100 Books Like The Psychology of Making Life Interesting

This book hit me as both tragic and strangely hopeful.

Chris McCandless walked into the Alaskan wilderness with little more than a backpack and a stubborn streak, and people have argued ever since: was he brave, reckless, or just plain stupid? But his compulsion isn’t as rare as we might think. In my book, Cole feels the same tug—escape the sterile shoebox apartment and the $8 lattes. This can’t be all there is.

What drew me in wasn’t the verdict but his hunger for something real—stripping away every layer of artifice most of us cling to. Krakauer tells it with empathy and curiosity, letting you wrestle with the questions instead of handing you neatly typed answers. I recommend it because it forces you to stare down your own compromises: freedom versus responsibility, idealism versus pragmatism.

Admire Chris or dismiss him, you won’t forget him. And the story lingers like a… show more.

Anne Shirley is a perfectly imperfect heroine, and that’s why I love her. She’s creative and imaginative and gets so lost in her daydreams that she can forget the flour in a cake or to cover leftover pudding, leaving easy access for a peckish mouse. Her temper matches her red hair, and she refuses to let anyone insult her dignity. She dreams of meeting kindred spirits—those individuals you just click with.

Although I first discovered Anne as a teen, I’ve returned to her throughout my life, and at each stage, she’s there like an old friend. The best part of knowing Anne has been meeting kindred spirits from all around the globe who share their own stories of reading and loving Anne.  

Jane Austen would have made such a great therapist! Her razor-sharp observations, combined with profound insights into people and relationships, make this book an all-time favorite of mine. I love her descriptions of falling in (and out of) love and how fallible each of her characters is, reminding us of our humanity–especially when it comes to matters of the heart.

What also strikes me is how true it is that pride, image, and status can still play out in our more modern relationships today. This book feels very old-fashioned in places, but it warns us how easily we can hurt other people and damage relationships, sometimes irrevocably. There’s a lot to learn from Emma, and I enjoy seeing relationships depicted in fiction, where so much can be explored through a fascinating and absorbing story, too.

For years, I refused to re-embrace Holden Caulfield, because Mark David Chapman, John Lennon’s assassin, declared it inspired him to bloodshed. I’m glad I did, getting the juices circulating for my novel.

Holden, manic-depressed over his brother’s death, cut loose from his prep school, may speak in a stream-of-consciousness babble, but he enunciated an old-soul contempt of Ivy-League elitism that reverberates today.

When Holden declares, “The more expensive a school, the more crooks it has,” it’s a literary MRI on American classism still tearing us asunder.

This was probably the next book that confirmed the concept of portal fantasy for me. It’s an allegorical story of a young woman’s fight against evil and evil forces, but starts out on Earth before moving to a parallel fantastical realm. I remember reading this as a teen and being fascinated by the idea of moving back and forth between worlds. At this time, I wasn’t even aware of the term “portal fantasy” or the subgenre, but Arena developed my interest in it. 

I read this book (a second time) as I was approaching my 50th birthday.

It totally changed the way I viewed the “second half” of my life. While this book is geared to a Christian audience, it offers great encouragement on ways you can “go to the locker room” at halftime and strategically plan the second half so that it is the best half!

This classic book on trading has stood the test of time. Markets have changed, but the insights in this book about trader psychology remain important. Knowledge and analysis really matter in trading, but as the authors argue, you can’t master trading without ‘winning the inner game.’

Drawing on insights from sports coaching, psychology, and interviews with traders, the authors explore what it means to win the inner game and stop sabotaging yourself.

Sensitive and insightful, The Validation Breakthrough is an essential resource for families, friends, neighbors, home health aides, doctors, nurses, social workers, and long-term care staff.

I learned as I read this book the necessity of walking beside the elderly in the final life stage. I learned empathy and to listen and talk with them, rather than patronizing them or telling them what to do. And I learned a very different understanding of why those with dementia symptoms do the things that they do-how the decline in cognitive abilities affects them in a very individual way, and to better understand the reasons behind their disorientation and sometimes challenging behavior.

The Validation Breakthrough was the foundation for my dementia care programs and method, and I often recommend this to all my family and professional clients to help raise their dementia awareness.

Everyone values being happy – it’s something we all want and should want!

Haybron’s little book has so much wisdom packed into it about what happiness is and how best to get it. He draws on philosophy and psychology to argue that the feeling of happiness is actually made up of three different emotional states: attunement, engagement, and endorsement. 

He then explains the research about good strategies for getting into these positive emotional states.

My students have really enjoyed this book and it contains one of my favorite lines from a book of philosophy: “don’t be an asshole in the pursuit of happiness.”  

Though I am not an anthropologist, I devour ethnographies with a gusto that can only be attributed to disciplinary envy. There are several fascinating ethnographies of emotions and how they differ across cultures. Beatty’s book stands out among them for its rich ethnographic description as well as the sophistication with which he treats the relationship of emotion and culture.

He spots the limitations that lab experiments impose on studying emotions and suggests instead that we have to pay attention to the narratives in which emotions are situated, made, and deemed meaningful. And I rather like how he punctures “affect theory.”