100 Books Like The Grasshopper

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.

Hochschild is a sociologist, exploring modern types of jobs that commercialize human emotions. Think of flight attendants or bill collectors: people who have to smile at clients or remain polite, even if these clients make that very hard. Hochschild shows the impact of such acting; I use her insights in my work on sex work.

This is a classic oral history of jobs in what older people call “the good old days.”  It is told from the perspective of the individuals doing the jobs they were talking about, and it reveals how interesting their day-to-day experience is.

The reminder for today, especially in our remote workplaces, is how important relationships with people at work are to our happiness and well-being. It’s also a reminder of how important it is for people to have some control over what they do and to feel invested in their work.

People want to do things well and take pride in what they do. We forget all this when we think of workers as widgets to be optimized. 

I read this book when it was first published when working low-wage ‘regular’ jobs was something I feared. I had been poor for so long and worked low-wage regular jobs before and through 9 years of college and after until I became an escort. As much as being an escort was shamed, it was nothing compared to the shame of not being able to survive with two low-wage jobs that eat up all your time, your choices, and your health. Then here was this powerful, insightful book.

The author is a journalist who goes underground, takes these jobs, and tries to survive. What is revealed are the lives of so much of the population in America that are working this way. I read this book in one day. Once you see it and have felt it, it’s impossible not to see it and want better for all of us.

This book grabs your attention right from the start. Four people are on a train, and one of them believes in witches. That’s crazy, right? (The witches part, not the train part.) But can you prove that he is wrong? One character trusts science, and only science. Another is a relativist, who believes that each person’s opinion is “true for them.” And then there is the annoying young philosopher, who is just as irritating as she is logical. This is a great book about truth, knowledge, fallibility, and tolerance. Timothy Williamson is one of the best philosophers alive today, and yet this book is accessible and engaging for anyone who wants to think about fundamental questions. The characters are compelling, and the writing is witty and fun.

This book singlehandedly revived the dialogue as a genre for contemporary philosophy, and it is now something of a modern classic. As the title indicates, the subject of the dialogue is personal identity and the possibility of life after death. The protagonist, Gretchen Weirob, is terminally ill. Gretchen believes that death will be the end of her existence—that there is no life after death. Her good friend, Sam Miller, disagrees, and he sets out to persuade Gretchen that life after death is possible. They quickly discover that the answer to this question depends on the nature of personal identity. Over the course of three nights, they explore the main theories of personal identity, and the implications of each of them for the possibility of life after death.  

This book is a classic in the philosophy of religion. The great Scottish philosopher, and noted skeptic, David Hume, did not dare publish this book during his lifetime. He gave careful instructions to have it published after his death, and so it was first published in 1779. More than two centuries later, philosophers are still debating the merits of Hume’s arguments. What makes this book so great is that Hume does not straw man his opponents’ arguments. Instead, the characters in Hume’s dialogue state the traditional arguments for the existence of God extremely well. Only then, after they have stated the arguments so well, does Hume’s protagonist, Philo, proceed to attack those arguments with the objections for which he is now legendary.  

The philosopher Alfred North Whitehead once said that all of Western philosophy is a footnote to Plato. That might be an exaggeration, but not by much. One of the greatest features of Plato’s philosophy is that he wrote almost entirely in the form of dialogues. His writings modeled the idea that philosophy is an ongoing conversation between different points of view. They also modeled the idea that philosophy is an exchange of reasons, in pursuit of the truth. Plato wrote many great dialogues, every one of them worth reading, but the Phaedo is my favorite. In this dialogue, Plato comes out of the closet as, well, a Platonist, and whether you agree or disagree, it’s a wild ride.  

I’ve been a climate activist for 15+ years and suffered major mental breakdowns as a result. This book has been liberatory.

The Three Ecologies practically explains the overlapping relationships between ecology, society, and the human mind and, written as it was in the ‘80s, Guattari’s proposed ‘ecosophy’ was alarmingly prescient, and practical. He simplifies the complexities of technological, social, and ecological devastation into action.

We’re not the isolated beings our culture says we are. Our minds are made up of and drastically impacted by our ecology and our society, and vice versa. Ecosophy is a practice, a different way of being in the world.

Coming to understand myself as physically and mentally embedded in the world gave me a sense of safety and strength. It gave me confidence in my own mind, a mind that had been pathologised for over a decade.

Guattari was a visionary ecologist, an incandescent critic… show more.

This is modern China’s only full-fledged utopia (mostly written about 1900)—explaining how humanity gradually evolves to get rid of the “boundaries” dividing us by nation, class, race, and gender. It may take thousands of years, but history will create a truly democratic and equal society. Children will be raised in public nurseries, couples, including homosexuals, will enter into one-year (renewable) contracts. In thousands of years, the boundaries separating the species and even the gods will dissolve as well.