Episodes

Keith Rabois is a Managing Director @ and one of the most respected venture investors of the last decade. Keith has led investments in Stripe, Faire, , Affirm and many more. Just last week, Keith announced he would be rejoining Khosla from Founders...

Jamin Ball is a Partner @ Altimeter Capital where he sits on the board of Airbyte, Clickhouse, dbt Labs, Prisma, Tabular. Jamin has also led investments in Deel, MotherDuck, Personio and Starburst. Prior to Altimeter, Jamin spent 5 years at Redpoint...

is the Founder and General Partner @ 1confirmation, one of the leading seed firms fueling the decentralization of the web and society. The fund started with $26M and the firm now has over $1B in assets under management. Nick is famed for being one of...

Joining Harry in the hot seat today is , Founder @ and one of the OG SaaS investors of the last decade. The discussion today is broken into two segments: 2023: A Year in Review: Breakout company Best early-stage fund Best late-stage fund Most...

Dave Powers serves as President and CEO of , a global footwear and apparel company where he focuses on the company’s five high-performing brands: UGG®, Teva®, Sanuk®, HOKA One One® and Koolaburra®. Prior to Deckers, he held executive leadership...

is the Co-President, CPO & CTO at . Gustav has been instrumental in taking Spotify from a 30-person operation in Sweden when he joined to being the global leader of the space. Scott Belsky is Adobe’s Chief Product Officer and Executive Vice...

Peter Lacaillade is a Managing Director @ where he leads its private investment program where he oversees the firm’s activities in private equity, opportunistic credit and private real assets. Peter has been an early backer of Thrive, , a16z,...

Davis Smith is the Founder and Chairman of , an outdoor brand with a humanitarian mission. The company has assisted over 4 million people living in poverty. The company has been profitable for the last 4 years and is expected to do $160M in revenue in...

Steve Goldberg is the Chief Revenue Officer at , the sales engagement platform that was acquired by Vista in 2022 for $2.3BN. Prior to Salesloft, Steve was Group Vice President of Enterprise at Yext and before that was a Senior VP @ InsideSales.com. ...

Sam Corcos is the Co-Founder & CEO @ , the company helping you see how food affects your health with data from biosensors like continuous glucose monitors (CGMs). To date, Sam has raised over $89M for Levels from the likes of a16z (),...

Sanjit Biswas is the Founder and CEO @ , allowing businesses that depend on physical operations to harness Internet of Things (IoT) data. Over the last 8 years, Sanjit has scaled Samsara to $1BN in ARR and a public company with tens of thousands of...

Geoff Charles is the VP of Product at , leading the product management, operations, and support teams. Prior to Ramp, Geoff helped spin off Mission Lane and scale credit products to millions of consumers. He started his career advising Fortune 100...

Tooey Courtemanche, Jr. is the Founder, CEO, President, and Chairman of the Board of . He founded Procore in 2002 with a mission to connect everyone in construction on a global platform. After 13 years of business, the company had just $9.6M in...

Dominik Richter is the Founder & CEO @ , one of the largest direct-to-consumer businesses of the last decade and the #1 recipe box delivery service. Fun fact, two of the three biggest cooking facilities in North America are HelloFresh facilities...

Guillaume Cabane is a growth advisor to high-growth SaaS Startups, including , Spot, Airbyte, G2, Gorgias, Metadata, , and others. Guillaume held VP of Growth roles at Drift, Segment, and other successful startups, where he helped them grow from ~50...

Keith Rabois is a General Partner @ , one of the world's best venture funds with a portfolio including the likes of Facebook, SpaceX, Anduril, Tesla and many more. For the last 23 years straight, Keith has either invested in or founded a $BN company....

Des Traynor is a Co-Founder of , and has built and led many teams within the company, including Product, Marketing, and Customer Support. Yann LeCun is VP &  and Silver Professor at NYU affiliated with the Courant Institute of...

Jeff Seibert is the Founder & CEO @ , building the future of AI-powered accounting. Digits have raised funding from the likes of Peter Fenton @ Benchmark and 20VC. Jeff previously served as Twitter's Head of Consumer Product, a position he came to...

Matteo Franceschetti is the Co-Founder and CEO @ , a company dedicated to fueling human potential through optimal sleep. To date, Matteo has raised over $160M for the business from the likes of Founders Fund, , Naval Ravikant, Kevin Hart, AROD and...

is a Managing Partner @ Union Square Ventures, one of the leading early-stage firms of the last decade with investments in Twitter, Twilio, Coinbase and many more. is a General Partner @ Lightspeed where she has led investments or sits on the board...

Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Today Des leads all Intercom’s R&D efforts, and parts of Intercom’s marketing. In Today's...

Ryan Petersen is Founder & CEO @ , a leader in global supply chain technology. In 2022, Flexport moved more than $26 billion of merchandise. Over the last 10 years, Ryan has raised close to $2.5BN for the business with the latest valuation pegging...

Chris Degnan serves as Chief Revenue Officer and has been with the company since 2013. Starting as employee #13 and Sales employee #1, built a go-to-market strategy from the ground up, driving sustained high growth and global reach. Under his sales...

Danny Cohen is the President of , a division of Len Blavatnik's Access Industries. Access Entertainment’s corporate investments include film and television studio A24; Europe’s fastest-growing company ; creator economy leader Spotter; and a...