

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

Oct 29, 2019 • 1h 22min
E994: All Turtles CEO Phil Libin shares his state machine that answers all growth questions; Future of Early-Stage VC w/Pete Flint (NFX), Rebecca Lynn (Canvas Ventures), Dave Samuel (Freestyle Capital); plus LAUNCH Scale Partner Talk w/Lever CTO Nate Smith
1:03 Jason intros Phil Libin from LAUNCH Scale 2019
1:51 Phil Libin on "The State Machine that Answers All Growth Questions"
32:40 Jason joins Phil on stage for Q&A
39:56 Jason intros Phil (NFX), Rebecca (Canvas Ventures) & Dave (Freestyle Capital)
41:34 Transitioning from founder to VC
44:08 How to let a founder know when they are headed down the wrong path
47:42 At what stage does a founder have to change their mindset?
49:49 Dave Samuel on Airtable CEO Howie Liu not taking his advice and succeeding anyway
52:21 How Rebecca Lynn recruited current LendingClub CEO Scott Sanborn in the early days
55:39 Should startups still relocate to the Bay Area under any circumstances?
1:03:40 How are VCs dealing with the influx in the number of startups over the past 10 years?
1:13:23 LAUNCH Scale Partner Talk: Lever CTO Nate Smith

Oct 25, 2019 • 1h 17min
E993: Superhuman CEO Rahul Vohra shares the formula for his Product-Market Fit Engine; Future of Angel Investing w/Jeff Clavier (Uncork), Ben Ling (Bling), Clara Brenner (Urban Innovation Fund); plus LAUNCH Scale Partner Talk w/Help Scout VP of Sales Tim Thyne
0:48 Jason intros Rahul Vohra
3:21 Rahul gives a talk on building a "Product-Market Fit Engine"
29:42 Rahul takes questions from the LAUNCH Scale audience
37:28 Jason intros the "Future of Angel Investing" panelists: Ben Ling (Bling Capital), Clara Brenner (Urban Innovation Fund) & Jeff Clavier (Uncork Capital)
38:54 Has Silicon Valley reached peak entitlement?
41:44 Is "too much $ chasing too few companies" the new normal in VC
45:47 How important is price & valuation in decision making?
49:10 Importance of early revenue & strong board governance
52:28 How many of their biggest hits had multiple revenue models?
58:00 What is "venture-scale" in terms of growth rate?
1:02:40 How to train new associates to understand the importance of revenue quality?
1:09:13 LAUNCH Scale Partner Talk featuring Help Scout's VP of Sales Tim Thyne

Oct 23, 2019 • 1h 37min
E992: The Next Unicorns: Expanse CEO & Co-founder Tim Junio reduces exposure to online threats by providing “attack surface visibility”, shares insights into current threats from China & Russia, potential 2020 election tampering, reasons for cybersecurity optimism & more – E8 of 10-ep miniseries
0:50 Jason intros Tim Junio
1:44 Tim explains what Expanse does and how "attack surface inventory" is the first step in their cybersecurity platform
5:20 Tim explains the Dyn cyber attack
13:20 How many Fortune 500 companies have been blackmailed via cyber attack?
19:32 "White-hat" hackers impact on the cybersecurity industry
23:12 Human-made passwords are the weakest link
29:09 History of Russian interference
33:16 Why Gmail is good for cybersecurity
35:11 Tim's experience at the CIA
38:29 What worries Tim about potential election manipulation
45:38 Chinese infiltration via apps/tech companies
49:16 Christian Bale's rogue move was dangerous
51:17 Should Chinese-made routers be allowed in America?
56:16 Chances Alexa, Siri or Google Assistant have been compromised?
1:02:20 Is there foreign infiltration in major tech companies?
1:08:29 Jason & Tim go over the Snowden situation
1:17:49 How are government intelligence employees trained to avoid being compromised by foreign agents?
1:23:45 Working with Peter Thiel

Oct 22, 2019 • 1h 27min
E991: #StartupTuneup with Urban-X: Waste-reducing marketplaces, traffic liability reduction, recreational sharing spaces, firefighter safety software & energy cost saving AI
0:41 Jason intros the #StartupTuneup with Urban-X companies
2:33 David Rodriguez pitches Food for All: food marketplace to reduce waste & help restaurants sell unused food
12:43 Jim Selevan pitches Pi-Lit: innovating transportation thru a wireless lamp system
26:33 Caroline Hansen pitches Hubbster: providing easy access to outdoor games & gear
41:24 Patrick O'Connor pitches 3AM Innovations: safety software for firefighters
50:52 Michael Lee pitches Evolve Energy: SaaS product that helps consumers save on energy costs thru AI
1:02:51 Urban Us Co-Founder & Partner Stonly Baptiste joins Jason to discuss the companies

Oct 18, 2019 • 45min
E990: SurveyMonkey CEO Zander Lurie on driving growth by listening to customers & employees, importance of a strong & diverse board, direct listings v. IPOs, lessons learned from WeWork; plus LAUNCH Scale Partner Talk featuring Yosiat Gimbernard from Odoo
1:45 Zander’s take on the recent volatility in the public markets
3:38 What are the lessons learned from the WeWork disaster in terms of corporate governance?
6:09 Importance of diversity on BoD
10:18 Where does WeWork go from here, and how will the situation resolve?
12:35 Why Venture investing is so skewed towards growth, and why the best investors focus on gross profitability
14:41 What is SurveyMonkey’s current business, and why did they go into Enterprise SaaS?
19:20 How listening to customers & employees drives growth
23:33 How Dave Goldberg discovered SurveyMonkey and turned it into the company it is today
25:47 How Zander wound up as CEO after Dave’s passing
28:51 Zander’s thoughts on a Direct Listing as opposed to an IPO
30:42 Getting Serena Williams on the Board of Directors at SurveyMonkey
35:12 Motivating & hiring Gen Z & Millennial employees
37:45 Yosiat from Odoo on integration enabling scalability

Oct 16, 2019 • 1h 19min
E989: The Next Unicorns: Culture Amp CEO & Co-founder Didier Elzinga is building an employee analytics platform that keeps workers satisfied & motivated, shares insights on the changing role of culture, what modern employees value & maintaining culture while scaling – E7 of 10-ep miniseries
0:52 Jason intros Culture Amp's Didier Elzinga
2:44 How Didier's prior career in Visual Effects led him to start Culture Amp
8:24 Issues with yearly performance evaluations
14:15 Did Silicon Valley take culture too far?
17:35 What defines good culture?
24:24 Generational differences in workplace culture
28:30 How should companies view the gig economy in terms of culture and compensation?
37:12 How should compensation work in this era?
43:20 Didier demos Culture Amp
58:45 Jason gives Sir Charles positive/negative feedback
1:07:20 "Buying" culture and anti-fragility

Oct 15, 2019 • 54min
E988: Aileen Lee, Founder & Managing Partner of Cowboy Ventures, pioneered actionable change to diversify tech & VC, shares early days innovating in e-commerce, insights on current funding landscape, dangers of prioritized growth over sustainability, & lessons learned from backing winners like Dolla
0:51 Jason intros Aileen Lee
1:36 Aileen on her time at MIT, early bias against women in math
5:56 What brought Aileen to San Francisco & working at GAP in the early days of the Internet
9:40 Aileen on working for Mary Meeker & what makes her special
10:25 “All companies that leverage technology are not the same.”
13:10 What made WeWork attractive to investors in the early days?
17:54 How the market is skewed to reward growth
22:35 Thoughts on SoftBank increasing valuations
28:24 How Aileen got involved with Dollar Shave Club
31:07 Jason’s experience with Dollar Shave Club
32:07 “Crushing it” culture in tech
35:12 Aileen’s history at Kleiner Perkins
36:27 Being a woman in VC in the 2000s
41:12 Starting Cowboy Ventures
43:46 Diversity in tech
48:38 What are they working on at All Raise?

Oct 12, 2019 • 56min
E987: The Next Unicorns: Upgrade CEO & Co-founder Renaud Laplanche is empowering users to better understand credit through his consumer credit platform, announces the Upgrade Card, shares insights on taking LendingClub public & how startups have changed since he started his first company in 2000 – E
0:51 Jason intros Upgrade CEO Renaud Laplanche
2:07 Renaud goes over the idea of his previous startup, LendingClub, and taking it public
9:57 What happened at LendingClub after the IPO?
11:18 What is Upgrade? How did it grow out of LendingClub?
12:40 Are credit scores an outdated metric?
14:11 What is the Upgrade Card?
15:30 Are modern credit card companies sinister in their approach?
24:54 Renaud's thoughts on Crypto
27:40 Where does Upgrade's lending capital come from?
31:22 Are we approaching a downturn after an unprecedented period of growth?
37:28 What goes into a great credit score
42:50 What has changed in startups since Renaud started his first company in 2000?
51:25 What keeps Renaud going after two successful exits as a founder?

Oct 11, 2019 • 1h 2min
E986: StockX Co-founder Josh Luber is building a stock market for things, shares insights on the two cultural shifts that brought sneaker culture mainstream, attracting Mark Wahlberg, Eminem & Steve Aoki to invest along with Google Ventures & Marc Benioff & growing a unicorn out of a sneaker-data si
1:00 Want to work at LAUNCH? gettheseat.com
2:28 Jason intros StockX's Josh Luber
3:14 When did the sneaker crazy start?
6:37 What is StockX?
9:19 What should Jason wear courtside? And why not Kawhi's?
14:13 Most $ Josh has spent on pair of sneakers? What were they?
18:15 What is StockX's take on a standard transaction?
18:44 Meeting Co-founder & Cavaliers owner Dan Gilbert
19:58 Attracting Mark Wahlberg, Eminem, etc. as investors
22:55 Attracting SV firms vs. attracting famous investors?
29:39 What was Josh's background before StockX?
34:22 Finding investors who understood his space
36:36 How do IPO's (Initial Product Offerings) come into play on StockX?
41:35 StockX's future priorities
42:03 Value of authentication
48:37 Selling on StockX

Oct 9, 2019 • 52min
E985: #AskJason! Recognizing great founders as an investor, dealing with a lack of updates, raising capital through crowdfunding, the ideal makeup of today’s founder, how Angel Investing has changed since the release of “Angel”, standing out in slow-to-adapt markets
1:00 Jason intros #AskJason and today's questions
1:47 How to differentiate a great founder from an okay one? - Darius
7:40 Dealing with the lack of updates as a syndicate Angel Investor? - Said
15:54 Bomani calls in and asks Jason about raising through crowdfunding
22:20 What will the new ideal makeup of a founder be after recent events (WeWork, JUUL, etc.)? - Patty
28:29 Peter calls in and asks Jason how Angel Investing changed since "Angel" was released
44:43 Alexandra calls in and asks Jason how to stand out in a slow-to-adapt market


