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This Week in Startups

Jason Calacanisthisweekinstartups.com
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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Episodes

Apple pauses RU sales, Ford splits-off EVs + How Facebook killed Joe Speiser's $100M business | E1398

First, we talk about Apple pausing all sales in Russia and other actions they’re taking (1:47). Then, we cover Ford splitting its EV business off from its ICE business (15:57). Then, Joe Speiser from Hampton VC joins to talk about how being too reliant on Facebook killed his media company Little Things with an algorithm change (25:42). We wrap with a quick WLITF segment on humanoid robots (42:05). (00:00) Molly intros today’s topics: Tim Cook’s response to Russia, WeWork can’t read the room, Int...

Mar 03, 202248 min

Tech takes action against Russia, Backbone's mobile gaming device + Joel Greenblatt from Gotham Capital | E1397

First Jason and Molly break down the reactions from big tech companies to the Russia / Ukraine conflict (2:22), then we showcase our Startup of the Day, Backbone which is innovating in mobile gaming (51:41). Then Jason does an amazing interview with investor Joel Greenblatt, where we discuss increasing public market participation, strategies for finding value, taxes and more (1:05:50). (00:00) Jason and Molly intro today’s DOUBLE episode, Ukraine, Tech companies and Russia sanctions, Startup of ...

Mar 02, 20222 hr 22 min

Web 3 is Going Great with Molly White | E1396

First, Molly Wood quickly sums up crypto donations flowing to Ukraine (2:03). Then, Jason and Molly chat with Molly White, the creator of the website "Web 3 is Going Great." We discuss the problems she identified with Web 3, speculation vs. building, DAOs, decentralization and more (7:01). (00:00) Molly intros today’s episode, crypto in Ukraine, Jason and Molly interview guest Molly White (02:07) The ways crypto has been used to help Ukraine (07:01) Molly and Jason interview guest Molly White (1...

Mar 01, 20221 hr 12 min

What investors mean when they are "waiting for a lead" (VC Sunday School) + Seth Bannon of 50 Years | E1395

First up is a VC Sunday school where Jason discusses what investors mean when they say "we are interested in investing, but come back when you found a lead" (1:51). Then, we tease Molly's EV review of the Audi e-tron Sportback (20:42). To wrap, Molly does a This Week in Climate Startups segment with Seth Bannon, a founding Partner of Fifty Years, a Venture capital firm investing in climate solutions (34:12). You will learn: 1. The convictions that unpin Fifty Years' investment thesis 2. Why Seth...

Feb 27, 20221 hr 10 min

DHH on Basecamp's painful evolution, Bitcoin, Revitalizing internet discourse + Lumanu CEO Tony Tran | E1394

Jason chats with David Heinemeier Hansson (2:03) about global governments reacting to COVID, Basecamp’s Twitter cycle blowup last spring when more than 1/3 of the company left, the shift from debating in the public square (Twitter) to debating in private with friends on group chats. We also talk about why David now sees a case for Bitcoin after Canada leans toward authoritarianism. (00:00) Jason and Molly intro today’s episode, David Heinemeier Hansson, OK Boomer with Tony Tran of Lumanu (02:03)...

Feb 26, 20221 hr 59 min

Critical cyber attacks of the last decade + How Jason Calacanis grew the Launch Fund: Angel S6 E7 | E1393

Molly interviews Jason about raising "LAUNCH Fund I." This season of Angel is focused on the nitty-gritty details of raising and running a first-time fund (22:47). Jason shares everything from getting his first check to his biggest mistakes. But first, we discuss the biggest cybersecurity hacks of the last decade and potential risks going forward (1:32). (00:00) Jason and Molly intro the show, cybersecurity and Russia invading Ukraine, Molly interviews the OG Angel (01:32) Cybersecurity and Russ...

Feb 25, 20221 hr 3 min

Kanye's genius business model, Platform dependency risks, Pipe enters the movie biz + AirPals' Joshe Ordonez | E1392

First we discuss Kanye’s new “STEM Player” bluetooth speaker, and why he’s trying to diversify away from Spotify and streaming platforms (2:21). We continue with a discussion about platform reliance one founder saw his business destroyed overnight by Facebook (25:17). Then we cover Pipe.com’s recent acquisition which is bringing them into the media space (28:59)! Lastly, Molly chats with Launch Accelerator Cohort 24 founder Joshe Ordonez, the CEO of Airpals about her awesome messenger service st...

Feb 24, 202255 min

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

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). (0:00) Jason and Molly tee up today’s topics: Coinbase CEO gets called out by ad agency, Peloton’s n...

Feb 23, 20221 hr 23 min

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

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 https://ourcrowd.com/twist 14:11 Using geography (Canada) as a competitive advantage to raise capit...

Feb 19, 20221 hr 1 min

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

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 (46:16). These startups went through Founder University, a 12-week course run by the team at Lau...

Feb 18, 20221 hr 17 min

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

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 that came true 2. Venture Capital's decaying price discipline 3. Facebook's challenge ahead 4. Six p...

Feb 17, 20221 hr 17 min

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

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 Accelerator founder (38:00)! (0:00) Jason and Molly tee up today’s topics: Bolt CEO strikes again,...

Feb 16, 202247 min

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

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 earnings (36:49). (0:00) Jason and Molly tee up today’s show… from alternate timelines! (1:53) Comparing...

Feb 15, 202249 min

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

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 remain calm and positive Then, Molly is joined by Mike Lin from Dangerous Ventures for a This Week in...

Feb 13, 20221 hr

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

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 using Qloo to improve customer experience and drive revenue To wrap, we have an “OK Boomer” segment ...

Feb 11, 20221 hr 11 min

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

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. In this episode you will learn: Her thesis on investing in demographic change What fundraising is l...

Feb 11, 20221 hr 27 min

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

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 for $3.2B. Peter discusses his new company, Charm Industrial, which is focused on carbon capture and ...

Feb 10, 20221 hr 25 min

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

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 debate if they angling for an acquisition or making a turnaround attempt. To wrap, we discuss ou...

Feb 09, 20221 hr 3 min

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

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” protesters in Canada. We wrap with a discussion of the WSJ's reporting that Amazon is considering ...

Feb 08, 20221 hr 3 min

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

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 conversation (15:11). In this episode, you will learn: 1. The six objectives and four accelerants to reac...

Feb 06, 20221 hr 19 min

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

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 co-founder Yakir Gola started one of the fastest-growing commerce businesses while in college. Most r...

Feb 04, 20221 hr 8 min

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

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 in 2020 she already has a fund! In this episode you will learn: 1. How she secured her first alloca...

Feb 04, 20221 hr 14 min

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

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 hijacked the All-In podcast feed and started serving ads on it 02:18 Funny story about Jason wanting t...

Feb 03, 202256 min

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

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 Shopify CEO Tobi Lütke joining Coinbase’s board (48:33). (00:00) Jason & Molly tee up the to...

Feb 02, 20221 hr 1 min

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

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) video regarding his COVID-related interviews that have upset many. We react to his response, Spotify...

Feb 01, 20221 hr 23 min

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

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 have 18 months of runway 5. How founders can turn a down market into an advantage Then, Molly chats w...

Jan 30, 20221 hr

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

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 just 6 months) and some of his breakout startups. 4. Why IRR can be hilariously large in the early ...

Jan 29, 20221 hr 2 min

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

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, Stripe, Impossible Foods, Chime and Instacart (24:45). (00:00) Jason & Molly intro the show (01:49) ...

Jan 28, 20221 hr 11 min

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

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 new headache is it a publisher or a platform (37:40)? And, we talk about Scratchpad raising $33M, wh...

Jan 27, 20221 hr 23 min

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

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 Arizona (45:42). To wrap, we cover Anduril’s $1B Department of Defense contract for counter-drone tech,...

Jan 26, 202259 min
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