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Jason Calacanis’s book recommendations in 2022

69 books · 61 episodes · Jason Calacanis’s most recommended books, all years →

Every episode from 2022, newest first

Bonus episode! Tár review with Lon Harris

This Week in Startups · 2022-12-25

Blink by Malcolm Gladwell · discussed · at 37:06

E109: 2022 Bestie Awards Live from Twitter HQ

All-In with Chamath, Jason, Sacks & Friedberg · 2022-12-24

The Ride of a Lifetime by Robert Iger · recommended · at 35:09
Putting the Rabbit in the Hat by Brian Cox · recommended · at 2:10:10
Cinema Speculation by Quentin Tarantino · recommended · at 2:10:19

VCSS: Year in review + Valerie Shen of G2 Venture Partners | E1641

This Week in Startups · 2022-12-18

Thinking in Bets by Annie Duke · discussed · at 5:24

Meta's ad targeting troubles, Ask Jason, Hive Social's data mishap & more | E1629

This Week in Startups · 2022-12-07

We Are the Nerds by Christine Lagorio-Chafkin · recommended · at 45:08

Momentum investing in VC + Convective Capital's Bill Clerico | E1627

This Week in Startups · 2022-12-04

Angel by Jason Calacanis · discussed · at 6:18

Reacting to SBF's ill-advised media tour + Disney's new in-house AI-based de-aging tool | E1625

This Week in Startups · 2022-12-02

The Singularity Is Near by Ray Kurzweil · discussed · at 57:09

Zoom earnings, SaaS burnout, Amazon's $10B Alexa loss + FTX contagion with Sunny Madra | E1619

This Week in Startups · 2022-11-23

Working Backwards by Colin Bryar · discussed · at 23:59

Managing a recession, housing market insights & more with Redfin's Glenn Kelman + OK Boomer | E1616

This Week in Startups · 2022-11-18

Man's Search for Meaning by Viktor E. Frankl · recommended · at 8:24

#635: Jason Calacanis on Brooklyn Grit, Big Asks, Angel Investing (Uber, Calm, Robinhood, and more), The Magic of Thinking Big, and St*bbing People in the Face but Never in the Back

The Tim Ferriss Show · 2022-11-18

The Checklist Manifesto by Atul Gawande · discussed · at 2:37
The 4-Hour Workweek by Timothy Ferriss · discussed · at 21:29

Uber Q3 earnings, macro picture + Brinc Drones CEO Blake Resnick | E1602

This Week in Startups · 2022-11-03

Never Split the Difference by Chris Voss · discussed · at 53:23

Steve Case on "The Rise of the Rest", America's economic resiliency & more | E1601

This Week in Startups · 2022-11-01

The Rise of the Rest by Steve Case · discussed · at 7:34

$META earnings instant reaction, Apple's NFT rules, SBF backlash & more | E1597

This Week in Startups · 2022-10-27

The Innovator's Dilemma by Clayton Christensen · discussed · at 24:58

Ye agrees to acquire Parler, Xi Jinping on the state of China, deglobalization & more | E1588

This Week in Startups · 2022-10-18

Winners Take All by Anand Giridharadas · critiqued · at 46:03
Red Mars by Kim Stanley Robinson · discussed · at 1:10:24
Green Mars by Kim Stanley Robinson · discussed · at 1:10:50
Blue Mars by Kim Stanley Robinson · discussed · at 1:10:50

SEC investigates Bored Apes, AI-generated Steve Jobs/Joe Rogan interview & more | E1585

This Week in Startups · 2022-10-14

Steve Jobs by Walter Isaacson · discussed · at 20:23

Amazon's transformation, Peloton's mistakes, VC market downturn & more with Ben Gilbert | E1582

This Week in Startups · 2022-10-11

The Kid Stays in the Picture by Robert Evans · recommended · at 24:23

Twitter deal updates, Poshmark acquired, Liquid Death's $700M valuation & more | E1577

This Week in Startups · 2022-10-04

Mark Greaney's Gray Man Series: Books 1-3 by Mark Greaney · discussed · at 33:51

Cathie Wood's new VC fund, Bill Gurley's best insights, Girls Who Code on banned books list | E1571

This Week in Startups · 2022-09-28

The Power Law by Sebastian Mallaby · discussed · at 5:36
Girls Who Code by Reshma Saujani · discussed · at 47:35
Maus I: A Survivor's Tale by Art Spiegelman · recommended · at 54:33

Evaluating founder ambition, tools vs platforms + USV's Albert Wenger: post-capital world | E1569

This Week in Startups · 2022-09-25

The World After Capital by Albert Wenger · discussed · at 1:00

Monetizing BeReal, Bogus accounts by US Military, iPhone 14 camera bug, Twilio layoffs | E1564

This Week in Startups · 2022-09-20

The Power Law by Sebastian Mallaby · discussed · at 17:52
The Bell Curve by Richard J. Herrnstein · discussed · at 57:40

Crypto news: Do Kwon arrest warrant, ETH merge, Orange DAO + The Blueprint Part 10 | E1560

This Week in Startups · 2022-09-15

Cujo by Stephen King · discussed · at 10:47
Carrie by Stephen King · discussed · at 10:47
Jurassic Park by Michael Crichton · discussed · at 12:53

Bob Iger joins VC firm as venture partner, Twitter whistleblower hearing, KKR tokenizes fund | E1559

This Week in Startups · 2022-09-14

The Five Dysfunctions of a Team by Patrick Lencioni · discussed · at 1:12:04

How VCs view founders with a side hustle + Bringing ESG to VC with Joe Blair | E1557

This Week in Startups · 2022-09-11

Creativity, Inc. by Ed Catmull · recommended · at 4:40

Kim Kardashian's new PE firm & impact on VC + how Amazon can turn a profit on Rings of Power | E1555

This Week in Startups · 2022-09-09

The Lord of the Rings by J.R.R. Tolkien · discussed · at 56:20
The Hobbit by J.R.R. Tolkien · discussed · at 56:20
The Silmarillion by J.R.R. Tolkien · discussed · at 56:39

The Definitive History of VC with "Power Law" author Sebastian Mallaby | E1550

This Week in Startups · 2022-09-01

The Power Law by Sebastian Mallaby · recommended · at 0:03

How VCs think about deploying reserves & follow-on funding + Quaise CEO Carlos Araque | E1546

This Week in Startups · 2022-08-28

The Power Law by Sebastian Mallaby · recommended · at 49:25

FTX's leaked financials, $AMZN ramps up healthcare interest + Swayed Founder Arjun Shokeen | E1541

This Week in Startups · 2022-08-23

The Power Law by Sebastian Mallaby · book club pick · at 1:23:13

Apple's new feature & potential ads business + more HBO Max layoffs & chaos | E1538

This Week in Startups · 2022-08-19

A Game of Thrones by George R. R. Martin · discussed · at 48:19

Adam Neumann raises $350M from a16z for his new startup Flow, Bay Area housing hypocrisy | E1535

This Week in Startups · 2022-08-16

Arbitrary Lines by M. Nolan Gray · discussed · at 48:13

State of the crypto market, Tornado Cash blacklisted, $COIN Q2 + The Blueprint Part 5 | E1531

This Week in Startups · 2022-08-11

Range by David J. Epstein · discussed · at 1:23:27

VC market overview, Vision Fund impact, Amazon's core businesses & more with Acquired | E1530

This Week in Startups · 2022-08-10

I Love Capitalism! by Ken Langone · discussed · at 25:34

Ask an Angel with Zach Coelius: practical advice for founders and investors in a downturn | E1512

This Week in Startups · 2022-07-20

The Founders by Jimmy Soni · discussed · at 1:28:07
The Power Law by Sebastian Mallaby · recommended · at 1:28:45

The Blueprint E1: Branding yourself, + Jeffrey Pfeffer on the 7 Rules of Power | E1507

This Week in Startups · 2022-07-14

Power by Jeffrey Pfeffer · discussed · at 0:00

FTX buys BlockFi for $25M, Sequoia raising $2.25B, AI Umpires for MLB, Substack layoffs | E1497

This Week in Startups · 2022-07-01

Zero to One by Peter Thiel · discussed · at 9:14

Praying For Exits on Markets, Crypto, Startup Valuations + Anisha Sunkerneni of Cyphr VC | E1492

This Week in Startups · 2022-06-25

Man's Search for Meaning by Viktor E. Frankl · discussed · at 53:18

TikTok data security, the Chinese surveillance state, Amazon running out of warehouse workers | E1490

This Week in Startups · 2022-06-22

The Age of Surveillance Capitalism by Shoshana Zuboff · discussed · at 24:23

When to take a meeting (VC School) + Fungi Flour: Hyfé Foods Founder Michelle Ruiz (Climate) | E1488

This Week in Startups · 2022-06-19

From Here to Equality by William A. Darity (Jr.) · recommended · at 46:27

Amazon's Dave Clark joins Flexport, Bird layoffs, Twitter's bring-your-own algo, Multiverse, Ken Griffin gets into crypto | E1479

This Week in Startups · 2022-06-09

Flash Boys by Michael Lewis · discussed · at 57:25

Coinbase & Loom rescind job offers (strategies for managers & workers during a downturn) + OK Boomer: Mehak Vohra of Skillbank | E1475

This Week in Startups · 2022-06-04

The opposite of spoiled by Ron Lieber · recommended · at 24:09

Sheryl Sandberg leaves Meta + This Week in Streaming with Lon Harris: Obi-Wan Kenobi | E1474

This Week in Startups · 2022-06-02

'My Name's Bond, James Bond' by Ian Fleming · discussed · at 48:20

Bolt layoffs, DroneUp, Lunar Outpost, $4.5B crypto fund, Ape theft + Diagram's Jordan Singer | E1471

This Week in Startups · 2022-05-27

The moon is a harsh mistress by Robert A. Heinlein · recommended · at 34:05

Solving our biggest problems, Cerebral's fast & loose telehealth prescriptions, Jack leaves Twitter Board | E1469

This Week in Startups · 2022-05-26

Kill Switch - the Rise of the Modern Senate and the Crippling of American Democracy by Adam Jentleson · recommended · at 6:24
How to Change Your Mind by Michael Pollan · recommended · at 1:06:53

Snap drops 40%, Layoffs at Gorillas & Klarna, Adam Neumann's new startup, Coinbase using Principles | E1468

This Week in Startups · 2022-05-24

Principles by Ray Dalio · discussed · at 1:12:37
The Checklist Manifesto by Atul Gawande · recommended · at 1:18:51
Working Backwards by Colin Bryar · discussed · at 1:19:15
No Rules Rules: Netflix and the culture of reinvention by Reed Hastings · discussed · at 1:20:06

TSLA earnings + Streaming: WeCrashed & Severance review, CNN+ demise, Netflix's future | 1440

This Week in Startups · 2022-04-22

The Singularity Is Near by Ray Kurzweil · discussed · at 28:46

E76: Elon vs. Twitter

All-In with Chamath, Jason, Sacks & Friedberg · 2022-04-16

Barbarians at the Gate by Bryan Burrough, John Helyar · recommended · at 56:59

Shopify Board proposes share restructuring + The Atlantic's Derek Thompson, Why American Teens Are So Sad | E1433

This Week in Startups · 2022-04-13

Hit Makers by Derek Thompson · recommended · at 1:14:04

Portfolio construction, Sequoia's transition & Fast with Acquired.FM + The Dropout: This Week in Streaming with Lon Harris | E1429

This Week in Startups · 2022-04-08

The Checklist Manifesto by Atul Gawande · recommended · at 1:14:06

FB vs. Apple on AR and Ads, Twitter's Future, Conflict, Crypto Regulation with Antonio Garcia Martinez & Zach Coelius | E1427

This Week in Startups · 2022-04-06

A Paradise Built in Hell by Rebecca Solnit · discussed · at 19:27

Facebook funding anti-TikTok lobbyists with Taylor Lorenz + SEC SPAC crackdown, Fast vs. Bolt | E1422

This Week in Startups · 2022-03-30

Angel by Jason Calacanis · discussed · at 53:53

Katie Haun's $1.5B web3 fund, Yuga Labs worth $4B, Apple's BNPL play + ChroniFI's Ben Miller | E1416

This Week in Startups · 2022-03-24

The Information by James Gleick · recommended · at 29:59

Sequoia debuts Arc, SEC considering climate disclosures, Disney CEO fallout & more | E1414

This Week in Startups · 2022-03-22

The Ride of a Lifetime by Robert Iger · recommended · at 41:51

Spotify x Barcelona, ex-Disney CEO joins Genies, AMC gold mine + D.A. Wallach: music and bio-investing | Angel S6 E10 | E1410

This Week in Startups · 2022-03-17

The beginning of infinity by David Deutsch · discussed · at 1:26:56

Ex-FB Diem team builds Aptos blockchain, Metamask parent ConsenSys raises $450M, Mojo's athlete betting market, Zero Grocery shutdown | E1409

This Week in Startups · 2022-03-16

How to Win Friends and Influence People by Dale Carnegie · discussed · at 1:25:38

Tech takes action against Russia, Backbone's mobile gaming device + Joel Greenblatt from Gotham Capital | E1397

This Week in Startups · 2022-03-02

Red Notice by Bill Browder · discussed · at 1:56:20

Coinbase's mutable messaging, Revitalizing Peloton and High-growth companies poised for a comeback | E1391

This Week in Startups · 2022-02-23

Working Backwards by Colin Bryar · recommended · at 17:26
No Rules Rules: Netflix and the culture of reinvention by Reed Hastings · recommended · at 22:37
Powerful by Patty McCord · recommended · at 22:37

Peloton's new CEO + Cake Ventures' Monique Woodard Angel S6 E5 | E1383

This Week in Startups · 2022-02-11

Powerful by Patty McCord · discussed · at 22:56

Peter Thiel departs FB board, John Foley steps down at Peloton, Should Amazon spin off AWS? + Startup of the Day: Island | E1381

This Week in Startups · 2022-02-09

The Contrarian by Max Chafkin · discussed · at 13:34

John Doerr of Kleiner Perkins with Ryan Panchadsaram + VC Sunday School: cap table management | E1379

This Week in Startups · 2022-02-06

Speed & Scale by John Doerr · discussed · at 2:33

$TSLA earnings breakdown & 2022 IPOs to watch with TechCrunch's Alex Wilhelm | E1371

This Week in Startups · 2022-01-28

Zero to One by Peter Thiel · discussed · at 56:33

Snowflake CEO Frank Slootman: victory through taking ownership, increasing velocity & cultivating talent | E1362

This Week in Startups · 2022-01-18

Amp It Up by Frank Slootman · recommended · at 0:04
Good to Great by Jim Collins · recommended · at 1:07:38
Crossing the Chasm by Geoffrey A. Moore · recommended · at 1:07:38
Delivering Happiness by Tony Hsieh · recommended · at 1:07:38
Start with Why by Simon Sinek · recommended · at 1:07:38

Sunday VC School: valuation vs. traction matrix + Climate: New Energy Nexus CEO Danny Kennedy | E1356

This Week in Startups · 2022-01-09

The Lean Startup by Eric Ries · recommended · at 3:19

Elizabeth Holmes is guilty, Amazon wins over socialists, Biden sanctions China | E1352

This Week in Startups · 2022-01-05

The Jungle by Upton Sinclair · discussed · at 55:20

Other mentions in 2022 (114: passing, ad reads, own books)