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.
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Jason Calacanis
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30 okt 2026
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Culture | Scaling Your Startup S2 E7: 15five's David Hassell & Balloon's Amanda Greenberg | E1221 25.05.2021 1:26:49
Two CEOs join to talk about intentionally creating and maintaining a workplace culture that delivers high performance. First, 15five's David Hassel shares how to build culture at scale (1:49), then Balloon's Amanda Greenberg shares a process to help leaders navigate hybrid work (26:00). To wrap, Jason joins for a Q&A session covering workplace political speech, compensation, remote work, and negot...
US initiates crypto regulation, Robinhood IPO access, Slack as a Trojan Horse PLUS Magic Spoon CEO Gabi Lewis | E1220 21.05.2021 1:03:39
Jason hits the recent restrictions on crypto from the U.S. and China, Robinhood allowing users to get in at IPO prices, and Antonio García Martínez's chat with Kara Swisher (1:15). Then in the main segment, Magic Soon Cereal Co-Founder Gabi Lewis discusses the difference between a good product and product-market fit (25:47), how Magic Spoon does influencer marketing (45:25), classic cereal flavors...
Emergency Pod! Huge Bitcoin correction, Robinhood IPO rumors, Squarespace direct listing | E1219 20.05.2021 33:52
Emergency pod! Bitcoin sees a major correction due to China's crack down (1:46). What are the chances it could it go to zero, and could China banning crypto be a blessing in disguise? Robinhood is rumored to be going public next month (14:14), what will their market cap be at IPO? Plus Squarespace goes public via direct listing (26:10)!
Marketing SEO & Conversion Funnels | Scaling Your Startup S2 E6: Gravitr's Doriane Mouret & Outlaw's Danielle Vincent | E1218 19.05.2021 1:04:18
This episode is full of tactical advice for improving your marketing operations. Gravitr's Doriane Mouret explains how to improve your conversion funnels (3:28), Outlaw's Danielle Vincent shares how to improve your SEO (33:45), then Jason joins for a Q&A covering the right cadence, location, and quality of content to publish (47:21).
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 1:29:27
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 33:18
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 1:07:33
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 52:36
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 1:18:53
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 51:27
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 1:06:39
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 1:11:14
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 57:05
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 47:44
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 52:45
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 54:12
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 1:00:18
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 17:32
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 59:24
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 1:12:51
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 33:29
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 55:50
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 47:14
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 1:11:39
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 20:20
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
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