practice, and a deep understanding of one’s field.
  • The journey toward mastery involves both apprenticeship and creative experimentation.
  • The importance of mentorship and finding the right teacher cannot be overstated.
  • Resistance and failure are integral to mastery and must be embraced.
  • Mastery is not a destination but a lifelong pursuit of growth and learning.

9. Grit: The Power of Passion and Perseverance by Angela Duckworth

This motivational book focuses on the importance of hard work and perseverance in achieving success. Angela argues that talent and intelligence are not the only factors determining success but rather a combination of passion and sustained effort. She provides examples of individuals from various fields who have demonstrated grit and resilience in facing challenges.

Grit Key notes:

  • Grit, a combination of passion and perseverance, is a key predictor of success in any domain.
  • Effort and practice are more important than innate talent or intelligence.
  • Grit can be cultivated through a growth mindset or the belief that abilities can be developed through dedication and hard work.
  • Resilience, or the ability to bounce back from setbacks, is a crucial component of grit.
  • Grit is about achieving personal success and using one’s talents and passion to contribute to the greater good.

10. Mindset: The New Psychology of Success by Carol Dweck

Carol Dweck explores fixed versus growth mindsets and how they impact success. She argues that those who believe their abilities are fixed are less likely to succeed, while those who embrace a growth mindset are more likely to achieve their goals. She provides examples of many who have overcome obstacles through a growth mindset and offers practical advice for cultivating this mindset.

Mindset Key notes:

  • People have either a fixed mindset, believing that intelligence and abilities are innate, or a growth mindset, believing these qualities can be developed through effort and learning.
  • A growth mindset leads to greater resilience, achievement, and motivation.
  • Rather than innate talent, praising effort and progress can promote a growth mindset.
  • Embracing challenges and learning from failure is key to developing a growth mindset.
  • A growth mindset can be applied to any domain, from personal relationships to professional development.

These books share similar themes with “Outliers” and provide readers with insights into achieving exceptional success. Whether through deliberate practice, a growth mindset, or cultivating good habits, they offer practical advice for readers looking to improve their performance in any field.

They also encourage you to question your assumptions and think critically about the factors contributing to success. By applying the principles of the books to your life, you may be able to improve your personal and professional development.

More Inspirational & Career Development Books:

Top Books On Willpower

Self-help Psychological Books Like The Power Of Now

Self Development Books Like The Four Agreements

Mindset Book Summary

Outliers Book Summary

Tools Of Titans Book Summary

Unshakeable Book Summary

Pauline Jackson

I like to talk about popular books. My book review inspires you to read and save time. Also, I summarize the book and give you the best lessons or ideas that can change your life. As an Amazon Associate I earn from qualifying purchases.

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