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 22, 2026

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Episodes

Amazon in talks to acquire MGM, AT&T offloading Warner Media, Dapper Labs lawsuit plus NYT's Taylor Lorenz on creator economy, Clubhouse & Jake Paul's venture fund | E1217 18.05.2021

Jason covers Amazon's talks to acquire MGM, AT&T's spin-off of WarnerMedia to Discovery, and Dapper Labs lawsuit about the nature of NFTs (1:00). Then, NYT journalist Taylor Lorenz joins to discuss the implications of social media & its more reckless influencers (15:21), why she prefers to write for the New York Times instead of a lucrative Substack offer (48:50), and more!

Emergency Pod! Twitter is reportedly building a paid subscription called "Twitter Blue" | E1216 18.05.2021

Jason shares insights on the Twitter Blue leak (1:40) then breaks down recent product innovations, Twitter's 2021 acquisition spree, and what it all means (15:05). Check out the pod notes: https://bitly.com/e1216notes

Ask an Angel PLUS Antonio Garcia Martinez vs. Apple with Zach Coelius | E1215 15.05.2021

Zach Coelius joins Jason to answer live listener questions (1:09), and then the pair discuss Apple's recent debacle in firing Antonio Garcia Martinez after being pressured by employees (42:43). Check out the pod notes here: https://bitly.com/e1215notes

Product | Scaling Your Startup S2 E5 with Superhuman's Rahul Vohra & Fitbod's Jesse Venticique | E1214 15.05.2021

This episode reveals the product strategies of two of Jason's high-performing portfolio companies, Superhuman & Fitbod. First, Superhuman's Founder & CEO Rahul Vohra shares his 7 principles for improving products with game design (01:40), then Fitbod's CO-founder and Product Head Jesse Venticique describes how to optimize your product hook (20:08), and to wrap up, Jason brings the two together for...

Oura CEO Harpreet Rai on improving sleep, NBA partnerships, hardware & more PLUS the Instagram Kids debacle | E1213 13.05.2021

Jason gives his take on Facebook's Instagram Kids initiative (0:53), then, Ōura's CEO Harpreet Rai discusses how sleep & recovery scores are calculated (25:09), how Oura works with the NBA & enterprise to keep organizations healthy (50:49), and more! Pod Notes: http://bit.ly/e1213tnotes

Precursor Ventures' Charles Hudson & Jason give candid feedback on startup pitches at Founder University | E1212 11.05.2021

Jason & Charles Hudson from Precursor Ventures take 8 pitches from founders and give feedback on how the pitches were structured (13:10) and their business models (38:48). Pod Notes: http://bit.ly/twist1212

Facebook's Oversight Board rules on Trump ban plus how to reverse engineer TAM & more | E1211 07.05.2021

Jason covers the Facebook Oversight Board's decision on Trump (15:49), gives a potential solution for bad actors on social media that are of public consequence (39:25), provides a concrete way to reverse engineer TAM (55:00), and more!

Fundraising | Scaling Your Startup S2 E4 with Density's Andrew Farah and SoleSavy's Dejan Pralica | E1210 06.05.2021

Two startup CEOs share their approach to fundraising, Andrew Farah explains the strategy he used to raise $100M for Density (03:58), Dejan simplifies his community-forming principles for SoleSavy (38:27), and both give tactical lessons from the mistakes they made along the way (46:23)! Deck: https://bit.ly/3b8gz8g

Crafter's Morgan Spenla on delighting makers with memberships, materials, and a marketplace | E1209 05.05.2021

Morgan Spenla shares why her company Crafter delivers a wonderful experience to makers (01:06), how they monetize (15:04), why she hires customer support from Starbucks (48:07), and more!

Breaking down Basecamp's tumultuous week, politics at work & more | E1208 05.05.2021

Jason weighs in on Basecamp's ban of political discussion at work (10:57), the ensuing employee exodus (22:40), shares his policy for his companies (26:32), answers a listener's question about how to surround yourself with great people (40:09), and more! Pod Notes: http://bit.ly/e1208Tnotes

How Tiger Global is outpacing VC with better, faster, cheaper, capital ft. Founders Fund's Everett Randle | E1207 30.04.2021

Tiger Global, a crossover hedge fund, is moving at an unprecedented speed and scale in venture capital. Everett Randle of Founder's Fund joins Jason to break down Tiger Global's strategy, discuss the implications for the investing ecosystem (13:14​), explain his "Walmart of VC firms" mental model (24:42​), and more! Pod Notes: http://bit.ly/E1207Tnotes

Sales | Scaling Your Startup S2 E3 with GRIN's Brandon Brown and LeadIQ's Mei Siauw | E1206 29.04.2021

A high-functioning sales machine is a way to predictably scale revenue quickly. Two 8-figure B2B SaaS CEOs share the lessons they've learned from building effective sales teams including how to create an effective sales motion (2:49), structure a sales pod (12:00), hire a great VP of sales (15:10), train SDRs into AEs (28:55), deal with average performers (47:54), and more! Slide Deck Slide Deck:...

Arlan Hamilton on raising $5M in crowdfunding, empowering & educating underestimated founders | E1205 27.04.2021

Arlan Hamilton of Backstage Capital discusses her $5M crowdfunding raise on Republic (04:16​), what's "popping" in her current portfolio (20:06), her founder education course (49:46), and more! Check out the pod notes here: http://bit.ly/1205podnotes

Emergency Pod! Tim Cook vs. Mark Zuckerberg: Apple and Facebook go to war over privacy updates | E1204 27.04.2021

Jason dives deep on Apple vs. Facebook: the numbers, the philosophical differences, the potential outcomes & more! (5:05) Check out the full pod notes here: http://bit.ly/e1204podnotes

Altimeter's Brad Gerstner on taking Grab public in largest SPAC ever, fixing broken IPOs | E1203 23.04.2021

Crossover technology investor Brad Gerstner discussed Altimeter Capital taking Grab public in the largest SPAC ever (38:55), why the IPO process is broken and how to fix it (12:55), and the responsibility of people with platforms to encourage responsible retail investing (22:12). As well as, how $2000 for every American invested in the public markets at birth would display the power of capitalism...

Social Marketing | Scaling Your Startup S2 E2 with Mehak Vohra and Kate Bradley-Chernis | E1202 21.04.2021

Jason is joined by two outstanding CEOs running marketing companies, Mehak Vohra (Skillbank) & Kate Bradley-Chernis (Lately). Mehak shared the strategies she used to drive signups for Skillbank on TikTok(2:57). Kate shared her top business writing techniques (18:48), how to create engagement for B2B sales on LinkedIn (24:15), and more! To see the deck discussed in this episode go to https://bit.ly...

Emergency Pod! Jason reacts to the Apple event: M1 iMac & iPad Pro, AirTags, Podcasts & more | E1201 21.04.2021

Jason reacts to all of Apple's most notable product releases from their Spring Loaded event: Apple Podcasts redesign (2:43), AirTags (13:09), M1 iMac (20:08), M1 iPad Pro (25:15) & more!

MetaKovan on financing digital art & buying Beeple's $69M NFT, plus Clubhouse facing new competition in social audio | E1200 20.04.2021

Check out Metapurse: https://metapurse.fund FOLLOW MetaKovan: https://twitter.com/metakovan FOLLOW Jason: https://linktr.ee/calacanis

Jason's EOW (End of Week) | 4/16/20 17.04.2021

Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp FOLLOW Jason: https://linktr.ee/calacanis

Republic CEO Ken Nguyen on making early-stage investing for everyone | E1199 16.04.2021

Kendrick Nguyen of Republic, an early-stage investing platform, talks about the power of the retail investor crowd, how startups can convert their followers into investors (13:05), Republic's diligence process for deals on their platform (47:46), and more!

Throwback! Coinbase CEO Brian Armstrong from November 2017 15.04.2021

Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Watch the full episode: https://youtu.be/AIC62BkY4Co Check out the pod notes: https://rb.gy/1vlx74

Growth | Scaling Your Startup S2 E1 with Growth University's Craig Zingerline and Fitbod's Allen Chen | E1198 14.04.2021

Check out Growth University: https://growthuniversity.io Check out Fitbod: https://www.fitbod.me https://twitter.com/craigzingerline FOLLOW Allen: https://twitter.com/allenchen1217 FOLLOW Jason: https://linktr.ee/calacanis

Dapper Labs CEO Roham Gharegozlou on powering NFTs, NBA Top Shot, & CryptoKitties | E1197 13.04.2021

Check out Dapper Labs: https://www.dapperlabs.com​ FOLLOW Roham: https://twitter.com/rohamg​ FOLLOW Jason: https://linktr.ee/calacanis​

Building a production location marketplace with Hank Leber, Co-Founder of Giggster | E1196 09.04.2021

Check out Giggster: https://giggster.com FOLLOW Hank: https://twitter.com/hankleber FOLLOW Jason: https://linktr.ee/calacanis

Snack App's Kim Kaplan PLUS 3 key metrics that matter for consumer, enterprise SaaS & marketplace startups | E1195 06.04.2021

Check out Snack: https://www.thesnackapp.com FOLLOW Kim: https://twitter.com/Kimberly_Kap FOLLOW Jason: https://linktr.ee/calacanis

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