Cover image of Jason Calacanis

Jason Calacanis

55 Podcast Episodes

Latest 6 Dec 2021 | Updated Daily

Weekly hand curated podcast episodes for learning

Episode artwork

Podcasting with Jason Calacanis and Shaan Puri


We discuss why it's worth it to start a podcast and how to be a great host.


8 Jun 2021

Episode artwork

Hiring For Distributed Companies & Angel Investing: This Week in Startups with Jason Calacanis

Distributed, with Matt Mullenweg

Subscribe to Distributed at Pocket Casts, Apple Podcasts, Spotify, RSS, or wherever you like to listen.“Why would the best employees in the world choose so little autonomy in the third of their day or more that they spend working?” Matt Mullenweg asks Jason Calacanis in a recent appearance on the long-running This Week In Startups. The angel investing-themed episode opens with both investors sharing their approaches to early-stage companies, supporting entrepreneurs, and making an ecosystem-building impact, on top of return-on-investment. The conversation soon shifts toward the outlook for distributed work. “What do you think the world’s going to look like in six months when everybody’s got their shots and is back to work, in at least the United States and Europe?” Jason asks. Matt shares a hiring insight for distributed, global companies, from the changing perspective of a talented individual who can now work from many more places: “You can really build a robust social network with folks you choose to connect with…(anything) that gives you that sense of community, not just where you happen to work.” Matt’s latest appearance on the show – he first appeared on Episode 26 in 2010, according to Jason, and again in 2013 – touches on Automattic’s business structure, using collaboration tools like P2 to onboard new employees, cryptocurrency, and the value of editors. “I haven’t met a single writer – or any of my own writing – that hasn’t been vastly improved by really great editing,” says Matt. “Engaging your ideas with another human just improves them every single time.” You can listen to the full This Week in Startups episode here, or check out the YouTube channel.

11 May 2021

Similar People

Episode artwork

Capping off our Inaugural Week: an Exclusive with Airbnb CEO Brian Chesky, Jason Calacanis Weighs in on the Week in Debuts, The Reopening of Universal Studios Hollywood and so much more.


We’re capping off our inaugural week packed with powerhouse guests and the top stories in tech with an exclusive interview with Airbnb CEO Brian Chesky. He discusses the future of work and his travel expectations post-Covid with our Deirdre Bosa. Plus, big time tech investor Jason Calacanis joins us to weigh in on the week of market debuts, Coinbase’s implications for crypto and Robinhood’s fight in Massachusetts. We’ve also got new product news coming up next week from Apple-we’re digging into customer loyalty to both Apple and Amazon remaining high. And our Julia Boorstin takes us live to Universal Studios Hollywood on re-opening day. CNBC’s Josh Lipton also joins to break down the chip stocks to invest in right now. That and so much more today on the show.


16 Apr 2021

Episode artwork

This Week in Startups Australia hosted by Mark Pesce | Season 9 Episode 1 with Jason Calacanis

This Week in Startups

Season 9 Episode 1: TWISTA Patron Saint Jason Calacanis joins us to kick off series 9 with a deep dive into the post-pandemic startup world – and the virtuous cycle of successful startups.


6 Apr 2021

Most Popular

Episode artwork

Series 9 Episode 1 - Jason Calacanis gets successful

TWISTA - This Week in Startups Australia

TWISTA Patron Saint Jason Calacanis joins us to kick off series 9 with a deep dive into the post-pandemic startup world - and the virtuous cycle of successful startups.Big thanks to our sponsors:UserTesting - Find out how your users really use your products - https://usertesting.com/twistaSquarespace - Web hosting for everyone made easy - https://squarespace.com/twistaOdoo - The office stack that scales with your startup - https://odoo.com/twista


5 Apr 2021

Episode artwork

Building the Largest Investment Syndicate in the World w/ Jason Calacanis of LAUNCH

The Assure Podcast with Jeremy Neilson

Jason Calacanis joins Assure’s Jeremy Neilson in a discussion about building the world's largest investment syndicate, the state of early-stage venture, the role of syndicates vs. traditional VC, and more.


24 Mar 2021

Episode artwork

Jason Calacanis (LAUNCH, This Week in Startups, The All-In Podcast) on media and podcasting, comparing angel investing to poker, and education

The Art of VC

After lots of cold emailing, I'm thrilled to have JCal on this week's episode of the podcast.  We spend a significant amount of time talking about media/podcasting which I think is incredibly applicable for the following reason: digital appearance is important in today's market. I've learned a ton so far about different ways to stand out in a seemingly crowded space even though I'm just getting started. Hearing Jason talk about this truly accelerated my understanding in just an hour recording session.  Besides media we also spend some time chatting about how poker compares to angel investing, evaluating early stage founders, and the hot topic of education. See links below for more on Jason and his work: - JCal on Twitter - LAUNCH - This Week in Startups - The All-In Podcast - Other fun links via LinkTree --- Send in a voice message: https://anchor.fm/conor-robbins/message


23 Mar 2021

Episode artwork

Jason Calacanis -- On Poker and the Art of Angel Investing

Light Culture

Jason Calacanis likes to play high stakes Poker and bet on tech startups like Uber when it was little more than a penny stock. Perhaps best known for Launch, a meetup and schmoozefest for aspiring entrepreneurs, he also hosts the podcast This Week In Startups, is a regular on Squawk Box, an intimate of tech moguls, an adversary of Mark Zuckerberg, and an all-around gadfly.  See acast.com/privacy for privacy and opt-out information.


3 Mar 2021

Episode artwork

#161 – Jason Calacanis: Startups, Angel Investing, Capitalism, and Friendship

Lex Fridman Podcast

Jason Calacanis is an angel investor, entrepreneur, and co-host of All-In Podcast and This Week in Startups. Please support this podcast by checking out our sponsors: – Brave: https://brave.com/lex – Linode: https://linode.com/lex to get $100 free credit – Four Sigmatic: https://foursigmatic.com/lex and use code LexPod to get up to 60% off – Rev: https://rev.ai/lex to get 7-day free trial EPISODE LINKS: Jason’s Twitter: https://twitter.com/Jason Jason’s Website: https://calacanis.com/ Jason’s YouTube: https://www.youtube.com/user/ThisWeekIn Jason’s Link Tree: https://linktr.ee/calacanis All-In Podcast: https://linktr.ee/allinpodcast This Week in Startups Podcast: https://thisweekinstartups.com/about/ PODCAST INFO: Podcast website: https://lexfridman.com/podcast Apple Podcasts: https://apple.co/2lwqZIr Spotify: https://spoti.fi/2nEwCF8 RSS: https://lexfridman.com/feed/podcast/ YouTube Full Episodes: https://youtube.com/lexfridman YouTube

2hr 16mins

15 Feb 2021

Episode artwork

Jason Calacanis: Silicon Valley v the media

Danny In The Valley

The Sunday Times’ tech correspondent Danny Fortson brings on Jason Calacanis, to talk about the de-platfroming of Trump (4:45), the revelation that is Trump-less Twitter (9:15), Silicon Valley v the media (12:15), the editing process (17:30), his term “late-stage journalism” (19:50), subscriptions and popularity (23:25), the direction of journalism (28:00), the increased scrutiny of Big Tech (30:30), free agent journalists (34:15), Twitter v Clubhouse (36:30), and Robinhood (41:45).Get The Times free for a month: https://app.times.radio/dannyinthevalleySee acast.com/privacy for privacy and opt-out information.


12 Feb 2021