Episodes featuring 20VC with Harry Stebbings

Browse episodes where 20VC with Harry Stebbings appears as host or guest. View all episodes →

20VC with Harry Stebbings
NVIDIA Crushes Quarter | OpenAI Cuts Off Cursor | Instinct Hits $2.5B Valuation
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Sep 03, 2026 · 5 recommendations

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss NVIDIA's earnings, AI agents reshaping B2B software, and what it takes for startups to survive in the current market.

20VC with Harry Stebbings
ClickHouse CEO: AI Margins Need to Improve | Revenue Concentration Should be a Concern
20VC with Harry Stebbings · with Aaron Katz · Aug 31, 2026 · 2 recommendations

Aaron Katz, CEO of ClickHouse, talks with Harry Stebbings about building a $15B database company, AI infrastructure strategy, and why revenue concentration is a hidden risk.

20VC with Harry Stebbings
Should American Enterprises Work With Open-Source Chinese Models? | Only 10% of Neo-labs survive
20VC with Harry Stebbings · with Eno Reyes · Aug 29, 2026 · 25 products mentioned

Eno Reyes, CTO of Factory, joins Harry Stebbings to discuss whether enterprises should use open-source Chinese AI models and which AI startups will survive the next 18 months.

20VC with Harry Stebbings
Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Aug 27, 2026 · 26 products mentioned

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll break down AI infrastructure, frontier model competition, and why enterprise AI spending is becoming a capital budgeting problem.

20VC with Harry Stebbings
Inside Sequoia's Investment Committee | How the SpaceX & Citadel Deals Went Down | Julien Bek
20VC with Harry Stebbings · with Julien Bek · Aug 24, 2026 · 24 products mentioned

Julien Bek of Sequoia Capital joins Harry Stebbings to discuss how Sequoia sources and wins deals, reads founders, and thinks about AI agents reshaping software economics.

20VC with Harry Stebbings
The AI Bubble WILL Burst | Should we be fearful of Chinese Open-Source | Jerry Murdock
20VC with Harry Stebbings · with Jerry Murdock · Aug 22, 2026 · 3 recommendations

Jerry Murdock, founder of Insight Partners, joins Harry Stebbings to discuss why the AI bubble may burst by early 2027 and where builders should focus their bets.

20VC with Harry Stebbings
Stripe's $8B OpenRouter Bet | Anthropic's First Profit & The Math Behind Reaching $600B in Revenue?
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Aug 20, 2026 · 2 recommendations

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll break down a big week in AI deals, including Stripe's OpenRouter acquisition and Anthropic's first profit.

20VC with Harry Stebbings
Uber President on Travis, China & Self-Driving | Why Autonomy Is Existential | How to Beat DoorDash
20VC with Harry Stebbings · with Andrew Macdonald · Aug 17, 2026 · 14 products mentioned

Uber President Andrew Macdonald talks with Harry Stebbings about scaling ride-hailing globally, why autonomous vehicles are existential for Uber, and how membership and pricing drive long-term growth.

20VC with Harry Stebbings
How to Build a $100M Growth Engine: Lessons from Wispr Flow & Superhuman | Matt Swulinski
20VC with Harry Stebbings · with Matt Swulinski · Aug 15, 2026 · 7 recommendations

Matt Swulinski, who scaled growth at Superhuman and Wispr Flow, shares how to build paid acquisition systems that treat SaaS growth like ecommerce.

20VC with Harry Stebbings
Canva Slashes Growth | Talent Exodus at Google | Revolut's $50B CEO Package | Musk's $55B Terrafab
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Aug 13, 2026 · 39 products mentioned

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss how AI is disrupting software companies like Canva, reshaping talent markets, and changing how founders think about equity and control.

20VC with Harry Stebbings
OpenRouter CEO: Why Chinese Open Models Are Beating the US | Why Enterprises Fear OpenAI & Anthropic
20VC with Harry Stebbings · with Alex Atallah · Aug 10, 2026 · 2 recommendations

OpenRouter CEO Alex Atallah talks with Harry Stebbings about why Chinese open-weight models are ahead of US ones, and why enterprises are wary of depending on a single AI provider.

20VC with Harry Stebbings
The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel
20VC with Harry Stebbings · with David Frankel · Aug 08, 2026 · 1 recommendation

Harry Stebbings talks with David Frankel of Founder Collective about who wins and loses in the AI boom and how seed-stage investors can find an edge.

20VC with Harry Stebbings
Leo Aschenbrenner's Situational Awareness Blows Up | Moonshot AI Raises $3.5B at $35B
20VC with Harry Stebbings · with Nikesh Arora, Jason Lemkin, Rory O'Driscoll · Aug 06, 2026 · 1 recommendation

Harry Stebbings, Nikesh Arora, Jason Lemkin, and Rory O'Driscoll discuss the AI infrastructure race and why compute, energy, and land access matter more than model quality.

20VC with Harry Stebbings
Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market
20VC with Harry Stebbings · with Anastasios Angelopoulos · Aug 03, 2026 · 1 recommendation

Anastasios Angelopoulos, CEO of Arena, joins Harry Stebbings to discuss why open-source AI will produce a $100B US company and why data is a trillion-dollar market.

20VC with Harry Stebbings
The Best AI Companies Have Unique Data Acquisition Strategies | Simile Co-founder & CEO
20VC with Harry Stebbings · with Joon Sung Park · Aug 01, 2026 · 6 products mentioned

Joon Sung Park, CEO of Simile, joins Harry Stebbings to explain why unique data acquisition strategies, not compute or algorithms, are what separate the best AI companies.

20VC with Harry Stebbings
Travis Kalanick Raises $1.7B for Atoms | Google Cloud Grows 82% But The Market Tanks
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Jul 30, 2026 · 29 products mentioned

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll break down a turbulent week in tech, covering Travis Kalanick's $1.7B raise, Google Cloud's growth, and AI regulation debates.

20VC with Harry Stebbings
Will Open-Source Threaten Anthropic's Business & Do Margins Matter in a World of AI | Matt Murphy
20VC with Harry Stebbings · with Matt Murphy · Jul 27, 2026 · 10 products mentioned

Matt Murphy of Menlo Ventures talks with Harry Stebbings about how AI is changing venture capital, including how Menlo bet on Anthropic and why traditional ownership metrics no longer predict returns.

20VC with Harry Stebbings
Mercor Head of Product on Revenue Concentration from Frontier Labs
20VC with Harry Stebbings · with Osvald Nitski · Jul 25, 2026 · 1 recommendation

Harry Stebbings talks with Osvald Nitski, CPO at Mercor, about scaling a data business for frontier AI labs, managing revenue concentration, and expanding into enterprise.

20VC with Harry Stebbings
Frontier Labs Threatened by Kimi? Should the US Ban Chinese Open-Source Models & Stripe Buys PayPal
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Jul 23, 2026 · 1 recommendation

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss Chinese AI models challenging Western labs, the Stripe-PayPal acquisition, and where the real money in AI is flowing.

20VC with Harry Stebbings
The Open-Source AI Reality | How Token Costs Will Fall 10X & Usage Will Explode 100X | Lin Qiao
20VC with Harry Stebbings · with Lin Qiao · Jul 20, 2026 · 10 products mentioned

Lin Qiao, founder of Fireworks, joins Harry Stebbings to discuss why specialized AI models will beat general ones for enterprises and how falling token costs will drive massive usage growth.