My top 100 books

This is some combination of my favorite books, the books I think are best, and the books that are closest to my heart (e.g., because I loved them in formative years).

The very top

  1. Pride and Prejudice
  2. The Great Gatsby
  3. Crime and Punishment

Big American novels

  1. All the Pretty Horses
  2. My Ántonia
  3. Lonesome Dove
  4. The Scarlet Letter
  5. East of Eden
  6. The Crossing
  7. A Prayer for Owen Meany
  8. Crossroads
  9. The Grapes of Wrath
  10. Suttree
  11. The Cider House Rules
  12. Freedom
  13. The Corrections
  14. The World According to Garp

Big non-American novels

  1. My Struggle, Book VI
  2. My Struggle, Book I
  3. My Struggle, Book II
  4. Love in the Time of Cholera
  5. My Struggle, Book III
  6. The Sea, The Sea

Other novels

  1. Midnight’s Children
  2. Mrs. Dalloway
  3. The Remains of the Day
  4. A Portrait of the Artist as a Young Man
  5. The Ground Beneath Her Feet

Childhood / adolescence / formative

  1. Baseball By the Rules
  2. Friday Night Lights
  3. Gödel, Escher, Bach
  4. Zen and the Art of Motorcycle Maintenance
  5. 1984

Turns out most of my favorite philosophy isn’t in book form

  1. The Discovery of Things
  2. Philosophical Explanations
  3. Meditations on First Philosophy

Self-help

  1. Getting Things Done
  2. The Artist’s Way
  3. The Art of Learning
  4. Never Split the Difference

Sports and games

  1. The Breaks of the Game
  2. The Biggest Game in Town
  3. My Losing Season
  4. What I Think About When I Think About Running
  5. The Inner Game of Tennis

Computers

  1. Working Effectively with Legacy Code
  2. Refactoring
  3. Effective Debugging
  4. Designing Data-Intensive Applications
  5. Programming Pearls
  6. Fluent Python
  7. Architecture Patterns with Python

I went through a phase

  1. Infinite Jest
  2. A Supposedly Fun Thing I’ll Never Do Again
  3. The Pale King
  4. Brief Interviews with Hideous Men

A lot of what I know about thinking came from poker

  1. Ace on the River
  2. Hold’em Poker for Advanced Players
  3. Seven-Card Stud for Advanced Players
  4. High-Low Split Poker for Advanced Players
  5. Super/System 2
  6. Elements of Poker

Parenting books are way underrated

  1. Precious Little Sleep
  2. Expecting Better
  3. No Bad Kids
  4. Oh, Crap!
  5. Bringing Up Bébé
  6. Cribsheet
  7. The Family Firm

Economics

  1. Average is Over
  2. The Great Stagnation
  3. The Complacent Class

Baseball!

  1. The Baseball 100
  2. I was Right on Time
  3. Bottom of the 33rd
  4. The New Bill James Historical Baseball Abstract
  5. Summer of ’49

Business

  1. Talent
  2. The Hard Thing About Hard Things

Catch-all (nonfiction)

  1. A Moveable Feast
  2. The Autobiography of Frederick Douglass
  3. Walden
  4. Thinking, Fast and Slow
  5. A Swim in a Pond in the Rain
  6. Abe
  7. But What If We’re Wrong?
  8. Bad Blood
  9. Battle Cry of Freedom
  10. Adam’s Task
  11. RN: The Memoirs of Richard Nixon
  12. The Autobiography of Benjamin Franklin
  13. The Apprentice: My Life in the Kitchen
  14. Self-Portrait in Black and White

Catch-all (fiction)

  1. The Dog
  2. Play It as It Lays
  3. The Great Fire
  4. Straight Man
  5. The Power and the Glory
  6. Their Eyes were Watching God
  7. The Tim Tebow CFL Chronicles