100 Books Like How to Win Friends and Influence People

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.

In the year after my father’s death in a car crash, I was a young person in New York, trying to break into the world of magazine journalism.

I had been given half of an insurance settlement after my dad’s crash, which I used to survive while I applied for jobs every day. I was too zoned out to work at the time. But one thing I did do a lot of was read. I started with a book recommended by Sharon Stone on Oprah. The Alchemist.

What I loved the most about Santiago’s journey was the unexpected lessons that reveal his true path, the omens he finds along the way, and the belief he develops that when you go after your heart’s desire, the universe supports you.

All of these ideas would end up in my book, 20 years later, and this is because The Alchemist saved my… show more.

Any book written with an imaginative undertone gets to be amongst my favorites. In this brilliant book, the foibles of imagination and illusions of foresight are discussed, which cause each of us to misconceive our tomorrows and misestimate our satisfactions.

What I really like is the penetrating insight and sparkling prose that the author has used. Moreover, the very interesting take on why we seem to know so little about the hearts and minds of the people we are about to become has a flavor of its own. Mature readers will definitely love it!

By now, you might have noticed a theme: if I don’t enjoy reading a book, I don’t trudge through it for the deep insights or how-to information. The storytelling needs to be as strong as the concepts are useful.

Just like The Copy Workshop Workbook, I read an earlier edition of this book when I was just starting out – and it formed the basis for some of my thinking around how to influence – i.e., persuade – consumers and the role psychology and behavioral economics play in crafting effective marketing and brand development programs.

I also recommend this book if you are a consumer, too (who isn’t), because it will help keep you from falling into many of the traps that Cialdini identified.

This book literally changed my life and my relationships with myself and others forever. Before this book, I was living my life through the filters of my stories of right and wrong, how things ‘should’ be done, and doing my best to trust my instincts and intuition. I underestimated the power of words, including my words. I made assumptions about people and situations, and autopilot guided my path through the best and worst of challenges and opportunities.

This book, along with the Fifth Agreement, opened my mind to the human condition of subconscious programming. I read the book, listened to the book, and listened to the book while reading the book to deeply embrace the truths presented.

Thanks to all books published by the Ruiz family, which share the Toltec traditions with the world, I have found grace and compassion for the weight and impact of my own stories,… show more.

I’ve never found a book that lays out the whole-life approach to success as well as this book.

I was particularly impressed by the emphasis on things like marriage and masterminds—the impact those have on our success in life is often overlooked. It gave me a solid framework to look at my own life and see what areas I needed to focus on more, and I consider this book a big part of my success in life.

We all want to know why success happens in the hope that we will be able to avoid the pitfalls that make it fail to materialize. This book suggests that those who succeed have an advantage that is circumstantial. This seems discouraging, but it is also empowering.

When circumstances and the environment create such a compelling case for success, we can better understand what to do to succeed in life. This book has popularized the 10,000-hours ‘rule’ where expertise in anything can be achieved by that number of hours of practice. Ignore that advice.

There are real caveats behind it that Gladwell fails to mention. Focus, instead, on what you need to have, who you must surround yourself with, and what actions you have to undertake to make success happen for you.  

I loved reading about grit–that “passion plus perseverance toward long-term goals” is the key to success–by Angela Duckworth, who pioneered the concept. I particularly loved reading the section in her book, Parenting for Grit, which supports the parenting style of every parent I interviewed who raised entrepreneurial children.

Rather than Permissive Parenting or Authoritarian Parenting, she supports what she calls Wise Parenting, when there’s a “carefully struck balance between affection and respect on the one hand and firmly enforced expectations on the other.”

Daniel Kahneman’s book is a must read for all who desire to understand their mind/brains and thereby maximize the use of the mind’s power over our lives.

In clear language, Daniel Kahneman illustrated the heuristic shortcuts that often limit our understanding and predispose our actions. We all hold onto outdated psychological mechanisms that create self-imposed limitations, and in doing so, we can find ourselves living out self-limiting lives.

Kahneman does an excellent job at showing us how we think we understand what we really don’t. His transparent and careful treatment of his subject has the potential to change how we think, not just about thinking, but about how we live our lives.

We all want to know the same things: What is it that makes people listen to us, even if they’re inclined not to? Is there a hidden code in us that makes us do something instead of its alternative? What, exactly, activates this code?

Cialdini does a lot of his own research as well as looking at the work of others. This is the kind of book you reach for so you understand yourself better, which is why I read it, and then you begin to also understand why some marketing messages work while others, despite their pedigree, fall flat. I come back to this book for a refresher every year or two; it’s that good.