In this engaging discussion, Alexandr Wang, CEO and Co-founder of Scale AI, sheds light on the crucial role of training data in AI applications. He shares his journey from a young coder influenced by his scientist parents to leading a pioneering company. Topics delve into the race between the U.S. and China in autonomous vehicle technology, the significance of data quality, and the importance of addressing bias in machine learning. Alexandr also explores the future of self-driving cars, emphasizing the role of humans in higher-value work as AI evolves.

1:06 Jason intros the Pegasus concept & Yousician's Chris Thür 3:52 Chris explains Yousician 5:22 How did Yousician start and what did Guitar Hero have to do with it? 11:02 Capitalizing on Apple's inclusion of subscriptions 16:00 What were the early days of Yousician like, and was it hard to raise $? 20:32 Is being based in Finland an asset? 27:00 Chris gives his best advice for founders 29:34 Does Chris feel pressure to take $ off the table through secondary shares? 30:45 What does Chris look for in investors and what motivates Finnish employees? 34:55 Jason & Chris talk speeding tickets in Finland 42:19 Chris demos Yousician and Jason sings along 45:25 Jason tries to get on the Yousician Cap Table 47:21 Why Jason believes Yousician will get to 10 million subscribers in the next few years

1:05 Jason intros Alex Mather 2:08 Why did Alex launch a paid subscription publication in a seemingly dying industry? 4:32 How & where did The Athletic start? What was their thesis? 6:32 What was early feedback like from investors? 15:57 Changing approach from ad-based to subscription-based writing 21:34 Why the NHL & MLB are great for The Athletic 22:43 How do they manage young writers? 26:52 What % of their spend goes to editorial? 33:00 Managing 500+ writers 36:20 What are some ways they manage engagement? 39:08 Twitter's impact on journalism 43:39 Scouting new talent & capitalizing on layoffs 50:10 What has the inflated valuations of BuzzFeed & Vox done to the digital media industry? 55:20 How is The Athletic handling Apple's app-store subscription explosion? 58:20 Apple's impact on the boom of incredible products in our society and how The Athletic translates that to editorial 1:01:56 Alex asks Jason: "Mayor of San Francisco or owner of the Knicks?" 1:03:47 Alex shares his thoughts on the NBA/China situation 1:12:01 How does Alex go about re-activating users who have churned? 1:12:42 What does The Athletic think about the prevalence of sports gambling in America? 1:14:55 Who is the most interesting NBA player right now? 1:16:01 Jason & Alex pick who they would start an NBA franchise with today 1:17:50 Jason plays "good tweet/bad tweet" with Alex

Wealthfront CEO & Co-founder Andy Rachleff discusses pioneering 'self-driving money', Silicon Valley evolution, high-revenue retention, and the future of NextGen banking. Topics include the transition to comprehensive banking services, innovative financial strategies, data-driven underwriting, learning from failures, and the evolution of tech industry business strategies.

1:03 Jason's thoughts on the exploding DTC movement 4:10 How Jason discovered Eight Sleep 7:15 Jason intros Matteo Franceschetti 8:18 Matteo describes starting Eight Sleep and The Pod 15:48 What was Matteo's history before Eight Sleep 16:27 What did Matteo learn from his prior career in Solar Energy? 20:11 What has Matteo learned about users' sleep through data analysis 22:54 How does the thermo alarm work? 26:52 What is Eight Sleep doing with their sleep data? 29:36 What does the future look like for Eight Sleep? 36:50 What has Matteo learned about DTC marketing? 40:20 Dealing with returns 42:46 Which marketing channels does Matteo capitalize on? 46:30 What were Jason's instructions for reading Eight Sleep ads? 46:55 Are pop-up locations a possibility? 49:03 What is the endgame for smart-fitness products like Peloton & Tonal? 56:04 Eight Sleep's $40M raise

1:10 Jason intros episode 1000 + Brian Alvey & Lon Harris 3:58 "Money is the Root of All Evil" theme song 5:22 What were the first few episodes of TWiST like? 6:27 What is working with Jason like? 7:49 Tyler joins the show from Thailand and shares his history with TWiST 10:55 Brian gives his experience being the first guest on TWiST 11:59 Historic Clip: Gary Vaynerchuk on E24 18:12 History of podcasting as an industry 26:30 Historic Clip: Travis Kalanick on E180 29:54 What led to podcasting becoming a global phenomenon? 38:54 Historic Clip: Naval Ravikant on E244 42:31 How crazy was Jason in the early days of the show? 46:35 Historic Clip: Dave Goldberg on E251 47:55 Cultural shift in the general understanding of early-stage investing 53:44 Historic Clip: Chris Sacca on E291 58:36 Historic Clip: Chuck Johnson from a deleted episode 1:02:16 Historic Clip: Ed Catmull on E665/6 1:05:07 Jacqui explains how she booked Ed Catmull 1:11:24 Historic Clip: Aileen Lee on E988 1:14:52 Historic Clip: Jimmy Chamberlain on E491 1:21:43 What were "Insights from Tyler"? 1:22:47 Historic Clip: Greatest Insight from Tyler 1:25:51 Historic Clip: Peter Thiel on E525 1:27:27 Was the Peter Thiel/Gawker situation the greatest example of pettiness ever? 1:30:25 Historic Clip: Daniel Ek on E580 1:33:58 How has the perception of TWiST changed since the early days? 1:35:15 Historic Clip: Niklas Zennstrom & Sebastian Siemiatkowski on E583 1:39:57 Historic Clip: Peter Sunde on E765 1:43:23 What will the future of streaming & IP look like? 1:49:32 Historic Clip: Molly Wood on E969 1:51:05 What were the biggest changes from the last decade? 2:05:32 How has Jason changed as an interviewer? 2:09:50 Historic Clip: John Carreyrou on E828 2:11:55 Who should play Elizabeth Holmes in the upcoming movie? 2:13:02 Jason unveils the TWiST 1000 Cake and signs off and thanks everyone

0:53 Jason intros Brian Chen 1:15 Brian demos ROOM’s collaboration with Calm 2:42 How did ROOM get their room.com domain name? 3:49 Upside & downside of open floor plans 5:52 Why ROOM manufactures the product in Indiana (for US distribution) & Portugal (for European distribution) as opposed to China 13:47 How did Brian convince VCs to invest in his DTC furniture business 18:13 What Brian thinks about ROOM’s defensibility 21:20 ROOM’s case studies with Density 26:20 How does Brian keep ROOM so capital efficient? 31:28 How does ROOM ventilate their booths? 34:58 Will ROOM raise another round or continue building off profitability? 36:49 What will ROOM’s next products be? 40:05 What would a Jason themed booth look like? 44:01 Alternative solutions for manipulating open floor plans

0:53 Jason intros Sajith Wickramasekara 1:40 What does Benchling do? 2:24 How did Sajith get into life science? 6:55 Benchling's value proposition for scientists 9:04 How do they charge? 10:43 Is Chamath Palihapitiya the most famous Sri Lankan in the US? 13:25 Why immunotherapy is the most exciting development in life science 19:00 3D Printing & harvesting organs in other species 20:50 Ethics of editing a human embryo 28:19 How did the scientific community respond to the embryo controversy 29:52 Breakthroughs in gene therapy 34:09 Defining the line between quackery & brilliance 42:37 Upside & downside of genetically modified crops 47:54 What is the best approach for breakthroughs in life science?

0:52 Jason intros Brian Halligan 1:35 Brian describes how his job has changed as HubSpot has scaled 3:33 Jason asks Brian about buying Jerry Garcia's guitar "Wolf" 4:42 Jason & Brian reminisce over Grateful Dead shows at Giants Stadium 6:36 How the Grateful Dead pioneered "Inbound Marketing" & inspired HubSpot 15:24 How Brian met his Co-founder Dharmesh Shah 17:04 The original idea behind HubSpot 19:18 Ray Ozzie's impact on HubSpot & Brian 25:34 Benefits of introversion 30:06 Succession planning in tech 33:24 Avoiding pot-holes as CEO 35:18 Importance of customer experience in 2019 38:45 Examples of creating a great end-to-end customer experience 49:43 How Brian keeps himself sharp & motivated 52:45 Managing employees from different generations in the "Glassdoor Era"

0:58 Jason intros Alex MacCaw 2:26 What is Clearbit? 8:53 What are some Clearbit use cases? 12:48 Benefits of cashflow positivity in terms of fundraising 15:39 How Jason felt about Alex Tew’s Calm investor updates 18:59 GDPRs effect on Clearbit and the industry as a whole 27:37 How did Alex go from anti-coaching to benefitting from a CEO coach? 32:49 Alex’s experience finding a CEO coach from Naval Ravikant 34:22 What did Alex learn about company building from his coach? 38:39 Clearbit’s therapy policy 44:10 Alex’s history before Clearbit 47:16 Jason describes his first business, “Jason’s Hot Tapes” 49:37 What is Clearbit X? 53:26 Alex gives advice to his younger self