

This Week in Startups
Jason Calacanis
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.
Episodes
Mentioned books

Mar 17, 2020 • 1h 9min
E1037: LAUNCH Accelerator Class 16 Founders of BasicBlock (payment solution for truckers), DaoCloud (lead-gen for health & wellness practitioners) & Lately (AI-powered social media writing software) reflect on their journeys through the program
0:38 Jason explains the LAUNCH Accelerator
5:39 BasicBlock CEO Taylor Monks details his journey through the LAUNCH Accelerator
14:58 BasicBlock CEO Taylor Monks' biggest takeaways from the Accelerator
27:35 DaoCloud CEO Max Coleman describes his journey into the LAUNCH Accelerator
37:34 How did Max grow throughout the Accelerator?
48:36 Lately CEO Kate Bradley-Chernis describes her experience at the l LAUNCH Accelerator
55:08 What were Kate's biggest takeaways from the Accelerator?

Mar 15, 2020 • 1h 29min
EMERGENCY POD: E0 All-In with Chamath Palihapitiya & Jason Calacanis: COVID-19 Political, Economic & Social Ramifications featuring The Production Board’s David Friedberg (frmly Founder/CEO, The Climate Corporation)
This podcast features Chamath Palihapitiya, Jason Calacanis, and David Friedberg discussing the slow US reaction to COVID-19, Trump's involvement, press coverage, global stimulus packages, and the impact on markets. They also talk about the viral coefficient, second-order effects, and advising portfolio companies during the pandemic.

Mar 13, 2020 • 1h 3min
E1036: #AskJason Special! When to join a startup to maximize equity & job security, types of companies that will thrive in an economic downturn, legendary founder & investor traits, tips for starting a podcast & more!
0:01 Jason intros today's topics
2:15 George calls in and asks Jason about social media interference in the 2020 election
11:13 Joey calls in and asks Jason for some tips on starting and growing a podcast
21:05 Dan asks Jason about which health-tech startup idea to pursue
26:49 Alex calls in and asks Jason about the types companies that will thrive in an economic downturn
34:35 Karen asks Jason about legendary founder & investor traits
44:11 Blaze calls in and asks Jason about when to join a startup to maximize equity & job security
52:14 Patrick asks Jason how to get on his radar in terms of getting an internship/job at LAUNCH
55:33 James asks how a young early-stage firm can differentiate itself from the pack and attract talented founders

Mar 11, 2020 • 1h
E37: “Angel” Podcast: Nicole Quinn, Partner at Lightspeed shares benefits of celebrity founders like Lady Gaga & Gwyneth Paltrow, insights on investing in consumer & power of “Force of Nature” product people
0:53 Jason intros Nicole Quinn
1:59 Nicole & Jason describe their separate Calm investments, will it be the first mental health IPO?
8:00 Calm's I.C.E. celebrity engagement method & how it got them LeBron James
8:54 Investing in Sophia Amoruso & Girlboss: what is it about "Force of Nature" product people that attracts Nicole to invest?
16:03 Investing in Gwyneth Paltrow & Goop: what is Goop's business? What are the most profitable parts of their business?
19:42 Investing in Rothy's, and the inverse correlation between the success of e-commerce companies and how much they've raised
24:34 The magic moment of having shares transfer from private to public when a company IPOs
26:53 Changing her risk-averse mindset going from Wall Street to Venture Capital
33:28 Nicole's current investment interests, why voice assistants are crucial for retention
38:16 Investing in Lady Gaga & HAUS Labs: driving business via new product "drops", understanding how engaged a celebrity is in their business, celebrities as an acquisition channel
45:03 Dealing with Goop product blowback, the Netflix series & understanding the science behind it
50:12 Investing in Cameo & CEO Steven Galanis: celebrity selfie videos as a platform
54:44 What types of Founders does Nicole invest in?
56:54 How is Nicole's portfolio split up by stage?

Mar 10, 2020 • 1h 33min
E1035: SoftBank Managing Partner Jeff Housenbold on deploying the $100B Vision Fund, getting recruited by Masayoshi Son, counseling founders to manage massive capital, creating moats, reasons for shift toward profits, lessons from WeWork & more
0:40 Jason intros Jeff Housenbold
2:16 What did Jeff do before joining the Vision Fund? How did he help scale eBay & Shutterfly?
4:15 How did he wind up at SoftBank? What was it like being recruited by Masayoshi Son? How did Masa pitch the Vision Fund to Jeff?
13:28 What was the timeframe for deploying the $100B Vision Fund?
18:10 How does SoftBank size their bets and how do they counsel founders to handle massive amounts of capital?
20:07 Coaching founders on using capital to create talent moats & build brand partnerships
22:17 Scaling their diligence alongside their capital deployment, understanding core customers & focusing on positive unit economics
28:30 How did the Uber & Didi deals go down? How close was SoftBank to investing in Lyft instead of Uber?
33:23 How SoftBank looks at investing in adjacent companies and mergers
38:42 Jeff's background & the importance of education in changing your lot in life
46:07 Changing focus from Growth to Profits, the effect of short-term thinking and its impact on Dara and Uber since their 2019 IPO
57:23 Thoughts on VTOL? Will we see VTOL vehicles or self-driving first?
1:02:16 Jeff's take on Coronavirus and its impact on the markets & how founders and CEOs can combat market volatility
1:09:38 Portfolio Review: Zume Pizza
1:11:32 Portfolio Review: Katerra
1:14:03 Jason guesses the toughest 4 industries to penetrate
1:15:03 Portfolio Review: Plenty
1:19:29 Portfolio Review: Memphis Meats
1:23:05 What happened with the WeWork investment? What % does SoftBank now own, and can they turn it around? What are some lessons learned from the entire saga?
1:27:13 Jeff shares some "Jeff-ism's of Business"
1:27:52 How is the Vision Fund II raise coming along?
1:28:36 How the scale of the Vision Fund impacts people's ability to understand their investments
1:32:05 For founders: When is the right time to engage with SoftBank?

Mar 6, 2020 • 1h 9min
E1034: Formlabs CEO & Co-Founder Max Lobovsky shares insights on hitting $100M in revenue as a 3D printing platform, most lucrative use cases, growing organically, best 3D printing examples in science fiction
0:54 Jason intros Max Lobovsky
3:21 What is Max's business with Formlabs? What are people printing? Is it hitting scale with consumers yet?
10:52 Where does the majority of their business come from?
15:40 Is coronavirus impacting the supply-side of Formlabs?
20:16 Understanding the most lucrative use cases for 3D printing
21:58 What skill do you need to be a 3D modeler?
31:04 How did Max raise his first round of capital at Formlabs?
36:02 What was his experience at MIT's Media Lab?
39:54 Why did Formlabs raise a $15M Series D at a $1bn valuation? Benefits of building Formlabs organically
50:00 How Formlabs helped a makeup artist win an Oscar & how many customers in Hollywood do they have? Other use cases for 3D printing?
58:08 What is the "Holy Grail" vertical for 3D printing?
1:00:15 Best examples of 3D printing in sci-fi media

Mar 4, 2020 • 1h 5min
E36: “Angel” Podcast: Ajay Agarwal, Partner at Bain Capital shares insights on culture evolving from sales-driven to product-driven, why enterprise software is the ideal business, best investments & anti-portfolio
0:51 Jason intros Bain Capital's Ajay Agarwal
3:17 Are we experiencing late-stage capitalism? Is capitalism broken?
8:22 Why is upward mobility stalling?
15:29 What is it about founders & startups that made him dedicate his life's work to?
18:46 What piece of knowledge got him in startups? Ajay describes gross margin & incremental costs
23:03 Two insights on why enterprise software is the best business
30:11 Mitt Romney at Bain Capital & issues with cultural appropriation
36:44 Ajay's early days at Trilogy Software, how software sales were different in the 1990s
42:23 Companies going from sales-driven culture to product-driven
46:52 Ajay describes one of his best investments: FourKites
49:13 Ajay describes the biggest miss of his anti-portfolio: Pinterest, and why some firms care about stage and some are stage-agnostic
54:57 Has Bain ever participated in every round of a companies life-cycle?
58:15 Effects of the SoftBank Vision Fund on venture capital as a whole

Mar 3, 2020 • 1h 7min
E1033: News Roundtable! Lambda School CEO Austen Allred & General Catalyst Partner Katherine Boyle on Lambda School controversy, Techlash & late-stage journalism, Robinhood down as Dow jumps & more!
0:54 Want to see what it's like to be an Angel Investor in Jason's Syndicate? DM @thesyndicate415 to read Jason's last 3 deal memos
1:37 Jason intros Austen Allred & gets his side of the recent Lambda School controversy
6:22 Jason intros Katherine Boyle & gets her take on how she would have advised Austen on PR
7:58 Explaining Lambda School in simple terms
13:10 Setting up Lambda School as a counter to predatory loans
14:31 Jason explains late-stage journalism, Austen describes his board's response
16:20 Techlash, issues with journalism today, how Balaji-coronavirus story sparked response
24:52 Fixing journalism
28:00 New Twitter investors Elliot Management want Jack out as CEO, is Twitter broken?
30:00 Misconceptions of Lambda School rolling up ISAs, how privatizing education in SV causes techlash
40:33 Katherine explains her investments in the defense space
46:00 DoorDash files for IPO, did they miss their window?
47:30 Analyzing coronavirus, wet markets, the "Wuhan shake"
58:51 Robinhood outage as Dow jumps 1000 points
1:01:03 What does Katherine invest in?
1:04:41 Jason introduces his new soundboard

Feb 27, 2020 • 1h 30min
E1032: News Roundtable! Robinhood Snacks’ Duo Jack Kramer & Nick Martell on Coronavirus’ impact on public markets, Iger out at Disney – Buy or Sell?, link-baiting Tesla crash, defining Cult Stocks & more!
0:42 Jason intros Jack Kramer & Nick Martell of Robinhood Snacks
1:06 Starting Market Snacks as a side hustle after rooming together in college
13:24 What Series of Robinhood were they acquired at?
14:11 Jason's origin story meeting Vlad & investing in Robinhood
18:38 Coronavirus impact on the public market... worrisome or no big deal?
30:16 Iger steps down as Disney CEO, will this hurt them long-term?
35:40 Star Wars movie rankings
37:00 Is $DIS a buy or sell? What about the next CEO?
42:11 Bloomberg or Bernie?
46:56 Tech-lash: Link-baiting Tesla crash
53:02 Growth vs. Profitability in the Private & Public markets
54:34 How are Uber, Lyft, etc. combatting this?
1:01:55 How will Airbnb handle the shift?
1:04:10 VTOL vs. self-driving
1:07:58 What are "Cult Stocks"? How are they defined?
1:11:09 Millennials & Gen-Z are voting with their wallets
1:23:46 What are Jack & Nick's favorite stocks right now?

Feb 26, 2020 • 1h 34min
E35: “Angel” Podcast: Sarah Tavel, Partner at Benchmark shares insights on getting recruited by Peter Fenton, disrupting VC gender norms from the inside, transitioning from operator to investor & more
0:50 Jason intros Benchmark's Sarah Tavel
1:20 Aside from Slack, what other companies grew like consumer-facing but charge like enterprise?
3:19 How was Sarah recruited to Benchmark? How is Benchmark different from other major VC firms?
12:04 Limited upside of talking to the press in 2020
17:30 Growing up in NYC and going to Harvard
21:30 Jason on becoming a "Don't touch the thermostat" dad
23:58 How did the offer from Peter Fenton go down? What drew Sarah to Benchmark?
28:36 Sarah's thoughts on disrupting VC as a woman from the inside & from the outside
37:30 How going from operating to investing is trading stress for anxiety
40:51 Jason and Sarah discuss their most personal & significant investments: Calm & Pinterest
47:26 How Pinterest's business model was a mold of Facebook and Google
49:45 Jason tells regulators how to stop Google
58:14 Investing in Chainalysis & Crypto infrastructure
1:12:44 Are the best companies polarizing?
1:16:30 Investing in Hipcamp
1:29:43 Marc Andreessen asks Sarah a question


