10 Problem Solving Books That Separate Experts from Amateurs
Recommendations from Eric Schmidt, Ev Williams, and Adam Grant reveal key strategies in Problem Solving Books




What if you could learn to solve your toughest problems faster and smarter just by turning the pages of a book? Many people rush to solutions without pausing to ask if they're tackling the right problem. Today, problem solving matters more than ever—whether you're leading a team, launching a startup, or navigating daily challenges. Unlocking better methods can save time, reduce frustration, and lead to breakthroughs.
Leaders like Eric Schmidt, former CEO of Google, have discovered how framing the problem correctly transforms results. He praises What's Your Problem? for teaching this vital skill. Meanwhile, Ev Williams, co-founder of Twitter and Medium, relies on Sprint to speed innovation with a clear five-day process. And Adam Grant, a bestselling author and organizational psychologist, highlights Cracked it! for its rigorous, strategic frameworks. Their diverse backgrounds show how problem solving bridges creative and analytical worlds.
While these expert-curated books provide proven frameworks, readers seeking content tailored to their specific experience, industry, and goals might consider creating a personalized Problem Solving book that builds on these insights. Such customization helps you apply powerful strategies directly to your unique challenges and accelerates your learning journey.
Recommended by Ev Williams
Co-Founder of Twitter and Medium
“Read this book and do what it says if you want to build better products faster.”
by Jake Knapp, John Zeratsky, Braden Kowitz··You?
by Jake Knapp, John Zeratsky, Braden Kowitz··You?
Jake Knapp’s experience at Google Ventures shaped this focused guide to tackling big challenges swiftly. You learn a structured five-day process that moves from defining a problem to prototyping and testing solutions, with chapters detailing each daily step to keep teams aligned and productive. Whether you work in startups, large corporations, or nonprofits, this book shows you how to compress months of work into a single week, emphasizing practical team collaboration and real user feedback. It’s especially useful if you want to avoid endless meetings and start validating ideas rapidly. While it’s geared toward product and innovation teams, anyone facing complex decisions can gain from its clear framework.
Recommended by Eric Schmidt
Former CEO of Google, Alphabet Executive Chairman
“The author makes a compelling case that we often start solving a problem before thinking deeply about whether we are solving the right problem. If you want the superpower of solving better problems, read this book.”
by Thomas Wedell-Wedellsborg··You?
by Thomas Wedell-Wedellsborg··You?
Drawing from his extensive experience helping organizations innovate, Thomas Wedell-Wedellsborg challenges you to reconsider the problems you tackle before rushing to solutions. In this book, you learn a simple, three-step method—Frame, Reframe, Move Forward—that teaches how to identify whether you're addressing the right problem. Through memorable examples like the "slow elevator problem," it equips you with mental skills to shift perspective and unlock better outcomes. If you're involved in leadership, consulting, or entrepreneurship, this book offers a fresh approach to avoid wasted effort and improve problem-solving effectiveness.
This personalized book explores the art and science of problem solving through a tailored lens, focusing on your unique background and goals. It examines diverse problem solving techniques, from creative ideation to rigorous analytical thinking, weaving together relevant concepts that match your interests. By addressing your specific challenges and preferred approaches, it reveals pathways to master complex problems effectively. This tailored guide delves into foundational principles as well as practical methods, encouraging you to deepen your understanding and enhance your skills in line with your personal learning journey. It’s an engaging exploration designed to help you navigate problem solving with confidence and clarity.
Recommended by Stephane Richard
Chairman and CEO, Orange
“When dealing with a major business issue, every decision maker faces his own cognitive biases that can trip him up. Cracked it! provides practical, value-creating and proven insight to develop and sell sound solutions by overcoming these biases.”
by Bernard Garrette, Corey Phelps, Olivier Sibony··You?
by Bernard Garrette, Corey Phelps, Olivier Sibony··You?
What happens when decades of consulting experience meet rigorous academic research? Bernard Garrette, Corey Phelps, and Olivier Sibony, all seasoned strategy professors and consultants, crafted this methodical guide to help you tackle complex business problems more effectively. You’ll learn a four-step approach that addresses common cognitive biases, teaches how to frame and structure problems clearly, and shows how to communicate solutions persuasively. The book’s detailed case studies and practical frameworks make it especially useful if you’re involved in strategic decision-making or consulting. While it’s not a quick fix, it’s a solid manual for anyone serious about improving problem-solving skills in a professional setting.
Recommended by Scott Allan
Amazon #1 Bestselling Author & Top 500 Reviewer
“Invest in the future of your choices and read the book to gain more clarity on your decision making power!”
by Som Bathla··You?
After analyzing cognitive psychology and decision-making research, Som Bathla developed a methodical approach to help you cut through the noise and make smarter choices faster. Drawing from his background researching human behavior, he unpacks common mental traps like autopilot decisions and information overload, offering you tools such as the "elimination by aspects" model and a four-step decision framework to clarify objectives and focus relentlessly. Chapters explore real psychological biases and how your brain’s basal ganglia influences habits, teaching you to upgrade your thinking for everyday and critical decisions alike. This book suits anyone wanting to sharpen their decision skills—whether in business, personal life, or study—but expects a practical mindset more than motivational pep talks.
Recommended by Scott Allan
Amazon #1 Bestselling Author & Top 500 Reviewer
“If you want to Think differently, be more creative, capture ideas to solve problems quickly and boost your productivity, you should read 'Think Out of the Box' and get started today!”
by Som Bathla··You?
What started as Som Bathla's deep dive into human psychology and behavior became a guide to reshaping how you generate ideas and solve problems. This book teaches you to harness both the logical left brain and imaginative right brain, using exercises like the Tick-Tock technique and creative questioning to spark ideas on demand. You'll explore how environment design and neuroplasticity boost creativity, with examples from thinkers like Einstein and Tesla illustrating unconventional methods. If you want to sharpen your decision-making and become known as the "idea person," this book lays out specific routines and mindset shifts to help you think smarter and faster.
by TailoredRead AI·
This tailored book explores a focused plan for accelerating problem solving and decision making within 30 days. It covers techniques to break down complex challenges, prioritize actions, and achieve tangible progress quickly. By matching your background and goals, it offers a personalized pathway through proven problem solving concepts and practical exercises. The book examines how to identify key obstacles, generate effective solutions, and sustain momentum for rapid results. This personalized approach ensures that the content resonates with your specific interests and experience level, making your learning efficient and directly applicable. Dive into a guided journey that reveals how to navigate problems decisively and confidently, turning obstacles into opportunities for swift achievement.
Recommended by Marc Andreessen
General Partner at Andreessen Horowitz
“A compact guide to probabilistic domains like poker, or venture capital... Recommend for people operating in the real world.”
After years as a poker champion and decision strategist, Annie Duke challenges the desire for certainty in your choices. She teaches you to think probabilistically, weighing outcomes like bets rather than seeking guaranteed results. Through examples ranging from sports to business, you learn to separate luck from skill, assess risks realistically, and manage emotions that cloud judgment. Chapters explore concepts such as "resulting" and how to update beliefs with new information, offering tools to improve your decision framework. This book suits anyone eager to make smarter choices amid uncertainty, though its probabilistic mindset might not appeal to those seeking simple, black-and-white answers.
by G. Polya, John H. Conway··You?
by G. Polya, John H. Conway··You?
G. Polya's decades of mathematical research culminate in this guide that teaches you how to approach problems with clarity and methodical thinking. The book breaks down the process of understanding and solving problems by focusing on strategies like working backward, using analogies, and induction, all explained through accessible language and practical examples such as proof demonstrations and game strategies. You'll find a heuristic dictionary that equips you with tools to tackle problems step-by-step, whether in math or daily life. This book suits anyone who wants to sharpen their reasoning skills, from students to professionals dealing with complex challenges.
Recommended by Richard H Thaler
Professor of Behavioral Science and Economics
by Chip Heath, Dan Heath··You?
by Chip Heath, Dan Heath··You?
The Heath brothers bring their academic rigor and storytelling craft to the tricky task of improving how you make decisions. Chip, a Stanford business professor, and Dan, a senior fellow at Duke, base this book on psychological research revealing common biases like overconfidence and emotional distractions that often derail your choices. They guide you through a four-step method designed to sidestep these mental traps, illustrated with vivid examples from a rock star’s strategic trick to a CEO’s costly misstep. You'll gain practical tools for navigating personal dilemmas and group decisions alike, making it especially useful if you face complex choices at work or in life.
by Barnaby Hum··You?
Barnaby Hum is an insightful writer whose works resonate deeply across diverse audiences. In this book, he breaks down essential aspects of problem-solving, critical thinking, and decision-making, providing you with concrete frameworks to analyze problems, evaluate options, and make informed choices. You’ll find detailed explanations and real-world examples that clarify each step, from identifying root causes to managing stress under pressure. This guide suits anyone aiming to sharpen mental agility and approach challenges with clarity, whether in business, education, or daily life.
Unlike most problem solving books that focus on linear methods, Paul Sloane invites you to rethink challenges with lateral thinking—a creative approach that encourages fresh perspectives. Drawing on examples from innovators like Elon Musk and Lady Gaga, Sloane offers practical techniques to enhance your reasoning and persuasion skills, helping you tackle everyday problems in unexpected ways. Chapters include exercises to shift your mindset and frameworks for generating unconventional solutions, making it ideal if you want to break free from routine thinking. This book suits anyone seeking to boost creativity in problem solving, though if you prefer strictly analytical methods, it may feel less direct.
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Conclusion
These ten books reveal a rich spectrum of problem solving—from rapid design sprints to deep strategic thinking and creative lateral approaches. If you're facing urgent innovation hurdles, start with Sprint and Cracked it! to gain structured, actionable methods. For those wrestling with uncertainty and bias, Thinking in Bets and Decisive offer tools to sharpen judgment. Creative minds will find fresh fuel in Think Out of The Box and Lateral Thinking for Every Day.
Combining books like Make Smart Choices with Critical Thinking & Problem Solving can enhance both clarity and logic in your approach. Alternatively, you can create a personalized Problem Solving book to bridge the gap between general principles and your specific situation. These books can help you accelerate your learning journey and tackle problems with newfound confidence.
Frequently Asked Questions
I'm overwhelmed by choice – which book should I start with?
Start with Sprint if you want quick, practical steps to solve problems in a team setting. It's highly recommended by innovators like Ev Williams for its clear, actionable process.
Are these books too advanced for someone new to Problem Solving?
Not at all. Books like How to Solve It and Make Smart Choices offer foundational skills suitable for beginners, guiding you through structured thinking and decision making.
What's the best order to read these books?
Begin with books that focus on framing problems, like What's Your Problem?, then move to strategic and creative methods such as Cracked it! and Think Out of The Box for deeper skills.
Should I start with the newest book or a classic?
Balance both. Classics like How to Solve It provide timeless methods, while newer books like Lateral Thinking for Every Day showcase fresh perspectives on creativity.
Which books focus more on theory vs. practical application?
Critical Thinking & Problem Solving leans toward theory and frameworks, while Sprint and Decisive emphasize hands-on, actionable techniques you can apply immediately.
How can personalized Problem Solving books complement these expert recommendations?
Personalized books tailor expert insights to your unique background and goals, making strategies more relevant and easier to apply. They bridge the gap between general advice and your specific challenges. Learn more here.
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