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Jason Calacanis’s book recommendations in 2026

40 books · 26 episodes · Jason Calacanis’s most recommended books, all years →

Every episode from 2026, newest first

OpenAI’s $1.25T Raise, Starlink Mobile & Zuck’s Tax Deal | EP 2354

This Week in Startups · 2026-10-24

A Short Stay in Hell by Steven L. Peck · recommended · at 1:31:10

We asked 3 VCs: would you invest in Elizabeth Holmes’ next startup? | E2353

This Week in Startups · 2026-10-22

Barbarians at the Gate by Bryan Burrough, John Helyar · discussed · at 40:24

Is Claude Conscious? Pope Rejects, Model Welfare Movement, OpenAI's Math Backlash, France Riots

All-In with Chamath, Jason, Sacks & Friedberg · 2026-10-10

Do Androids Dream of Electric Sheep? by Philip K. Dick · discussed · at 5:03

Jason Mentors The Next Generation + Why AI Is Bad at Teaching (Aristotle Interview) | E2346

This Week in Startups · 2026-10-07

Something Like An Autobiography by Akira Kurosawa · recommended · at 5:42
Shoe Dog by Phil Knight · recommended · at 6:10
Born Standing Up by Steve Martin · recommended · at 6:44
Easy Riders Raging Bulls by Peter Biskind · recommended · at 8:55
On Writing by Stephen King · recommended · at 21:33

Jason’s Put a $5K Bounty on His Dream Chrome Extension | E2338

This Week in Startups · 2026-09-28

Pygmalion by George Bernard Shaw · discussed · at 35:20
My Fair Lady by George Bernard Shaw · discussed · at 35:21

Hugging Face Co-Founder on Open-Source, Microduck, and NVIDIA | E2339

This Week in Startups · 2026-09-18

Bad Therapy by Abigail Shrier · recommended · at 1:28:14

Are AI Agents forming "civilizations" or is this just a psy op? | 2332

This Week in Startups · 2026-08-31

Die with Zero by Bill Perkins · recommended · at 2:56

How AI splits startups into winners and losers | E2322

This Week in Startups · 2026-08-07

Unreasonable Hospitality by Will Guidara · discussed · at 12:18

Jason turned $11 and one tweet into 1.1M views | E2311

This Week in Startups · 2026-07-13

Red Dragon by Thomas Harris · discussed · at 1:24:53

Danny Bernstein left Big Tech to fund farm-bots | E2310

This Week in Startups · 2026-07-10

Not Fade Away by Laurence Shames · recommended · at 55:37

Chamath on why young people need more agency, risk, and adventure

This Week in Startups · 2026-06-29

The adventures of Tom Sawyer by Mark Twain · discussed · at 7:16

SpaceX IPO Day: What Wall St. and the media missed | E2300

This Week in Startups · 2026-06-13

Purple Cow by Seth Godin · discussed · at 33:29

Anthropic wants to slow AI down and Bernie wants 50%: JCal Reacts | E2297

This Week in Startups · 2026-06-06

Wuthering Heights by Emily Brontë · discussed · at 48:17

Anthropic's Digital God, Pope vs AI, Job Loss Narrative Flips, Open Source Crackdown Coming?

All-In with Chamath, Jason, Sacks & Friedberg · 2026-05-29

Running down a Dream by James Fore · recommended · at 3:44

From hypercars to cruise missiles: Lukas Czinger on the future of US defense | E2292

This Week in Startups · 2026-05-23

The Box by Marc Levinson · discussed · at 14:02

Naval's GP, Ankur Nagpal, Breaks Down The Viral "USVC" Fund | E2284

This Week in Startups · 2026-05-05

Nineteen Eighty-Four by George Orwell · discussed · at 45:59
Brave New World by Aldous Huxley · discussed · at 45:59

Naval's $500 VC fund, the Maduro Polymarket scandal, and NYT defends theft and murder | E2280

This Week in Startups · 2026-04-25

Thinking in Bets by Annie Duke · recommended · at 18:37
Maus I: A Survivor's Tale by Art Spiegelman · recommended · at 36:01

Bittensor Drama! TAO down 15%! | E2274

This Week in Startups · 2026-04-11

My Life in Advertising by Claude C. Hopkins · discussed · at 1:14:59
Scientific Advertising by Claude Hopkins · discussed · at 1:14:59
Designer's Guide to Creating Charts & Diagrams by Nigel Holmes · discussed · at 1:15:37
Wordless Diagrams by Nigel Holmes · discussed · at 1:15:37
Democracy in America by Alexis de Tocqueville · recommended · at 1:15:39

3 AI Agents That Actually Replaced Human Jobs | E2272

This Week in Startups · 2026-04-07

The Checklist Manifesto by Atul Gawande · recommended · at 3:26

Venture Roundtable: SpaceX IPO, AI's PR Crisis, and the Defense Tech Bubble | E2270

This Week in Startups · 2026-04-01

The Trust Revolution by M.Todd Henderson · discussed · at 14:08

Software Stocks Implode, Claude's Hit List, State of the Union Reactions, Trump's Tariff Pivot

All-In with Chamath, Jason, Sacks & Friedberg · 2026-02-28

Runnin' Down a Dream by Bill Gurley · recommended · at 39:20

We Asked 3 Experts How to Get More Value out of OpenClaw | E2253

This Week in Startups · 2026-02-21

Working Backwards by Colin Bryar · discussed · at 15:24
The Shards by Bret Easton Ellis · recommended · at 55:55
Lunar Park by Bret Easton Ellis · discussed · at 56:10
American Psycho by Bret Easton Ellis · discussed · at 56:31

OpenClaw is Our Friend Now | E2250

This Week in Startups · 2026-02-14

How to Win Friends and Influence People by Dale Carnegie · discussed · at 30:57
Riding the Elephant by Craig Ferguson · recommended · at 1:02:33

Epstein Files, Is SaaS Dead?, Moltbook Panic, SpaceX xAI Merger, Trump's Fed Pick

All-In with Chamath, Jason, Sacks & Friedberg · 2026-02-07

The Light of Other Days by Arthur C. Clarke · recommended · at 13:00

How to Make Billions from Exposing Fraud | E2234

This Week in Startups · 2026-01-13

The Checklist Manifesto by Atul Gawande · recommended · at 24:12

AI makes you more creative, AI Roundtable with Steven Johnson and Grant Lee | E2231

This Week in Startups · 2026-01-08

The Catcher in the Rye by J. D. Salinger · discussed · at 56:20

Other mentions in 2026 (32: passing, ad reads, own books)