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CIO Essentials: The Must-Read Leadership Books of the Year

Flipping pages, fueling greatness.
TNCR Staff

As the year winds down, it’s the perfect time to pause, reflect, and gear up for what’s next. For CIOs leading in a world of constant change, the right ideas can be a game-changer.

But where do you find those sparks of inspiration?

We’ve curated a selection of the year’s most impactful reads that challenge conventional thinking, unlock bold strategies, and prepare you for the opportunities and hurdles ahead. These aren’t just books; they’re catalysts for innovation and growth.

Ready to finish the year strong and start the next one even stronger? Let’s dive into the must-reads every forward-thinking CIO should have on their radar.

And if you’re craving more, explore the 100+ recommendations in your CIO Bookshelf.


How Big Things Get Done

How Big Things Get Done by Bent Flyvbjerg and Dan Gardner uncovers the factors that determine the success or failure of major projects. Through research and case studies, the authors highlight pitfalls like optimism bias and strategic misrepresentation while emphasizing the value of realistic planning, adaptive strategies, and rigorous data analysis. The book explores innovative approaches like modular design and agile management, stressing flexibility, strong leadership, and transparent communication. Packed with practical insights, it’s a must-read for professionals looking to master large-scale project management and deliver exceptional results.


Move Fast and Fix Things: The Trusted Leader’s Guide to Solving Hard Problems

Move Fast and Fix Things” by Frances Frei and Anne Morriss is a guide to solving complex problems through trusted leadership. The authors emphasize trust as a strategic asset built on empathy, authenticity, and logic, offering actionable strategies to promote openness, innovation, and resilience. Using case studies and real-world examples, the book shows leaders how to listen deeply, communicate transparently, and lead with integrity to inspire confidence and drive change. Ideal for navigating modern business challenges, it empowers leaders to transform problems into opportunities for growth and lasting trust.


Change Your Questions, Change Your Life: 12 Powerful Tools for Leadership, Coaching, and Results

Change Your Questions, Change Your Life by Marilee G. Adams explores how the questions we ask shape our personal and professional outcomes. The book introduces “Question Thinking,” a framework that shifts focus from judgment-based “Judger” questions to curiosity-driven “Learner” questions, creating open-mindedness and positive results. Through real-life examples and practical tools, Adams shows how to recognize and pivot from limiting mindsets to constructive ones, enhancing communication, problem-solving, and relationships. This guide is a valuable resource for leaders, coaches, and anyone seeking more effective ways to achieve their goals.


Twelve and a Half: Leveraging the Emotional Ingredients Necessary for Business Success

Twelve and a Half: Leveraging the Emotional Ingredients Necessary for Business Success by Gary Vaynerchuk highlights the critical role of emotional intelligence in achieving success. The book identifies 12 essential emotional skills, like gratitude, empathy, and self-awareness, along with a “half” skill that reflects situational challenges. Vaynerchuk argues that soft skills, often undervalued in traditional business settings, are now key differentiators for leaders and organizations navigating today’s marketplace. With practical advice and actionable insights, this book serves as a guide for cultivating emotional intelligence to promote strong leadership, positive cultures, and meaningful relationships.


Leadership Strategy and Tactics: Field Manual

Leadership Strategy and Tactics: Field Manual by Jocko Willink distills lessons from the author’s Navy SEAL leadership experience into actionable strategies for effective leadership. Covering fundamentals like teamwork, decision-making under pressure, and accountability, the book offers practical, adaptable guidance for leaders at any level. With real-world examples and insights, Willink emphasizes adaptability, clear communication, and leading by example. Designed as a hands-on guide, this book equips readers to refine their leadership skills and tackle challenges with discipline and confidence.


The Art of Leadership: Small Things, Done Well

The Art of Leadership: Small Things, Done Well by Michael Lopp explores how small, consistent actions define effective leadership. Drawing from his Silicon Valley experience, Lopp emphasizes emotional intelligence, clear communication, and promoting a feedback-driven culture to build trust and innovation. Through relatable examples, he highlights the importance of self-awareness, empathy, and continuous learning in creating productive environments. This book offers practical insights for leaders aiming to refine their skills and achieve lasting success.


Setting the Table: The Transforming Power of Hospitality in Business

Setting the Table: The Transforming Power of Hospitality in Business by Danny Meyer reveals how hospitality drives success in business. Drawing from his experience leading Union Square Hospitality Group, Meyer shares his philosophy of enlightened hospitality, which prioritizes employee well-being as the foundation for exceptional customer experiences. The book explores hiring practices, workplace culture, and overcoming challenges, emphasizing empathy and support to create lasting relationships with employees, customers, and communities. A must-read for entrepreneurs and leaders, it offers timeless lessons on integrating hospitality into any business model for remarkable results.


Think Again: The Power of Knowing What You Don’t Know

Think Again: The Power of Knowing What You Don’t Know by Adam Grant encourages readers to embrace the art of rethinking and unlearning. Grant highlights how clinging to outdated beliefs can hinder growth, advocating for “mental agility”, and viewing ideas as hypotheses to test and refine rather than fixed conclusions. Through research and real-world examples, the book provides strategies to challenge assumptions, embrace constructive conflict, and promote adaptability. A must-read for leaders and professionals, it offers tools to navigate intricate environments and succeed by valuing curiosity and continuous learning.


The Coaching Habit: Say Less, Ask More & Change the Way You Lead Forever

The Coaching Habit: Say Less, Ask More & Change the Way You Lead Forever by Michael Bungay Stanier offers a practical guide to transforming leadership through better coaching. The book introduces seven powerful questions designed to promote curiosity, encourage self-reliance, and unlock potential in teams. By focusing on asking instead of advising, Bungay Stanier provides actionable strategies for leaders to empower their teams, strengthen organizational culture, and drive better results. This concise and insightful read is a game-changer for anyone looking to enhance their coaching and leadership skills.


Leadership Toolbox: Essential Skills and Strategies for Today’s Leaders

Leadership Toolbox: Essential Skills and Strategies for Today’s Leaders by Philip Smith equips leaders with tools to enhance their effectiveness. The book emphasizes Emotional Intelligence as a cornerstone of leadership, highlighting how managing emotions and practicing empathy can build stronger connections and cohesive teams. Smith also explores strategic thinking and decision-making, offering practical techniques to tackle challenges and execute plans efficiently. By encouraging leaders to develop an authentic, adaptable leadership style, the book provides a roadmap for building trust, motivating teams, and achieving organizational success.


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