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Jason Calacanis’s book recommendations in 2025

36 books · 31 episodes · Jason Calacanis’s most recommended books, all years →

Every episode from 2025, newest first

Level up your copywriting w/ Sam Parr | E2226

This Week in Startups · 2025-12-20

Ogilvy on Advertising by David Ogilvy · recommended · at 6:24
Confessions of an Advertising Man by David Ogilvy · recommended · at 6:28
How to Get Rich by Felix Dennis · discussed · at 37:39

Getting past the "Cardinal Sins of Delegating" with Jonathan Swanson of Athena | E2218

This Week in Startups · 2025-12-04

The Checklist Manifesto by Atul Gawande · recommended · at 44:39

Joe Manchin on the Fight for America's Future: Term Limits, Bipartisanship & the 2028 Election

All-In with Chamath, Jason, Sacks & Friedberg · 2025-10-23

Dead Center by Joe Manchin · recommended · at 2:53

Amazon's "Age of Efficiency," LLM distribution, AI wearable worries, and more with Elad Gil | E2197

This Week in Startups · 2025-10-22

Virtual Light by William Gibson · discussed · at 55:03

Just how frothy is the AI Bubble anyway? | E2195

This Week in Startups · 2025-10-21

Disclosure by Michael Crichton · discussed · at 36:15

Sora app review, Perplexity's Comet is FREE, and which AI tools reign supreme? | E2188

This Week in Startups · 2025-10-04

How to Win Friends and Influence People by Dale Carnegie · recommended · at 22:35

Jason's H-1B pitch, the latest on the TikTok deal, and Howie's first ad | E2182

This Week in Startups · 2025-09-23

Outliers by Malcolm Gladwell · discussed · at 12:14

Robinhood Venture Fund, Polymarket adds earnings, and LAUNCH Accelerator 35 is here! | E2178

This Week in Startups · 2025-09-15

Thinking in Bets by Annie Duke · discussed · at 55:26

AI Copyright & Training Data w/ Chris Paniewski | Wilson Sonsini Startup Legal Basics

This Week in Startups · 2025-09-11

Angel by Jason Calacanis · discussed · at 3:00

The Browser Wars heat up! PLUS, Khan on The Bulwark, rules for great domain names, and Polymarket returns | E2174

This Week in Startups · 2025-09-05

Something Like An Autobiography by Akira Kurosawa · recommended · at 8:50

KPop Demon Hunters breaks records, Grok speeds up, and an AI-powered browser deep dive | E2171

This Week in Startups · 2025-08-29

The Kid Stays in the Picture by Robert Evans · discussed · at 24:43

Meta's "Sensual" AI Doc LEAKS, Opendoor's dreams became memes + OpenAI plans $1T data center spend | E2165

This Week in Startups · 2025-08-15

Barry Diller by Jerome Tuccille · discussed · at 9:53
Starving To Death On 200 Million by James Ledbetter · discussed · at 50:46

GPT Psychosis is spreading, the NYT is Super-Doxxing Zuck, and Trump is wetting his beak on Chinese chip exports | E2163

This Week in Startups · 2025-08-12

Desk Reference to the Diagnostic Criteria from DSM-5 by American Psychiatric Association · discussed · at 48:44

OpenAI's GPT-5 Flop, AI's Unlimited Market, China's Big Advantage, Rise in Socialism, Housing Crisis

All-In with Chamath, Jason, Sacks & Friedberg · 2025-08-09

All About Me! by Mel Brooks · recommended · at 1:46:18
Who Knew by Barry Diller · recommended · at 1:46:23
The Kid Stays in the Picture by Robert Evans · recommended · at 1:47:08
Comedy Samurai by Larry Charles · recommended · at 1:47:13
I Regret Almost Everything by Keith McNally · recommended · at 1:47:34

GPT-5 comes alive, Apple is struggling, and Ripple bought Rail | E2162

This Week in Startups · 2025-08-08

Angel by Jason Calacanis · discussed · at 47:04

Figma IPO, IMAX AI Festival, the Tea app spill, that one Sydney Sweeney jeans ad, and more! | E2157

This Week in Startups · 2025-07-29

The Bell Curve by Richard J. Herrnstein · discussed · at 17:45

Big Beautiful Bill, Elon/Trump, Dollar Down Big, Harvard's Money Problems, Figma IPO

All-In with Chamath, Jason, Sacks & Friedberg · 2025-07-04

Modern Poker Theory by Michael Acevedo, Jonathan Little · discussed · at 1:20:20

ICE Raids, LA Riots, Strong Economic Data, Politicized Fed, Iran War with Tucker Carlson

All-In with Chamath, Jason, Sacks & Friedberg · 2025-06-13

Keeping at it by Paul A. Volcker · recommended · at 1:11:33

When Elon Went Broke, the Dark Side of Podcasting & Tales from the Tech Trenches | Jason Calacanis

The Rubin Report · 2025-05-31

My Blue Heaven by Nora Ephron · discussed · at 23:06
Atlas Shrugged by Ayn Rand · discussed · at 53:33

David Friedberg on AI-First Startups & the Future of Biology, Business & Creativity | AI Basics with Google Cloud

This Week in Startups · 2025-05-22

The Man who Fed the World by Leon F. Hesser · discussed · at 23:18

Jony Ive Joins OpenAI, Waymo Hits 10M Rides, and How to Launch a Marketplace from Scratch | E2129

This Week in Startups · 2025-05-21

Dilbert Gives You the Business by Scott Adams · discussed · at 4:22

Anti-Work Uprising, Copyright Wars & the StreamFog Solution | E2124

This Week in Startups · 2025-05-13

Radical Candor by Kim Malone Scott · discussed · at 18:10

OpenAI Scoops Instacart's CEO, AI in the Courtroom & Off-Road Startups | E2123

This Week in Startups · 2025-05-10

The Checklist Manifesto by Atul Gawande · recommended · at 3:17

Zoox Crash Fallout, COATUE's $1B Open Fund, and Office Hours with FusionAds | E2122

This Week in Startups · 2025-05-08

The Checklist Manifesto by Atul Gawande · recommended · at 53:58

What's Next for AI Infrastructure with Amin Vahdat | AI Basics with Google Cloud

This Week in Startups · 2025-05-01

Superforecasting by Philip E. Tetlock · discussed · at 26:05

Cursor's $300M ARR, Uber's FTC Battle, and Office Hours with GoShare | E2116

This Week in Startups · 2025-04-23

Antifragile by Nassim Nicholas Taleb · discussed · at 55:13

Palantir's Fellowship, Coco Robots & Startup Office Hours | E2110

This Week in Startups · 2025-04-12

The Lean Startup by Eric Ries · discussed · at 27:44

The Great Tariff Debate with David Sacks, Larry Summers, and Ezra Klein

All-In with Chamath, Jason, Sacks & Friedberg · 2025-04-11

Abundance by Ezra Klein · discussed · at 1:09

Apple Drops $500B on AI while Google Gemini Eyes Your iOS Devices! | E2089

This Week in Startups · 2025-02-25

The Power Law by Sebastian Mallaby · recommended · at 1:00:47

Is $LIBRA the End of Memecoins? with Coffeezilla | E2086

This Week in Startups · 2025-02-19

Flash Boys by Michael Lewis · discussed · at 14:35
Molly's Game by Molly Bloom · discussed · at 48:24

LA's Wildfire Disaster, Zuck Flips on Free Speech, Why Trump Wants Greenland

All-In with Chamath, Jason, Sacks & Friedberg · 2025-01-11

The Gangs of New York by Herbert Asbury · discussed · at 40:47

Other mentions in 2025 (44: passing, ad reads, own books)