Jason Calacanis on Brooklyn Grit, Big Asks, The Magic of Thinking Big, and More

The Checklist Manifesto

Atul Gawande

“there's this book, The Checklist Manifesto, you and I are obsessed with, probably part of our kinship”— Jason Calacanis

The Random Show

Tim Ferriss (inferred)

“If I see Random Show, that's just like, I snap that immediately, when The Random Show comes up in my feed”— Jason Calacanis

The McLaughlin Group

“It was the best Sunday morning political show of all time, The McLaughlin Group”— Jason Calacanis

Red Scare

“the Red Scare podcast is hilarious and Dasha always says, 'Oh, what's on the docket?'”— Jason Calacanis

Signal

Signal (inferred)

“Signal is desktop and mobile now. Yeah, it's pretty great. And it's not owned by the Russians”— Jason Calacanis

The Bret Easton Ellis Podcast

Bret Easton Ellis (inferred)

“another podcast I like is the guy who wrote Less Than Zero and American Psycho, Bret Easton Ellis”— Jason Calacanis

Tesla Model Y

Tesla (inferred)

“I actually, I drive a Model Y and I prefer that to the Plaid”— Jason Calacanis

QuickTime

Apple (inferred)

“we are both running backup QuickTime audio, so we have extra local copies in case something breaks”— Tim Ferriss

Spy magazine

“Why is this person on the cover of Spy magazine? Why is this person on the cover of Paper magazine?”— Jason Calacanis

Paper magazine

David Hershkovits (inferred)

“He said, 'No, no. I'm the editor-in-chief. I'm David Hershkovits.' So I started writing for Paper magazine”— Jason Calacanis

Silicon Alley Reporter

Jason Calacanis (inferred)

“I should be a reporter about Silicon Alley. I could do a Silicon Alley Reporter and it would just be me reporting”— Jason Calacanis

PageMaker

Adobe (inferred)

“I got PageMaker, I started laying it out, I took pictures, I wrote a couple articles, and I went there and I printed it”— Jason Calacanis

Motorola StarTAC

Motorola (inferred)

“imagine taking out your StarTAC, and I had seen a StarTAC phone, those little flip phones”— Jason Calacanis

Vanity Fair

“I need two packs of Marlboro Lights and bring me a copy of Vanity Fair or Esquire magazine”— Jason Calacanis

Boing Boing

“she started working on this Boing Boing thing. And I'm like, 'Boing Boing? What are you doing with your life?'”— Jason Calacanis

paidContent.org

Rafat Ali (inferred)

“Rafat Ali was doing a blog on the site called paidContent.org and somebody ratted him out”— Jason Calacanis

WordPress VIP

Automattic

“He's now running WordPress for Matt Mullenweg. WordPress, like Pro, VIP like people like you and I use”— Jason Calacanis

Engadget

Weblogs, Inc. (inferred)

“Engadget was crushing Gawker because we stole Peter Rojas from Gizmodo”— Jason Calacanis

The Unofficial Apple Weblog (TUAW)

Weblogs, Inc. (inferred)

“we made the apple.weblogsinc, The Unofficial Apple Weblog, TUAW, which people fell in love with”— Jason Calacanis

Ozempic

Novo Nordisk (inferred)

“I did a couple of series of Ozempics along with fasting that I learned about from you and Kevin”— Jason Calacanis

Zero (fasting app)

“I did a couple of series of Ozempics along with fasting that I learned about from you and Kevin and using the Zero fasting app”— Jason Calacanis

Goop newsletter

Gwyneth Paltrow (inferred)

“Gwyneth Paltrow wrote about it in her Goop newsletter a couple weeks ago, that she's obsessed with the podcast”— Jason Calacanis

Google Docs

Google (inferred)

“Google Doc of topics. I make a docket every week with my producer, Nick”— Jason Calacanis

The Joe Rogan Experience

Joe Rogan (inferred)

“I thought Joe Rogan did a really good job when they were like, 'Hey, you're having these people on'”— Jason Calacanis

Making Sense (Sam Harris podcast)

Sam Harris (inferred)

“I got that from Sam Harris. I was listening to Sam's podcast. He gets people monologuing”— Jason Calacanis

Politically Incorrect

Bill Maher (inferred)

“you might say, what's his name from Politically Incorrect? Bill Maher”— Jason Calacanis

Less Than Zero

Bret Easton Ellis

“the guy who wrote Less Than Zero and American Psycho, Bret Easton Ellis”— Jason Calacanis

American Psycho

Bret Easton Ellis

“the guy who wrote Less Than Zero and American Psycho, Bret Easton Ellis”— Jason Calacanis

Idiocracy

“You'll get Ouch My Balls. Literally Idiocracy, the TV show, Ouch My Balls”— Jason Calacanis

Blade Runner

“it's just like Blade Runner when the Nexus-6 is on the roof and he says like, 'Oh, my God, all my memories are going to be gone like tears in the rain'”— Jason Calacanis

The Empire Strikes Back

“if you remember in The Empire Strikes Back and Han Solo comes over to Chewbacca, he's like, 'Just take care of the Princess'”— Tim Ferriss

Goodfellas

“it was like out of a film like Goodfellas. Tim, I kid you not. I would have to go serve espresso to the bookie”— Jason Calacanis

The Terminator

“You know in The Terminator, you see from his view and all the words are going by and he's just processing everything really fast”— Jason Calacanis

Forrest Gump

“Everybody's going to be like, 'I guess life is like a box of chocolates, Tim.' I just turned into the Forrest Gump of the internet industry”— Jason Calacanis

Tesla Model S Plaid

Tesla (inferred)

“I drive a Model Y and I prefer that to the Plaid”— Jason Calacanis

Tesla Model X

Tesla (inferred)

“And I have a Model X, I enjoy sometimes the New York strip better than Wagyu”— Jason Calacanis

Loro Piana

Loro Piana (inferred)

“Loro Piana. Conspicuous consumption”— Jason Calacanis

AirPods

Apple (inferred)

“I think AirPods specifically, these little things that you can fall asleep in your ears or you have them in your ears all the time”— Jason Calacanis