100 Books Like Leadership and Self-Deception

A timeless meditation on purpose, suffering, and the human spirit. While not about entrepreneurship, this book is essential for anyone seeking to understand the deeper meaning behind their work. Frankl’s insight—that we can find meaning even in suffering—is profoundly relevant for founders navigating hardship and uncertainty. 

What struck me most about it was how Frankl captured the Holocaust not just as a historical event, but as a raw, existential landscape. I’ve seen many films and documentaries about that era, but Frankl’s account stands apart. His lens is philosophical, not just historical. His insight that meaning, not pleasure or power, is the primary driver of human life resonated deeply.

I've focused on the idea myself that many entrepreneurs pursue ventures not for wealth or control, but as a way to fill a deeper existential hole. Frankl’s writing felt honest, profound, and necessary. This is a serious and enduring book I’ll return… show more.

This book helped me shift my mindset, and I first picked it up during a stressful phase of my life. I gave myself some time to simply breathe and take it in. It reminded me that the “now” is not just a passing second, but a sacred space where peace and clarity live.

I love how it helped me stop living in the echo of yesterday or the fear of tomorrow. I remember closing my eyes and whispering, “This moment is enough,” and feeling my shoulders relax for the first time in weeks. It helped me feel more connected with myself, my son, my clients, and in doing so, intentionally live every moment with more compassion, stillness, and supremacy.

This was the first book that piqued my interest in human dynamics and relationships. Steven’s seven habits ask us to examine our patterns of interaction with others and consider how we can think and act differently in our work. Steven’s approach opened my eyes to some bad habits I had, while also inspiring me to learn more.

Along with a few business dilemmas and dramas, this book set me on a path of inquiry about humans, relationships, work ethics, and the power of words and conversations. 

This book drills down into the power of clarity. By continually asking, “What’s the ONE thing I can do such that by doing it everything else will be easier or unnecessary?”, it teaches ruthless prioritization.

I’ve found this question to be one of the most powerful tools in my daily practice—and in coaching others.

This book posits that the most important function of an organizational leader is to create other leaders throughout the organization. That’s right…not problem-solving, not clever strategy, not vision but leadership development. That’s because those other aspects are “table stakes” for the game of leadership in today’s complex business world. What I like about this book is that it is based on a huge pool of data about what makes leaders effective in the 21st-century and many of the insights are drawn from leaders themselves….from the feedback they give when they evaluate other leaders using the Leadership Circle Profile 360° assessment. It’s a nice marriage of relatable info “from the horse’s mouth” and decades of leadership theory borne out by insights from the assessment of hundreds of thousands of leaders. If you want to very specifically know what it takes to be a 21st-century leader, this book is a… show more.

This book gives the philosophical underpinning for why creating a leadership development culture in all parts of your organization is essential for working in our VUCA (volatile, uncertain, complex, ambiguous) business landscape. And, it shows you how to do it with specific practices and new-mindset concepts. It is geared toward organizations with Agile ways of working in the environment, but is also useful if Agile is not present. I especially enjoy the way several theories of adult development are interwoven in this book which makes using them to guide leadership development strategies (your own and others) simpler and more immediately applicable.

This one is hot off the presses in 2021. It gathers the powerful principles and processes from Organization and Relationship Systems Coaching and packages them for leaders. It “ups the ante” by showing how a systems-inspired orientation is critical for leaders to take, and why, and how to do it. I especially like that a big portion of the book is meant to be your just-in-time resource when you need to bring forth a specific leadership competency so that you can increase the relationship systems intelligence of the system and lead to much better outcomes. You can just flip to that specific competency and get the juice you need.

Amazon tells me I have bought this book 8 times. Honestly, I’m surprised it’s that few. I tend to give Perseverance to colleagues and leaders I am coaching. We all need a little help “keepin' on keepin’ on” when we are doing the heavy lifting of inner development and this little book does that. Perseverance manages to be simple and profound, short and deep, and oh, so helpful for functioning in the midst of chaos. You can open it to any “random” page and get the message you need in the moment, or to prepare your mind and heart for the day ahead. Given the permanent whitewater we leaders find ourselves in, the need for this kind of inner resourcefulness is essential, and the need to replenish it constantly.

It was very exciting. The book is about coincidences/synchronicities and being guided by signs, visions, and feelings. I was already caught up in a spiritual path when this book appeared, and it was like a whirlwind time for me. I was led into many different studies, eventually returning to Christianity. This book was close to the beginning of a journey that began 30 years ago. 

This book, though, opened my eyes to the connection between a higher intelligence and yourself. Its magnificent guidance led me, which I still rely on today. I swear that that ability has saved me daily by following Christ. I learned that the world was very full, alive, exciting, and not mundane.

The companion reader was helpful and one very significant thing that I learned is how we choose our parents and to understand why and the qualities they have that I needed in this sojourn.… show more.

I really appreciate the guidance this book offers for how to think about the ways people try to meet their need for love in relationships. It made me reflect not just on my own patterns for expressing and receiving love, but it offered a way for me to better understand others in my life.

Though it was written with romantic couples in mind, I have found that it can help with other relationships, too. When I have shared this book with patients, they have frequently found that it was an effective tool for providing insight and for helping to improve their love relationship.