The most recommended prison books

I recommend this book because Greg Lindberg was a billionaire when he went to prison in 2020. Instead of fighting his fate, he determined to do the best job possible, whatever he was given, and was ready to serve his full seven years. 

Lindberg published another book before going into prison called Fail Early, Fail Often. He used the principles in the book to (at the prison’s request) teach inmates how to do things differently in life and make a success after prison. The last pages of his book are letters of recommendation from fellow inmates, and his company has a policy of hiring ex-cons. He is doing everything he can to reform the American justice system, and his book is free to prisoners and to their loved ones. 

There are plenty of skating autobiographies out there. There is only one by an author who performed with skates on his hands, does a headstand on the ice (no hands!), who protested his low score on a figure by quitting in the middle of the championship and retiring from competitive skating then and there. And who served two years in prison while maintaining his innocence. Everyone claims to be an original these days. Beacom did it first. And he explains why.

I loved this book. It is one of the most heartfelt, deeply moving picture book stories about a young person with a family member who is incarcerated.

It is sensitive and subtle and it speaks to both those dealing with a similar experience, and maybe more importantly, someone to whom this topic is unfamiliar. That is a special book. The illustrations are absolutely perfect, to match the tone and sensitivity of this story. Quite a beautiful book. 

Getting a reader engaged with an unlikeable protagonist is a challenge to any novelist.

Moshfegh succeeds brilliantly here. Eileen is as unlikeable as they come, an angry, friendless young woman who hates herself and everyone else. She works in a reprehensible, small-town prison for juvenile offenders and shares a squalid house with her nasty father.

Suddenly, though, a lovely young woman joins the prison staff. To Eileen’s amazement, she befriends her. Within days, she also involves her in a violent crime. Does this sound grim? Repellant? It’s not.

Granted, Eileen isn’t a book to be read over lunch. But the protagonist is like no woman I’ve ever met in fiction (or, thankfully, anywhere else). Her voice is fresh, her anger invigorating, and the book gripping from top to tail.

This is the classic account of the Great Terror and the Gulag. Solzhenitsyn roots Stalinist repression firmly in the Russian Revolution, blaming Marxist ideology for the camps. The literary value of this work is incontestable.

After the news came out that Norman Mailer was writing a book about the life of Gary Gilmore, which came to be his magnum opus, The Executioner’s Song, he received a letter from a convict named Jack Henry Abbott. An avid reader of philosophy and literature who was also serving a life sentence, Abbott wrote to warn the renowned author against misapprehending American prisons and to teach him how to write about the violence of incarceration. The two men exchanged long, detailed letters. Eventually, Mailer collected Abbott’s letters in this book. In his letters, in a tone both detached and lyrical, Abbott writes unforgettably about what spending long years in prison does to one’s soul and body. In my view, the letter on solitary confinement is the finest and most harrowing chapter of this book.  

A bookseller friend, whose opinions I highly respect, had highly recommended Rene Denfeld’s debut, so The Enchanted very quickly catapulted to the top of my To-Read List. And I was instantly enchanted by the luscious language, the urgent content, the writer’s ability to fuse metaphorical darkness and light. Told from the perspective of a death row inmate, the writing seamlessly flows from gritty reality to breathtaking fantasy. I wasn’t surprised to learn of Rene’s extensive time in prisons (often on death row) as a public defender’s chief investigator, or that her keen understanding of trauma in childhood came from her own firsthand experience, as the text is drenched in arresting truths, in transgression and redemption, and in the complicated and wondrous humanity of us all.

Fish is a powerful, detailed memoir about TJ Parsell’s incarceration in an adult prison as a teenager.

At the age of 17, Parsell chose to hold up a store with a toy gun, and that mistake led to horrific exploitation and sexual abuse by other inmates. This book deals with issues of gang rape, prison hierarchy, injustice, surviving behind bars, and Parsell’s growth into and embracing his own sexuality.

I felt sad and disgusted while reading it, however I learned so much and I believe this book is vitally important when thinking about prison systems, sentencing, and prison rape. Parsell was eventually released from prison, and he has dedicated so much of his life to prison reform, prevention of sexual violence, and helping survivors.  

In The Crisis of Imprisonment, McLennan examines the role of labor in the early prisons through to the Second World War. Labor was central to the motivation for adopting prisons, but also to their regular routines and functioning. After the Civil War, however, labor unions and others opposed to prisoner labor became more effective at restricting the sale of prisoner-made products, which helped to undermine the order of prisons.

The second half of the book explores the question of how do you maintain order in prisons if its central lynchpin is no longer available. It also has rich discussions on resistance and protests both inside and outside of prisons (not everyone wanted prisons, even early on, or liked how they were organized, even the people running them) and on the origin of prisoners’ “civil death” or rights-less status. Bonus: I love the introduction to this book. The prison riot… show more.

This one’s the fastest read of the bunch; in fact, you may find yourself rebooting for a second savory read without putting it down. Sixteen-year-old Steve Harmon faces a life sentence for his alleged participation in a robbery that killed a convenience store owner. To cope with the horrors of his cell block, where the spirited African American teen is housed until his trial ends, Steve recounts events before and after the crime in the form of a screenplay; this enthralling courtroom drama deep-dives into the racial and economic forces responsible for overcrowding our flawed criminal justice system. Steve’s perseverance against odds is truly inspiring.