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

$AMZN acquiring One Medical, The Snyder Cut bot army, + maybe some Jay Trading | E1514 22.07.2022

First up, Jason and Molly break down Amazon acquiring One Medical for $3.9B — what is the long-term strategy here (2:44)? And you know it's Thursday, so you know we had to have Lon Harris on the show (16:36). We break down the Snyder Cut bot craziness (24:38), and Netflix's path forward (37:25). There might even be a Jay Trade involved! (0:00) Jason and Molly tee up the show! (2:44) Amazon acquire...

Jay Trading: $NFLX Q2 earnings, The Blueprint E2: when to quit your job, + more | E1513 21.07.2022

Yesterday, Netflix released its Q2 earnings, and this prompted Jason to make some Jay Trades (2:53). Then, we have our second installment of "The Blueprint," where Jason breaks down when you should quit your job (45:14). Finally, we wrap with our Startup of the Day: BeReal (1:06:48). (0:00) Jason and Molly tee up today's show! (2:53) Jay Trading: Jason does some Jay Trading in relation to the Netf...

Ask an Angel with Zach Coelius: practical advice for founders and investors in a downturn | E1512 20.07.2022

Molly had a big board meeting today, so we had our guy Zach Coelius join for another version of Ask an Angel (1:32). Zach and Jason share their thoughts on remote work (4:40), the downturn (22:10), and then they answer audience questions (41:22). It's a solid episode for founders and investors! (0:00) Jason intro's today's Ask an Angel episode with Zach Coelius (1:32) Ask an Angel with Zach Coeliu...

Andy Jassy's lobbying efforts, small US cities enticing remote workers, Phaidra Series A | E1511 19.07.2022

Today, Amazon CEO Andy Jassy is celebrating his one-year anniversary, and the NYT published an interesting profile that has a lot to do with regulatory scrutiny (3:01). Then we cover the boom of remote work incentive programs all over the US to attract remote tech workers (27:00). And, we get into an awesome new company called Phaidra in our Series A segment… some former DeepMind engineers started...

Taking the leap on valuation, strategic retreats (VC School), + more | E1510 17.07.2022

On today's episode of VC Sunday School, Molly asks Jason about taking the leap on valuation (2:10) and best practices for strategic retreats (11:41). Then, Molly speaks with Meiling Gao and David Lu of Clarity Movement, to talk about their hardware for measuring air quality (33:25). (0:00) Jason and Molly intro today's show! (2:10) VCSS: Taking the leap on valuation (10:28) Embroker - Get an extra...

$AMZN considers dropping "Basics", FCC Commissioner Carr on banning TikTok + more | E1509 16.07.2022

Today, we cover the WSJ reporting on Amazon thinking of exiting the private-label business entirely (2:26). Then, Jason talks to FCC Commissioner Brendan Carr about banning TikTok in the US (15:23). And of course, we wrap with another episode of OK Boomer from Producer Rachel (56:17). Check out BuzzFeed's report on TikTok: https://www.buzzfeednews.com/article/emilybakerwhite/tiktok-tapes-us-user-d...

Jay Trading, Stripe valuation cut, $NFLX ads, $PTON outsourcing, + more | E1508 15.07.2022

Today, Jason makes his first investment in our new Jay Trading segment (which is not investing advice), and Jason and Molly break it down (3:22). Then, we do a little segment called "Series A & M&A" (24:40)! We also cover Stripe's 409A valuation (37:52). And of course, we have to cover the Netflix + Microsoft partnership (45:50). Finally, we wrap with Peloton outsourcing their hardware manufacturi...

The Blueprint E1: Branding yourself, + Jeffrey Pfeffer on the 7 Rules of Power | E1507 14.07.2022

Today we kick off our new series, "The Blueprint." Jason gives practical advice on how to brand yourself (1:33). Then, Jason sits down with Stanford professor and author Jeffrey Pfeffer to talk about his new book, "7 Rules of Power: Surprising--but True--Advice on How to Get Things Done and Advance Your Career" (14:36). (0:00) Jason tees up today's show! (1:33) The Blueprint E1: branding yourself...

3AC liquidation chaos, Taibbi's USDC deep dive, startup employee advice + more | E1506 13.07.2022

First, we break down the 3AC situation where the founders were reportedly MIA for about 12 hours (1:52). It's a complex situation, and we try and make sense of it. Then, we cover Matt Taibbi's deep-dive article on Circle (8:10). Jason also gives his thoughts on a recent Twitter thread about how to succeed as a low-level startup employee (33:27). And we wrap with a little M&A story from Spotify (40...

Twitter deal called off, Uber leaks, + Apple Car setbacks | E1505 12.07.2022

Today we talk about the Elon Musk & Twitter deal-or-no-deal (2:14). Then we get into two big pieces of Uber news today: first, over a hundred thousand leaked documents about Uber's aggressive expansion efforts back in the early days (20:47), and second, present-day Uber under Dara is testing out geo-located ads (33:18). Finally, we've also got some insider dirt from Apple's autonomous car efforts...

Molly's first 6 months as an investor (VC School), + EV battery recycling | E1504 10.07.2022

For today's VC Sunday School, Jason asks Molly what she's learned in her first six months as a venture capitalist (1:59). Then, on This Week in Climate Startups, Molly speaks with siblings Steven and Zora Chung of ReJoule about EV battery recycling (18:52). (0:00) Jason and Molly intro the show (1:59) VCSS: Molly's first 6 months as an investor recap (14:06) Bubbles - Get your point across with un...

Frost Giant CEO Tim Morten on gaming business models, Esports & more | E1503 09.07.2022

Today, Jason sits down with Frost Giant CEO Tim Morten to discuss the gaming business models, Esports, and more (1:50). Then, on this week's OK Boomer segment, Producer Rachel speaks with Richard Mensah, co-founder of Salley, about being an international founder (1:09:45). (0:00) Jason and Molly introduce today's show (1:50) Jason speaks with Production Director & CEO of Frost Giant, Tim Morten (1...

Balwani found guilty, Crypto crash updates, + Turkey's rare earth discovery | E1502 08.07.2022

First, we cover some breaking news: Theranos ex-president Sunny Balwani has been found guilty of fraud (2:27). Then we dive into crypto: those responsible for the lack of crypto regulation in the US might also have significant crypto investments themselves, and the US is currently trying to change that (13:42). Then a big class-action lawsuit hits Solana and takes aim at VCs (23:09). But it's not...

Crypto Updates: Voyager files bankruptcy, Celsius pays debt, + Jason Q&A | E1501 07.07.2022

Molly is out today, but don't worry- we still have crypto news to cover. Crypto firm Voyager Digital filed for bankruptcy (2:14), and crypto loan company Celsius paid some debts (10:43). Finally, Jason takes some questions in today's Ask Jason segment (25:35)! Voyager Bankruptcy Filing: https://cases.stretto.com/public/x193/11753/PLEADINGS/1175307062280000000036.pdf (0:00) Jason introduces today's...

"Minions" record-breaking viral strategy, TikTok algo, reframing semiconductors & energy | E1500 06.07.2022

On today's show, Molly and Jason catch up after the long weekend (0:00) before breaking down how the new "Minions" movie broke a box office record by using TikTok, catchy hooks, and viral marketing (5:19). They also cover TikTok dropping plans to expand its ecommerce platform into the US and Europe (29:52), before covering the "Chips Act" stalemate and discussing how we should reframe semiconducto...

VC School: What's a venture scale business + Matt Duesterberg of OhmConnect | E1499 03.07.2022

For today's VC Sunday School, Molly asks Jason about what makes a venture scale business (2:20). Then, for This Week in Climate Startups, Molly sits down with Matt Duesterberg, co-founder of OhmConnect (19:38). (0:00) Jason and Molly tee up today's show (2:20) VCSS: What is a "venture scale business"? (12:15) OpenPhone - Get an extra 20% off any plan for your first 6 months at https://openphone.co...

Crypto crash updates, Sequoia's structure, $ZM product expansion, Starlink & more | E1498 01.07.2022

First, we cover an update from the BlockFi CEO denying that FTX is buying them for $25N (2:33), and we have a couple more crypto quick hits (5:51) before we touch on Sequoia's largest investments being down 70% (34:01). Klarna is raising way down at a $6B valuation (45:23), Zoom is looking to expand beyond video conferencing, (54:50), and the FCC approved Starlink to supply internet to moving vehi...

FTX buys BlockFi for $25M, Sequoia raising $2.25B, AI Umpires for MLB, Substack layoffs | E1497 01.07.2022

First, we talk about Meta's new Facebook Groups overhaul that looks like Discord (2:35). Then we touch on Sequoia raising over 2 billion for its US venture and growth funds (20:31) and FTX acquiring BlockFi for $25M, 99% below their last private valuation (32:08). For our We Live in the Future, the MLB is looking to automate home plate umpires by 2024 (52:17). Finally, it appears Subtstack is maki...

Downtown Josh Brown & Michael Batnick on Disney+, Peloton, Knicks, podcasting, markets, & more | E1496 30.06.2022

Today, Jason is joined by the hosts of "What are your thoughts?" Downtown Josh Brown (CEO of Ritholtz Wealth Management) and Michael Batnick (Managing Partner at Ritholtz Wealth Management). They discuss the Knicks (1:22), Podcasting (14:25), markets (26:20), Disney (37:52), and more. Finally, Jason takes some audience questions (44:50). (0:00) Cold Open (1:22) Downtown Josh Brown & Michael Batnic...

SBF buys the crypto dip, hedge funds short Tether, VC funding down, flying nuclear cruise mockup | E1495 28.06.2022

First, we dig into the crypto contagion where FTX CEO Sam Bankman-Fried is stepping in to backstop crypto lenders (2:56). Then, we check in on the billions of dollars sitting in SPACs- remember those (39:27)? We do a quick hit on the venture market drying up in Q2 (54:27) before we get into our We Live in the Future: a mockup of a SkyCruise luxury airliner that uses nuclear power and never lands (...

Digital surveillance risks post-Roe v. Wade ruling with Legal Voice's Kim Clark + PE firm acquires Zendesk for $10.2B | E1494 27.06.2022

Today, we bring on Kim Clark, an attorney at Legal Voice, who reached out to Molly after listening to our shows last week that mentioned the impacts of surveillance on healthcare privacy, notably abortion (2:13). And in related news, today's Startup of the day is Stardust, an end-to-end encrypted Period Tracking App (39:13). Then, we cover a non-Roe v. Wade story: Zendesk will be acquired by an in...

How to co-invest with other firms (VC School) + Electric Sea Gliders: REGENT Co-Founder Billy Thalheimer | E1493 26.06.2022

For today's VC Sunday School, Molly asks Jason about co-investing with other VC firms (3:11). Then for This Week in Climate Startups, Molly sits down with REGENT co-founder Billy Thalheimer to talk about the ins and outs of their electric sea gliders (29:46). (0:00) Jason and Molly tee up today's show! (3:11) VC Sunday School: Co-investing with other VC firms, how and when to do it (12:59) Swag.co...

Praying For Exits on Markets, Crypto, Startup Valuations + Anisha Sunkerneni of Cyphr VC | E1492 25.06.2022

Today, Jason sits down with the anonymous account Praying For Exits — they discuss everything going on in markets, crypto, startup valuations post-crash, and even what was behind the All in podcast controversy (3:09). Then, Producer Rachel sits down with Anisha Sunkerneni of Cyphr VC to talk about NFT NYC and navigating tech events (1:13:30). (0:00) Jason and Molly intro today's show! (3:09) Jason...

Obi-Wan finale + Healthcare's hidden money pit with Capital RX CEO AJ Loiacono | E1491 23.06.2022

Today we bring on Lon Harris to discuss the Obi-Wan Kenobi finale (2:23), then we do a quick hit on the FDA taking action against Juul (42:14). Finally, Molly chats with AJ Loiacono from Capital RX, who is laser-focused on increasing transparency in prescription drug pricing (55:26). (0:00) Jason and Molly intro today's show (2:23) Lon Harris joins to recap the Obi-Wan Kenobi finale (10:45) Baires...

TikTok data security, the Chinese surveillance state, Amazon running out of warehouse workers | E1490 22.06.2022

Today we kick it off with a discussion of BuzzFeed's reporting on TikTok, and we debate if there are real risks to worry about here (2:04). Then, we discuss Amazon forecasting it will run out of workers in some of the cities it operates in (37:16). Finally, we talk about some of the ways we are reducing our consumption (43:55). (0:00) Jason and Molly tee up today's topics! (2:04) TikTok: BuzzFeed...

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