Inside CEO and This Week in Startups host Jason Calacanis talks with Kara Swisher about the future of Uber after its troubled IPO, why one of the tech giants should buy Tesla, and Jeff Bezos' Achilles heel: His lack of generosity. Calacanis, who was an early investor in Uber, also talks about his objections to the current state of tech journalism and punditr ... Show More
Today
What Apple’s OpenAI lawsuit is really about
Today, I’m talking with Hayden Field, The Verge’s senior AI reporter, about the major trade secrets lawsuit between Apple and OpenAI, and what this tells us about OpenAI’s future. Hayden has been covering OpenAI for years now, and she also just talked to a bunch of lawyers who sp ... Show More
44m 5s
Jul 20
Dr. Jill Lepore on why the AI backlash is vital for the future
Dr. Jill Lepore is one of the best writers there is at identifying institutional patterns in history, and Decoder is a show about systems and organization — so her new book, The Rise and Fall of the Artificial State, is a perfect fit for the show. You build systems by measuring t ... Show More
59m 35s
Sep 2020
Drinking from a firehose with Jason Calacanis: polarization, racism, capitalism and how we can find a better future.
Our spiciest episode so far. This week on The Divided States of Media, Dan sits down with Podcaster, Angel Investor (He turned a $100k investment into over $100M), and philanthropist Jason Calacanis. Jason gives us a tech mogul's view into the causes and solutions around today's ... Show More
1h 26m
Feb 2021
#161 – Jason Calacanis: Startups, Angel Investing, Capitalism, and Friendship
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:// ... Show More
2h 16m
May 2025
Anti-Work Uprising, Copyright Wars & the StreamFog Solution | E2124
Today's show: Jason, Lon & Alex are back with a spicy Monday episode of This Week in Startups. Jason goes off on unions vs capitalism, we dig into why fewer seed startups are making it to Series A, and look at OpenAI's quiet copyright land grab. Plus: YC says Google should be bro ... Show More
1h 30m
Mar 2021
Burnout, the Media, and Twitter’s Business Moves
Jason Kint, the CEO of Digital Content Next (@dcnorg), joins Scott to break down Australia’s News Media Bargaining Code. Jason also shares his thoughts on the broader digital ecosystem, including Section 230, how cryptocurrencies might come into the digital media space, and why h ... Show More
59m 20s
Mar 2022
TIP433: The Art and Science of Investing in Startups w/ Jason Calacanis
Trey Lockerbie chats with Angel Investing legend, Jason Calacanis. Jason is an entrepreneur who sold his second business Weblogs to AOL for $30MM in 2005. Jason then founded multiple other companies and along the way, became an angel investor in companies like Uber, Robinhood, Ca ... Show More
56m 31s