Senior leadership is largely about being a leader of leaders. The foundational leadership skills needed at every level of management are still required, but there are issues that senior leaders need to grapple with that are specific to that level of seniority. For example, thinking strategically, the ability to create high-performing teams of leaders and managing organisational change all fall into this category.
In addition to that, a leader of leaders must deepen their existing skill set. Their self-leadership and self-awareness, emotional intelligence and listening skills, humanity and humility, all need to grow alongside the adoption of new competencies.
That is why, in this list of books for leaders of leaders, there are some old titles and some new, some that people will know (and should re-read) and others they may not have heard of. They are all personal favourites, but also ones that come highly recommended by many other leaders.
The Top 11 Books for a Leader of Leaders:
- The 7 Habits of Highly Effective People – Stephen Covey
- Leaders Eat Last – Simon Sinek
- Good to Great – Jim Collins
- Dare to Lead – Brené Brown
- The Art of War – Sun Tzu
- The 21 Irrefutable Laws of Leadership – John C. Maxwell
- The Coaching Habit – Michael Bungay Stanier
- Turn the Ship Around! – L. David Marquet
- Emotional Intelligence – Daniel Goleman
- Time to Think – Nancy Kline
- Team of Teams – Stanley McChrystal
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Here is a short summary of the key themes in each book and why you should read them:
This classic self-help book, The 7 Habits of Highly Effective People, outlines the key habits for personal and professional success. It was the first leadership book I read that truly transformed my thinking about leadership.
Covey emphasises a principle-centred approach, starting with internal development—being proactive, beginning with the end in mind, and prioritising important tasks. He then shifts to interpersonal effectiveness, advocating for win-win thinking, empathetic communication, and synergy. Finally, he stresses continuous self-improvement. By focusing on character over personality, Covey provides a timeless framework for effectiveness and meaningful success in all areas of life.
“Sow a thought, reap an action; sow an action, reap a habit; sow a habit, reap a character; sow a character, reap a destiny.” ― Stephen Covey
One of the memorable phrases I was taught in the military was: “Horses first, soldiers next, officers last.”This principle (obviously going back to the days of mounted units) is about prioritisation (mission essential tasks first as without your horse you are ineffective) and humility (as a soldier respects an officer who practices servant leadership). It is this same concept that Sinek explores.
In Leaders East Last, Sinek explores how great leaders create environments of trust, safety, and collaboration. He helpfully links the science of how human biology drives our need for strong, protective leadership; for example, how chemicals like oxytocin and serotonin foster loyalty.
Using examples from the military, business, and history, he shows that when leaders prioritise the well-being of their teams—putting employees before profits—they inspire commitment and drive high performance. The book argues that leadership isn’t about authority but about serving others, ultimately fostering organisations where people feel valued, safe, and motivated.
“If your actions inspire others to dream more, learn more, do more and become more, you are a leader.” ― Simon Sinek
I was introduced to Good to Great when I was part of a senior leadership team, and our boss chose this book for us all to work through together. It was transformative both at an individual and team level.
Collins and his research team studied companies that transformed from mediocrity to sustained greatness. They found common traits among successful companies: disciplined people, thought, and action. Key concepts include Level 5 Leadership (humble yet determined leaders), the Hedgehog Concept (focusing on what a company does best), and the Flywheel Effect (small, consistent actions building momentum).
The book contrasts these companies with those that failed to sustain greatness, highlighting strategic discipline, the right leadership, and an unwavering commitment to long-term success as essential factors. Although the case studies are somewhat dated now, it is still highly compelling.
“Greatness is not a function of circumstance. Greatness, it turns out, is largely a matter of conscious choice, and discipline.” ― Jim Collins
In Dare to Lead, Brown applies her research on vulnerability, courage, and leadership to create a guide for modern leadership. She argues that great leaders embrace vulnerability, cultivate trust, and foster a culture of openness. Using personal stories (that role-model vulnerability) and research, she emphasises the importance of clear communication, empathy, and authenticity.
Brown introduces the concept of “rumbling with vulnerability” and encourages leaders to foster psychological safety within teams. The book is practical as well and provides actionable strategies for leading with courage, honesty, and emotional intelligence in workplaces. I particularly recommend the audiobook version that Brené narrates herself.
“The courage to be vulnerable is not about winning or losing, it’s about the courage to show up when you can’t predict or control the outcome.” ― Brené Brown
The Art of War is an ancient Chinese military treatise offers timeless wisdom on strategy, competition, and leadership. It is also relatively short and easily digestible (unlike On War by Clausewitz!). Sun Tzu emphasizes intelligence, adaptability, and deception over brute force. Key principles include knowing both yourself and the enemy, the importance of preparation, and the ability to turn weaknesses into strengths.
While originally meant for warfare, its insights have been widely applied in business, sports, and personal development, teaching readers how to approach challenges strategically and decisively.
“In the midst of chaos, there is also opportunity”― Sun-Tzu
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The 21 Irrefutable Laws of Leadership is another classic that I am sure many readers here will already know. But this is a book I continually go back to, and if you have not read it for a while, I challenge you to go back and remind yourself of the principles.
For those who don’t know, in this book, Maxwell outlines 21 timeless leadership principles, each supported by real-world examples. These include the Law of Influence (leadership is earned, not given), the Law of Process (leadership develops daily), and the Law of Legacy (leaders leave a lasting impact).
He emphasises continuous growth, integrity, and the importance of surrounding oneself with strong teams. The book serves as a practical guide for aspiring leaders at any stage – but especially leaders of leaders – offering actionable insights on effective leadership practices.
“People don’t care what you know until they know what you care” ― John C. Maxwell
This book teaches leaders and managers how to develop a coaching mindset using seven essential questions. As a professional leadership coach, who has a passion for asking the right questions, it is no surprise that I recommend this book! But I am certainly not alone in liking this award-winning bestseller.
In The Coaching Habit, Bungay Stanier emphasizes that effective coaching isn’t about providing answers but about asking the right questions to encourage critical thinking and problem-solving.
By using techniques like the “Kickstart Question” (What’s on your mind?) and the “AWE Question” (And what else?), he helps leaders develop deeper conversations, build autonomy in their teams, and create lasting behavioural change. The book promotes a simple, practical approach to coaching that fosters growth and self-sufficiency.
“If this were a haiku rather than a book, it would read: Tell less and ask more. Your advice is not as good As you think it is.”― Michael Bungay Stanier
Turn the Ship Around is a must read for senior leaders as it emphasises the importance of being a leader of leaders. A former U.S. Navy submarine captain, Marquet shares how he transformed the USS Santa Fe from one of the worst-performing submarines into one of the best by shifting from a leader-follower to a leader-leader model.
Instead of issuing orders, he empowered his crew to take ownership and make decisions. The book illustrates how decentralizing authority and fostering accountability create high-performance organisations. Through real-world examples, Marquet provides lessons on trust, empowerment, and leadership that apply beyond the military to business and life.
“Leadership is communicating to people their worth and potential so clearly that they are inspired to see it in themselves.”― L. David Marquet
In his book Emotional Intelligence, Goleman argues that emotional intelligence (EQ) is more critical to success than IQ. He breaks EQ into five key components: self-awareness, self-regulation, motivation, empathy, and social skills.
Using neuroscience and case studies, he explains how individuals and leaders can develop their emotional intelligence to improve relationships, decision-making, and leadership effectiveness.
The book has revolutionised how we understand intelligence and success, showing that emotional mastery leads to better performance in personal and professional life. As such it is the book to read on the subject.
“Leadership is not domination, but the art of persuading people to work toward a common goal.” ― Daniel Goleman
Not everyone has heard of this book, but ever since I was recommended it, it has become the book that I have gifted the most to other leaders.
In Time to Think Kline introduces the concept of a “Thinking Environment,” emphasizing the power of deep listening and uninterrupted thinking. She argues that true innovation and problem-solving emerge when people are given the space to think independently.
The book provides practical techniques to improve meetings, conversations, and leadership through attentive listening, removing distractions, and valuing silence. It’s a compelling read for anyone looking to enhance creativity, communication, and decision-making in personal or professional settings. I guarantee that it will transform the way you approach meetings!
“Usually the brain that contains the problem also contains the solution – often the best one.” ― Nancy Kline
In his New York Times bestselling book Team of Teams, General McChrystal shares how he transformed the U.S. military’s approach to leadership in the fight against Al-Qaeda. Facing a fast-moving, decentralised enemy, he shifted from a rigid, hierarchical structure to a more agile, networked system.
This book is not just for those interested in military leadership. It is relevant to all leaders because we all face increasing uncertainty and change. In essence, it is about effective organisational culture and change. The book argues that traditional organisations must embrace adaptability, transparency, and decentralised decision-making to succeed in complex environments. McChrystal uses military and business examples to illustrate how teamwork, trust, and shared purpose drive innovation and effectiveness.
“Purpose affirms trust, trust affirms purpose, and together they forge individuals into a working team.” ― Stanley McChrystal
Resources for Leader of Leaders
I hope you have been reminded of some leadership classics and inspired to further reading in this list of best leadership books for senior leaders. If you have any further recommendations for books suitable for a leader of leaders, do drop me a line to let me know – I love to find new books and get new inspiration!