Jason Calacanis

This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

Be sure to visit the podcast's website and support the creator: thisweekinstartups.com

Author

Jason Calacanis

Category

Technology

Podcast website

thisweekinstartups.com

Latest episode

Oct 20, 2026

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Episodes

Apple AR headset scoops with Mark Gurman + Campbell Baron: Gen Z startup content creator | E1366 23.01.2022

First, Jason and Molly chat with on the top Apple reporters, Bloomberg's Mark Gurman, about Apple's AR headset (2:02). They talk about Apple's strategy, timeline, competitive strengths and more. Then our Producer Rachel chats with Campbell Baron, a 19-year old who sold his TikTok to Workweek, a new startup-focused media company (1:00:25). Campbell created business content and accumulated millions...

Google AR, Peloton pullback + David Friedberg: Cana, the first molecular beverage printer | E1365 21.01.2022

David Friedberg joins to discuss The Production Board's latest company, Cana, which is making, the world's first molecular beverage printer. But first Jason and Molly break down some news. Google is reportedly working on an AR headset (2:15) and Peloton trying to improve their bottom line by raising prices and reportedly halting production and trimming headcount (18:54). Then, David joins to chat...

FTC antitrust revision, 5G rollout pause + David Rosenthal's $2.8M fund: Angel S6 E2 | E1364 20.01.2022

First Jason and Molly cover how 5G rollouts are causing problem with airlines (2:03) and Lina Khan's remarks on reworking antitrust regulation to not only consider deals inflicting consumer harm, but those lessening competition (10:10). Then, David Rosenthal for Season 6 Episode 2 of Angel (29:00) - David's been a VC for a while, but he just launched a new $2.8M fund part-time with Nat Manning - W...

Full breakdown of Microsoft acquiring Activision-Blizzard for ~$70B+ | E1363 19.01.2022

Microsoft has announced its intention to make the largest tech acquisition ever by buying Activision-Blizzard for ~$75B ($68.7 when you net out Activision's cash). This is Microsoft's 3rd major gaming acquisition as it attempts to build the "Netflix for Gaming" with its Game Pass service. We cover the details of the deal: what the combined company will look like, how this fits into Microsoft's met...

Snowflake CEO Frank Slootman: victory through taking ownership, increasing velocity & cultivating talent | E1362 18.01.2022

Frank is the Chairman & CEO of Snowflake, a data warehousing company he joined and rapidly accelerated in 2019. Frank led Snowflake to the largest software IPO in history (his third massive IPO as CEO). Previously, he grew Data Domain from $0 in revenue in 2003 to a ~$776M IPO in 2007 and then grew ServiceNow to a $22B market cap. In this episode you will learn the principles Frank uses to achieve...

Oath Keepers indicted from Signal messages, U.S. House subpoenas tech platforms + Alex Masmej: selling a personal token | E1361 14.01.2022

First, Jason covers the how Signal messages led to the Oath Keeper sedition indictments (1:47) and how Google, Facebook, Reddit, and Twitter are being subpoenaed by the House committee investigating Jan 6th, 2021 (15:32). Then Producer Rachel has an "OK Boomer" segment where she talks with Alex Masmej a French entrepreneur about his experience raising $20K from selling a personal token, $ALEX (27:...

1M fewer college students: is it a problem? + Ask an Angel with Zach Coelius | E1360 13.01.2022

First Jason covers the recent college enrollment decline (1:23) and lay out his alternative (9:56). Then Zach Coelius joins for an Ask an Angel session, where they answer 12 audience questions about investing and startups (20:37). (00:00) Jason intros the show (01:23) There are 1 million fewer college students in the U.S. compared to pre-pandemic levels (08:57) Dataiku - Create transparent, repeat...

$140B streaming wars 2022 budget, Warren's bad "Big Grocery" take + Mac Conwell: Angel S6 E1 | E1359 13.01.2022

First we talk about how the top streaming platforms projected to spend $140B on content in 2022 (2:18) and Elizabeth Warren's bad take on grocery stores. Then Mac Conwell "Mac the VC" joins the show as the first guest for Angel Season 6 (49:29) to share his story and how he invests. (00:00) Jason and Molly intro the show (02:18) HBO to spend $18B on streaming in 2022, how does it stack up? (10:39)...

Y Combinator's New Deal, Turo S-1 + Deep Sentinel CEO Dave Selinger: Human-in-the-loop security cameras | E1358 11.01.2022

First Jason and Molly discuss YC's new $500K deal for startups and what that means for founders and early stage investors (1:53). They also dig into car-sharing app Turo's S-1 (25:32). Then Redfin Co-founder and current Deep Sentinel CEO Dave Selinger joins to discuss how his company blends human monitors and AI-enabled cameras to deliver an unmatched security camera experience (38:25). (00:00) Ja...

Tech pullback, SEC considers tightening startup investing regulations, Apple XR headset leaks | E1357 11.01.2022

We cover the tech stock pullback (1:34), discuss the impact of the SEC exploring more restrictions and disclosures for late stage private companies (12:00) and share details about Apple's mixed reality headset are leaking (37:07). We wrap with a new segment... over/under(45:11)! 00:00 Molly intros the show 01:34 Tech stock pullback amid rate-hike concerns 10:48 Marketerhire - Get $500 off your fir...

Sunday VC School: valuation vs. traction matrix + Climate: New Energy Nexus CEO Danny Kennedy | E1356 09.01.2022

Welcome to our new Sunday show. Each episode will have two segments, Sunday VC School and Climate startups. First, Jason and Molly discuss early-stage investing including, Jason's valuation vs. traction matrix (1:44) and developing a BS detector (23:03). Then Jason introduces Molly's new climate segment (27:15) and then Molly interviews New Energy Nexus CEO Danny Kennedy (33:38). They discuss what...

Kazakh Bitcoin mining outage, Synthetic actors, Memes + Ben Awad: Gen Z Programming Mentor | E1355 07.01.2022

Jason and Molly cover how 15% of the world's bitcoin mining network going down when Kazakhstan's internet was shut off (3:11) and Chainalysis' scam report (12:32). Then they do a "We Live in the Future" segment about AI created actors (16:49) and "Memes of the Week" review of Marc Andreessen's tweets (25:32). Finally, Producer Rachel wraps with an "OK Boomer" interview with YouTube creator and sof...

GETTR & social media moderation, NYT to acquire The Athletic + Axie Infinity's Jeff Zirlin on NFT gaming | E1354 07.01.2022

00:00 Jason & Molly intro the show 02:25 GETTR get a bump in downloads after Joe Rogan joins 09:55 Dataiku - Create transparent, repeatable, and scalable AI and analytics programs. Visit https://dataiku.com to learn more. 11:00 The darker side of community on the internet 15:54 Jason's take on decentralized social media 18:38 Eight Sleep - Go to https://eightsleep.com/twist to check out the Pod Pr...

OpenSea raises $300M, VW & Toyota commit $170B to EVs, China's strangled tech sector, New media | E1353 06.01.2022

In this all news show, Jason and Molly cover Toyota & Volkswagen committing a combined $170B to take on Tesla's EV dominance (2:30), NFT platform OpenSea raising a $300M Series C at a $13.3B valuation (20:08), China's tight grip on tech causing job loss and accelerating company closure (44:50), and how Ben Smith from the NYT is teaming up with Bloomberg Media's CEO to launch a new media company (5...

Elizabeth Holmes is guilty, Amazon wins over socialists, Biden sanctions China | E1352 05.01.2022

Jason and Molly cover Theranos' Elizabeth Holmes guilty verdict (1:47), how even socialists have admitted that Amazon is the best place many people have ever worked (40:08). To wrap they dig into Biden's new sanctions against China the implications from decoupling our economies (56:16). (00:00) Jason intros the show (01:47) Elizabeth Holmes Theranos fraud trial verdict (09:36) Vanta - Get get $1,0...

How JOKR lost $159 per order, rising startup valuations, OpenSea freezes stolen NFTs, Web 2 CEOs troll Web 3 | E1351 04.01.2022

Jason and Molly cover how QuickCommerce startup JOKR lost $159 per order in the US in August (1:54), the state of startup valuations (25:57), Jason's case of COVID & the state of testing (32:00), OpenSea freezing over $2M worth of stolen NFTs (52:28) and they wrap with quick recap of the latest chapter of Web 3 Twitter beef featuring AirBnB CEO Brian Chesky and Box Founder Aaron Levie (58:24).

The 2021 TWISTY Awards: best guest, most awkward moment, best chemistry & more! | E1350 27.12.2021

Jason hosts "The 2021 TWISTY Awards" where we give out 10 awards for top podcast moments from this year including: the most surprisingly awesome guest (02:17), best chemistry (04:48), best live moment (23:43), most awkward moment (28:51), funniest moment (36:51), best guest (45:19) and more! At the end he has a short "after-party" discussion with producers (50:58). Thank you for listening, this is...

Web3 wars & Rivian Q3 earnings with our new co-host Molly Wood! | E1349 22.12.2021

Jason is joined by This Week in Startups' new co-host Molly Wood for a news show. First they cover why Molly joined the TWiST team (1:24), then they dig into the Web3 wars erupting on Twitter (24:00) and break down Rivian's Q3 earnings (51:45). Producer's note: this is our only podcast this week

Praying For Exits: the satirist of venture capital | E1348 17.12.2021

Praying for Exits, the top meme account in Venture Capital joins to discuss being a pseudonymous commentator (01:13), why VCs spend too much time brand building (12:37), entitlement in tech (23:47), assessing founders and companies qualitatively and quantitatively (35:46), crazy VC stories (52:10) plus so much more!

Melania Trump's NFT, Reddit to go public + Twitter's Tony Haile: news & product evolution | E1347 17.12.2021

First Jason covers Melania Trump launching an NFT series (02:27) and Reddit just filing to go public(13:10). Then, Twitter's Tony Haile joins (24:14) to talk about selling his startup Scroll to Twitter, helping lead Twitter's product team (37:07), Twitter's roadmap and more.

mRNA cancer treatment, Google's vax policy, Better.com CEO "taking time off" + Founder roundtable: PaidBack, Wearwell, SupporTrends | E1346 16.12.2021

First Jason covers the Mayo clinic's promising new signs for mRNA cancer treatment (02:02), Google's firm vaccine policy (07:41) and the Better.com CEO stepping away after last week's meltdown (16:39). Then, Jason brings on three founders he has invested in and chats with them about their company: SupporTrends co-founder Oliver Rowen on customer insights (25:23), Wearwell co-founder and CEO Erin H...

What Elizabeth Holmes's prosecution missed, Nike buys NFT studio, Tether, the power of equity, ISS tourism | E1345 15.12.2021

All news show! First Jason gives an Elizabeth Holmes trial update and reveals the key point the prosecution missed (2:12). Then he covers, Nike acquires an NFT company (14:17), $USDT becoming an official currency of a shadow government in Myanmar (31:55), how "The Hangover" director Todd Phillips made $150M on the trilogy (36:58) and the Japanese billionaire who delivered UberEats to the internati...

Is Peloton undervalued? + Rad Power Bikes CEO Mike Radenbaugh + Succession recap, All-in | E1344 14.12.2021

First, Jason breaks down the math of why Peloton might be undervalued (3:23). Then, the founder and CEO Rad Power Bikes Mike Radenbaugh joins to discuss building a massive ebike company (15:36), the most innovative features, ebike regulation and cites. Then, *spoiler alert* Jason gives his top takeaways from the Succession season three finale recap (01:05:58) and Producer Nick pitches a storyline...

Guess the fake startup + Founders of Jenni.AI, Wearloom, Track, Llama Life + How to hire Gen Z | E1343 10.12.2021

First, Jason plays "Guess the Fake Startup" (1:30). Then, Jason interviews four founders he invested in (12:50): David Park from Jenni.ai about computer copywriting assistants (18:08), Samuel Spitz from Wearloom on aggregating the resale marketplace shopping experience (28:11), Sudhama Bhatia from Track about his premium calendar client (40:35) and Marie Ng from Llama Life on building a time-based...

Armstrong & Tether skip crypto hearings, Adele's NFT resale solution + Startup Checklist E10 | E1342 10.12.2021

First, Jason covers the recent crypto hearings (1:25), then offers a brief potential NFT solution for Adele's ticket scalper problem (16:06). After the news, Jason closes out the 100-point Startup Checklist with ten tips for founders including, lean management (23:19), constant product engagement (43:51), monthly updates (46:30) and more!

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