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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Forfatter

Jason Calacanis

Kategori

Technology

Podcastens hjemmeside

thisweekinstartups.com

Seneste episode

20. okt. 2026

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Episoder

Coinbase's mutable messaging, Revitalizing Peloton and High-growth companies poised for a comeback | E1391 23.02.2022

First, we cover Coinbase CEO Brian Armstrong potentially taking credit for an idea generated by a creative firm (2:09). Then, we cover Peloton's new CEO Barry McCarthy's vision for a revitalized Peloton (15:29). To wrap, we break down a dozen growth stocks that are down over 60% off their 52-week highs. We forecast two winners, one with the highest upside and one with the lowest downside (27:53)....

From PM to GP: Roach Capital's Fahd Ananta | Angel S6 E6 + OK Boomer: Dive Chat | E1390 19.02.2022

00:00 Jason intros the show, Roach Captial's first fund, and Producer Rachel's interview with the Dive Chat founder01:33 Angel Season 6 - First Time Funds 04:07 Fahd Ananta of Roach Capital's path from founder to PM to VC 06:08 Fahd's Angel investing beginnings in at Shopify 10:20 How Fahd made the transition from Angel investing to raising a fund 13:03 Ourcrowd - Check out the deal of the week at...

Spotify's ad-tech acquisitions to take on YouTube with The Verge's Ashley Carman + Founder University Pitches | E1389 18.02.2022

Ashley Carman joins Jason & Molly to discuss Spotify's acquisition of podcast ad-tech companies Chartable and Podsights (1:55). Ashley is a senior reporter at The Verge and the lead writer at HotPod. We dig into why she thinks Spotify's main competition is YouTube and how the Big Tech and Big Media podcasting efforts are playing out. After that, 10 companies pitch Jason and the team in rapid-fire...

Keith Rabois of Founders Fund + AirBnB's earnings & evolving customer base, SF BOE recall | E1388 17.02.2022

World-class investor-operator Keith Rabois is back for his eighth time! But first, Jason breaks down Airbnb's great Q4 and full-year earnings report (2:42) and how its customer segment is evolving. Then, he briefly covers the SF Board of Education recall (22:58). When Keith joins (31:27), he and Jason discuss: 1. How he called the top of the tech market in November 2021 2. Keith's 2019 prediction...

Do startup employee stock options need an overhaul? Softbank's failed Arm sale + Growth University's Craig Zingerline | E1387 16.02.2022

Catalyzed by a Ryan Breslow viral tweetstorm, we break down the arguments for if companies should loan money to employees to allow them to exercise their stock options early (1:42). Then, we briefly cover Nvidia's attempted Arm acquisition falling through and what it might mean for the SoftBank-owned chip designer (30:21). Finally, Molly interviews Craig Zingerline from Growth University, a LAUNCH...

Crypto's Super Bowl blitz, Joby's asian air-taxi partnerships, Affirm's earnings & BNPL growing pains | E1386 15.02.2022

First, we break down the Crypto companies that ran super bowl ads and see how they stack up against the dot-com era ads (1:53). Then, we do an update on Joby aviation now that they are trying to roll out an air taxi service in South Korea (28:03). To wrap, Molly covers the BNPL (Buy Now, Pay Later) space and the challenges these companies are having as they scale, specifically Affirm's recent earn...

VC Sunday School: first-tier investor behavior + Climate: Dangerous Ventures' Mike Lin | E1385 13.02.2022

Jason and Molly begin this double-header Sunday show with a VC Sunday School segment on top-tier VC behavior (01:38). You will learn: 1. How first-tier VCs compare to second-tier VCs 2. When VCs should intervene in a portfolio company 3. The difference between micromanaging and good governance 4. Jason's framework for ensuring alignment: Mission, Plan, Strategy, Tactics 5. Why good Board Members r...

Rapid Disney+ growth, Predicting preference with Qloo's Alex Elias, OK Boomer: Zehra Naqvi's Z-list | E1384 11.02.2022

Jason and Molly open the shown discussing Disney's Q1 Earnings and the 37% increase in Disney+ subscribers (01:51). Then, Qloo CEO Alex Elias joins to discuss his AI prediction company (21:12). You will learn: 1. How Qloo uses machine learning to understand taste and draw cultural correlations 2. Why Qloo adopted an API business model and is focused on developers 3. Ways businesses and brands are...

Peloton's new CEO + Cake Ventures' Monique Woodard Angel S6 E5 | E1383 11.02.2022

In the opening news segment, Molly and Jason break down the news around Peloton's new CEO, Barry McCarthy, including the open letter he sent to the company, his background and principles for success (2:05). Then, Monique Woodard of Cake Ventures joins for Episode 5 of Season 6 of Angel (32:50). Monique was a founder, startup community leader, VC scout, and VC partner before raising her first fund....

$3.6B crypto hack recovered + Segment co-founder Peter Reinhardt's next bet: Charm Industrial | E1382 10.02.2022

We have a great interview with a serial-founder today! But first, Molly and Jason cover one of the craziest stories of the year. A couple has been charged with conspiring to launder ~$3.6B worth of crypto from the 2016 Bitfinex hack. Ilya is a former YC founder and Heather part-time rapper. Today's Guest is Peter Reinhardt, the co-founder of Segment, a customer data platform that sold to Twillio f...

Peter Thiel departs FB board, John Foley steps down at Peloton, Should Amazon spin off AWS? + Startup of the Day: Island | E1381 09.02.2022

Molly and Jason cover Peter Thiel stepping down from FB's board and look back at the board's evolution over time (2:07). Next, we cover Joe Lonsdale's op-ed in the Wall Street Journal, where he argues AWS should be split off from Amazon (27:41). We debate if valuations would increase if separated. Then, Peloton Founder & CEO John Foley is stepping down as the firm lays off 2800 people (40:30). We...

Spotify's saga continues, $FB warns of EU exit, GoFundMe's protest refund, Peloton's suitors | E1380 08.02.2022

Molly and Jason catch up on the big news stories from the weekend. First, we talk about the Joe Rogan & Spotify saga (1:51) and size up the odds of Rogan finishing out his contract with Spotify (15:41). Then, we cover Facebook warning about pulling Instagram and Facebook out of Europe due to privacy regulations (29:54). Next, we cover GoFundMe's decision to pull funding for the "Freedom Convoy" pr...

John Doerr of Kleiner Perkins with Ryan Panchadsaram + VC Sunday School: cap table management | E1379 06.02.2022

John Doerr of Kleiner Perkins joins to discuss his lessons from a career of investing and his new book "Speed & Scale: An Action Plan for Solving Our Climate Crisis Now," alongside his co-author Ryan Panchadsaram. But first, Jason gives a 10-minute crash course on how to navigate messy cap tables in our latest VC Sunday School segment (1:54). Then John and Ryan join Molly and Jason for a conversat...

NYC delivery wars, Cruise gives driverless rides in SF + Gopuff Co-CEO Rafael Ilishayev | E1378 04.02.2022

First Jason and Molly discuss reports from "The Information" that Jokr is looking to sell its NYC delivery business due to heightened competition (1:51). Next, they cover how Cruise is opening up its driverless vehicles to give rides in San Francisco (11:09). Then, Gopuff Co-founder and Co-CEO Rafael Ilishayev joins to discuss his rapid delivery business (19:12). Almost a decade ago, Raf and his c...

Full $FB earnings breakdown, NFT company violates music IP + Behind Genius' Paige Finn: Angel S6 E4 | E1377 04.02.2022

In the opening news segment, Molly and Jason break down the numbers behind Facebook's colossal drop in market cap (2:42). Then, they cover a company that seems to be violating music copyrights to sell NFTS (38:14). Then, Paige Finn of Behind Genius joins for Episode 4 of Season 6 of Angel (49:45). Paige became interested in venture capital during college, but within a year and a half of graduating...

All-In's hijacked feed, Google's earnings breakdown, Jason's legendary iPad troll | E1376 03.02.2022

First, Jason explains how someone copied the All-In podcast, put in ads, and then redirected Google's podcast player to display it as the real All-In feed (1:44). Then, we break down Google's Q4 and full year earnings for 2021 (18:25). Is Google the best business ever? Then, Jason tells the story of "The Great iPad Troll of 2010" (45:10). 00:00 Jason & Molly intro the show 01:44 How someone hijack...

Playstation's $3.2B Bungie acquisition, Metafy gaming tutoring, Shopify CEO joins Coinbase Board of Directors | E1375 02.02.2022

Another big news drop in the gaming space! Jason and Molly discuss Sony is acquiring Bungie for $3.6B (2:36). We break down what this means for Sony, Bungie's crazy history, and if other big tech giants should look for M&A targets in gaming. Then, we talk about our startup of the day called Metafy which allows pro gamers to do 1-on-1 teaching, online for hourly rates (29:38). Finally we wrap with...

Breaking down Ryan Breslow's YC critique + Spotify's solution & Joe Rogan's response | E1374 01.02.2022

Over the weekend Bolt CEO Ryan Breslow wrote a big thread on why he thinks Y Combinator isn't worth it. We break it down point by point and assess the validity of the claims (7:07). Right before we started recording, news broke that Breslow was leaving the CEO role to assume the executive chairman position, so we cover that too (2:11). Then, we cover Joe Rogan's expla-nology (explanation/apology)...

VC Sunday School: startup investing in a down market + Emily Kirsch of Powerhouse Ventures | E1373 30.01.2022

Jason says, "fortunes are made in the down market and collected in the up market." In today's VC Sunday School Jason and Molly discuss how a down market impacts early-stage investors (01:45). You will learn: 1. Risks to VC fundraising when valuations are down 2. If your investing process should vary depending on market conditions 3. How a down market impacts future returns 4. Why founders should h...

Packy McCormick's Not Boring parlay: Angel S6 E3 + Producer Rachel visits Miami Hack Week | E1372 29.01.2022

Today's guest is Packy McCormick of Not Boring, for Episode 3 of Season 6 of Angel. Packy turned his massive newsletter into a Not Boring Fund I in 2021, and has since invested $10M into startups. In this episode you will learn: 1. How Packy raised his first fund from his readers. 2. What regulations he needed to navigate to comply with the SEC. 3. Which sectors he invested his first $10M into (in...

$TSLA earnings breakdown & 2022 IPOs to watch with TechCrunch's Alex Wilhelm | E1371 28.01.2022

Alex Wilhelm from TechCrunch joins Molly and Jason for a full episode. First, they breakdown Tesla's Q4 2021 earnings including its consistently increasing Model 3 production, profitability and charger network growth (3:08). Next up, they discuss why Alex thinks the IPO window is closed for most startups. We wrap with a review of some of 2022's most anticipated IPOs including Discord, Reddit, Stri...

MSFT adds $10B, Stripe mafia memes, Spotify: platform or publisher, Scratchpad case-study | E1370 27.01.2022

We break down Microsoft's amazing earnings (quarterly revenue is up $10B year-over-year) and assess if Satya Nadella is the greatest big tech CEO right now (2:32). Then, we follow-up on the Stripe Mafia thread yesterday from the Bolt CEO (20:59) and we talk about Neil Young asking to have his music removed from Spotify over Joe Rogan's COVID conversations, which prompted a discussion of Spotify's...

TikTok vs. YouTube, Bolt CEO calls Stripe & YC "Mob Bosses," Culdesac, Anduril wins $1B contract | E1369 26.01.2022

In this all news show Jason and Molly talk about Jason's strategy for meeting with founders (1:48) and we talk about monetization for creators on TikTok and how payouts compare to YouTube (6:48). Then we look at the post where Bolt Founder Ryan Breslow accused Stripe and YC of being Silicon Valley mob bosses (31:41). Our startup of the day is Culdesac, which is building a walkable community in Ari...

Comparing 2022 to the Dot-Com bubble + Activist investor challenges Peloton leadership | E1368 25.01.2022

Due to the volatility in the market, Jason and Molly review the fundamentals of Block, Zoom, Netflix, Coinbase, and AirBnB and compare this correction with the Dot-com crash (2:11). They discuss investing in a downturn, the difference between private and public investors, speculative businesses vs. strong fundamentals and more! To wrap, we cover activist investor Blackwells Capital calling for the...

Sunday VC School: how investors work together + Prime Movers Lab's Ramez Naam | E1367 23.01.2022

First, Jason teaches Sunday VC School: how investors work together (01:54). In this segment you will learn.: How collaboration varies across investing stages. How lead investors are determined and what their responsibilities are. The strategies you can use to win deals (Jason explains the pitch he gives to founders with options). The warning signs to watch for when working with other investors. Ta...

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