
Guest appearances
Jason CalacanisEvery podcast appearance, updated as new ones drop
co-host of All-In
- Episodes
- 10
- Shows
- 4
- Hours
- ~7
Tracked from 26 Jun 2013 to 10 Aug 2026
Recent guest appearances
Show 10 episodes — hide
- All In Podcast: Google AI Shakeup, SpaceX’s Surge, and the SaaS Collapse
AI talent wars, SpaceX growth, and a brutal SaaS reset collide in one sharp market debate. Condensed from a full-length episode to a quick listen in minutes, this summary of All In Podcast with Chamath Palihapitiya, Jason Calacanis, David Sacks, and David Friedberg breaks down Google’s AI brain drain, the debate over frontier models versus capital efficiency, and why Google’s stock lost $200 billion in value. It also covers SpaceX’s first public earnings report, including $7.8 billion in revenue, Starlink’s 12 million subscribers, and the rise of its compute business. The hosts then unpack Airtable’s 90% collapse, what it says about the future of enterprise software, and the strategic questions raised by US data labeling startups selling training data to Chinese AI labs. Listen now to get the key ideas in minutes.
- All In Podcast: Trillion-Dollar IPOs, Anthropic’s $3T Ambition & Trump Accounts
AI, IPOs, and public policy collide in this fast-moving All In Podcast conversation with hosts Chamath Palihapitiya, Jason Calacanis, and David Sacks, with Brad Gerstner filling in for David Friedberg. This condensed recap turns the full episode into a minutes-long summary, covering the rise of trillion-dollar IPOs, Anthropic’s confidential filing, the possibility of OpenAI going public, and why frontier AI economics are forcing a reckoning on token costs and enterprise ROI. You’ll also hear the panel’s take on the future of open source AI, model routing, memory, and context as the real battleground in the model wars. The episode closes with a deep dive into Trump Accounts and the Invest America Act, exploring ownership, tax-advantaged investing, and how early compounding could reshape long-term wealth building. Listen now to get the key ideas in minutes.
- All In Podcast: AI Sovereignty, Palantir-Nvidia, SCOTUS, and California’s Budget Fight
AI sovereignty, corporate control, and U.S. policy collide in this sharp All In Podcast conversation with Chamath Palihapitiya, Jason Calacanis, David Sacks, and David Friedberg. In a condensed recap of the full episode, the hosts unpack the Palantir-Nvidia sovereign AI deal, why data, hardware, and model weights are becoming strategic assets, and how open-source AI could undercut expensive closed models for enterprise use. They also dig into job automation, the risk of a model-layer duopoly, the SCOTUS birthright citizenship ruling, immigration incentives, and what they see as California’s hidden budget problems under Newsom. If you want the key ideas on AI regulation, technology ethics, politics, and economic policy without the full runtime, this summary delivers the main arguments and takeaways in minutes. Listen now to get the key ideas in minutes.
- All In Podcast: NYC Left Shift, China AI Catch-Up, and Micron’s Bottleneck
A fast-moving breakdown of how politics, AI, and compute constraints are reshaping the future. In the full All In Podcast episode, Chamath Palihapitiya, David Sacks, Jason Calacanis, and guest Gavin Baker debate New York’s socialist surge, China’s progress in open-weight AI models like GLM 5.2, and Micron’s blowout quarter as a sign that high-bandwidth memory is becoming a major bottleneck. Along the way, they dig into Democratic Party ideology, Israel and the 2024-style primary debate, NGO-driven spending, and the physical limits on data centers, from land and power to cooling and regulation. The conversation also touches on one-gigawatt data centers, orbital compute, and the geopolitical stakes of AI infrastructure. Listen now to get the key ideas in minutes.
- ACQ Sessions: Jason Calacanis
We kick off ACQ Sessions with the-behind-the-scenes story of All-in, from the world’s greatest moderator himself Jason Calacanis. ACQ Sessions is our new, occasional “MTV Unplugged” version of Acquired: a great IRL guest, a bottle (or two) of wine, and no script. We talk about everything you’d imagine we would over wine with JCal — All-In, bestie relationships, money & politics in Silicon Valley, who his influences and mentors have been (one surprise — the great Fred Wilson of USV!), what motivates him to keep grinding and why, at age 50+ when he could easily be winding down he’s instead speeding up into the most productive phase of his entire career. Pour a beverage yourself, pull up a comfy seat and join us! Sponsors: Vanta: https://bit.ly/acquiredvantaServiceNow: https://bit.ly/acquiredservicenow26Legora: https://bit.ly/acquiredlegoraStatsig: https://bit.ly/acquiredstatsig26 More Acquired! Get email updates with hints on next episode and follow-ups from recent episodesJoin the SlackSubscribe to ACQ2Merch Store!© Copyright 2015-2026 ACQ, LLC Note: Acquired hosts and guests may hold assets discussed in this episode. This podcast is not investment advice, and is intended for informational and entertainment purposes only. You should do your own research and make your own independent decisions when considering any financial transactions.
- Special: Jason Calacanis
We're joined by the one and only Jason Calacanis for this very special episode, wherein we chronicle Jason's journey from a kid porter in the barrooms of Brooklyn to building the largest independent media business in tech, becoming the "3rd or 4th greatest seed investor of all-time" (and the original Sequoia Scout), launching one of the top accelerators in the world, and constructing a one-man empire that may just disrupt the entire capital stack in our industry. We dive into how it all ties together, and where the money and power is shifting in the ever changing sands of Silicon Valley... Sponsors: Vanta: https://bit.ly/acquiredvantaServiceNow: https://bit.ly/acquiredservicenow26Legora: https://bit.ly/acquiredlegoraStatsig: https://bit.ly/acquiredstatsig26 More Acquired! Get email updates with hints on next episode and follow-ups from recent episodesJoin the SlackSubscribe to ACQ2Merch Store!© Copyright 2015-2026 ACQ, LLC
- E20: "Angel" podcast: Ask an Angel! Jason Calacanis & Ed Roman answer questions on startup runway conce...
Ask an Angel! Jason Calacanis & Ed Roman answer questions on startup runway concerns, syndicate hit rates, advising best practices, founder updates, due diligence, pro-rata rights, investment legal structures & more
- E9: Ask An Angel! Jason Calacanis & Brian Alvey answer investor questions on picking startups, evaluating founder...
E9: Ask An Angel! Jason Calacanis & Brian Alvey answer investor questions on picking startups, evaluating founders, due diligence, how syndicates work, deal terms & more
- EP33: Jason Calacanis of Inside.com talks about bootstrapping vs funding
It’s part 2 with Jason Calacanis! In this episode we explore the question every product person needs to answer: should I bootstrap, or should I get investors? Sponsors Sprint.ly has been there from the beginning. Perfect for software teams of 3 or more people, Sprint.ly is the easiest way for managers and developers to track the software development process. You and your team can try Sprint.ly for free, go to www.sprint.ly I also just discovered KnowAds . The hardest part about online advertising is figuring out what works. KnowAds reveals your competitor’s campagins showing you exactly what’s working for them. You get to see their most successful ad copy & ad placements. Go to productpeople.tv/ads and sign-up for an account. And finally, if you’re trying to set-up an online store, you need to use Shopify . I’ve tried setting up dozens of online stores for clients, and there are always so many headaches: handling payment gateways, multiple currencies, taxes, shipping rates. Shopify solves all of these problems for you. I want you to go to productpeople.tv/shopify and get a 14 day free trial. Notable quotes “Raise a little of angel funding, prove that there’s product market, and then go out and get second market funding.” “If Uber doesn’t go into every market, someone else will, but they still have other people popping up in new markets before they get there. So they’re in a race.” “Raise less money in the beginning, raise more money once you have product market fit.” JJ: “There are some great products that have grown really fast, and have stayed private and bootstrapped (MailChimp, SurveyMonkey, Valve). Do you think they’re anomalies?” JC: “There are some people that stay private, and that’s good because they retain their equity. There’s not one way to do this. But some of those companies are 10 year ‘over night’ successes.'” “Most businesses don’t need venture funding. The truth is, there’s a time for both [bootstrapping and taking venture money].” “Investors need liquidity. There’s a secondary market for shares today. This really didn’t exist that much before. You used to be forced into an IPO. There’s a concept that (perhaps) venture capitalists would start taking dividends; but it’s more likely that they’ll just sell their shares.” “Trying to building for the sale is a terrible idea. You want to build for a growing market, a customer that loves you, and a team that loves to build the product. When I was hiring for Inside.com, I realized there’s a lot of developers into our space.” “Building to sell is a dangerous idea. When people come to me for an angel investment and say ‘This is a natural acquisition target’, I say ‘That’s not what you lead with.’ That’s not why you build it, you build it because you have a better solution.” “When you’re thinking about these big acquisitions, I encourage people to just drop off 3 zeroes.” “It turns out, there’s a lot of money in the world. The money is bored. Money wants to be spent! Money is intended to be gambled. These are big numbers, but these are big companies.” Show notes http://twitter.com/jason http://inside.com http://www.weblogsinc.com http://www.prweb.com/releases/2004/10/prweb172213.htm 🎙️ Podcast hosting is provided by Transistor.fm . 📺 Learn how to star
- EP32: Jason Calacanis at 300 BAUD
Normally we cover bootstrapped products: people who are self-funding the stuff they build. We do this because I’m naturally drawn to bootstrapped companies. For this episode I wanted to go into “enemy” territory: I wanted to talk to the VC community. To do that I contacted Jason Calacanis, an angel investor, and the voice of funded startups on his podcast This Week In Startups. This is part 1 where we delved into the human said of Mr. Calacanis – where he came from, and how he got to where he is today. We also have 3 new sponsors this month: Looking for a new job? Mood Media is hiring a Jr. Product Manager. They are looking for an energetic, entrepreneurial technophile who is ready to drive Mood Media’s Interactive product lines in North America forward into the next decade. This person must be a visionary, strategic thinker with a hands-on approach. For more details, visit: productpeople.tv/moodmedia I also just discovered KnowAds . The hardest part about online advertising is figuring out what works. KnowAds reveals your competitor’s campagins showing you exactly what’s working for them. You get to see their most successful ad copy & ad placements. Go to productpeople.tv/ads and sign-up for an account. And finally, if you’re trying to set-up an online store, you need to use Shopify . I’ve tried setting up dozens of online stores for clients, and there are always so many headaches: handling payment gateways, multiple currencies, taxes, shipping rates. Shopify solves all of these problems for you. I want you to go to productpeople.tv/shopify and get a 14 day free trial. Notable quotes “My first business was making copies of Star Wars on BetaMax for my friends.” “I don’t think being an entrepreneur is the best mode of existence; but I do think it’s important for our kids to see us working hard.” “Show me a great entrepreneur, I’ll show you a fucked up relationship with their parents.” “There were these things called BBSes. I had a 300 BAUD modem.” “In college I was making $3.50/hour managing computer systems.” “One of my first jobs was doing LotusNotes scripting.” “When I saw Mosaic, the first browser, I was like: Whoa. When they added images, the internet felt like a magazine.” “People thought that paying bloggers was sacrilegious.” “I thought doing 10 blog posts a day on gadgets was crazy. But we ultimately we ended up doing 40, 50, 60 posts a day.” “Weblogs Inc. was a great product.” “We sold the first podcast ad ever to Volvo. We commercialized it; we saw there was a business opportunity there.” “When people use it, and can’t shut up about it, you know you’ve got a great product.” “I like to tinker, I like to build products. I’ve had a lot of opportunities to do other stuff, but I like product.” Show notes http://twitter.com/jason http://inside.com http://www.weblogsinc.com http://www.prweb.com/releases/2004/10/prweb172213.htm 🎙️ Podcast hosting is provided by Transistor.fm . 📺 Learn how to start your own podcast !
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GuestVine has tracked 10 guest episodes from Jason Calacanis across 4 shows — about 7 hours of listening, going back to June 2013. Every episode links straight to the original publisher's audio.
Jason Calacanis shows up most often on AI Podcast Summaries from Transcripted.ai (VIDEO) (4 episodes), with visits to Acquired and Life, Adventures & Piracies of Captain Singlet. The conversations mostly sit in Business & Finance territory.
Most recent: “All In Podcast: Google AI Shakeup, SpaceX’s Surge, and the SaaS Collapse” on AI Podcast Summaries from Transcripted.ai (VIDEO), 10 Aug 2026.
Podcasts Jason Calacanis has appeared on
The shows with the most detected Jason Calacanis guest appearances.
Appearance timeline
How often Jason Calacanis has guested over time — by year, from tracked appearances.
Jason Calacanis has appeared on 10 recent podcast episodes across 4 different shows. GuestVine keeps this list complete and up to date — new appearances are added automatically and delivered to the podcast player you already use.
Frequently asked
- What podcasts has Jason Calacanis been on?
- Jason Calacanis has appeared on 10 recent podcast episodes across 4 shows, including AI Podcast Summaries from Transcripted.ai (VIDEO), Acquired, Life, Adventures & Piracies of Captain Singlet.
- What is Jason Calacanis's latest podcast appearance?
- The latest detected appearance is “All In Podcast: Google AI Shakeup, SpaceX’s Surge, and the SaaS Collapse” on AI Podcast Summaries from Transcripted.ai (VIDEO), published 10 Aug 2026.
- How many hours of Jason Calacanis podcast interviews are there?
- GuestVine has tracked about 7 hours of Jason Calacanis guest appearances across 10 episodes, going back to 26 Jun 2013.
- How does GuestVine keep this list updated?
- GuestVine tracks delivered guest appearances, excludes own-show episodes where possible, and links back to the original publisher audio. New appearances are added automatically as they are detected.
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