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Harry Stebbings

Founder of 20VC Fund, 20vc

Search every verified Harry Stebbings interview, podcast appearance, and on-the-record quote — each transcript cross-checked by AI and human review to confirm speaker identity. Harry Stebbings, founder of 20VC, has continued to host a high volume of podcast episodes featuring prominent figures in technology and venture capital. Recent guests have included Harrison Chase of LangChain, Mike Cannon-Brookes of Atlassian, and Parag Agrawal, formerly of Twitter. Across these conversations, Stebbings has explored topics such as the difficulty of building AI agents, the future of enterprise software interfaces, and the impact of AI agents on web search and advertising business models. He has also hosted recurring roundtable discussions with investors Jason Lemkin and Rory O’Driscoll, covering news like Meta’s AI product launches, Anthropic’s IPO timeline, and major acquisitions in the AI sector. In an interview with The Gstaad Guy, Stebbings discussed his personal views on success and ambition, stating that he has not found the cost of being tremendously successful versus quite successful to be worth it, citing effects on relationships, health, and family. He also described his morning routine, which includes a longevity shake, and reflected on the importance of enjoying the process rather than deferring happiness to future achievements. In other episodes, he has made comments on market conditions, such as stating that the AI industry is underbuilt rather than in a bubble, and has discussed the competitive dynamics of AI assistants and the challenges facing venture capital in the current environment.

Recent appearances

Verified interview transcripts

Notable quotes

“I think we spend 30% of our engineering salary on coding tools. It's actually gone down the last 2 months, while tokens, the number of tokens that we've used, has actually gone up.”

“The interesting thing for this is everyone's so biased on this issue. I've never seen more crap, more selfish takes on Twitter that are seen as generous. Like, you know, I'm only a pure seed investor. I don't need pro rata, right? And then you see other folks who are like, this is the most important right, it's under the constitution of venture capital investing. You peel the layer back, everyone's biased in the answ”

“I always say actually the quality of a founder is very obvious. It's the quality of the questions a founder asks at the end of an interview with a VC or a meeting with a VC. That's why I intentionally leave at least ten minutes in an interview for them to fire away at me, because it tells you people think like you. My partners will often say, why are we spending so much time answering their questions? Like, because y”

“I was just flummoxed by that tweet because it basically handed a weapon to every other firm competing with Khosla Ventures. And Khosla got a great team with Keith and a bunch of other people there and basically handed every other firm a weapon when they're competing on deals saying, is this the partner you want when things go bad? I was just totally flummoxed on why he would do that publicly.”

“Everyone likes to talk about a bubble. A bubble would suggest that we have excess supply, too much of something, and the demand isn't there. That is completely not true. We have far too much demand. Consumers and businesses wanting AI for far too little compute, the infrastructure that powers a lot of it. And so, the bubble is not here yet. As much as we like to say it will, we love to doomsday pronounce, it is not h”

“I think AI will fundamentally reshape how 90% of things are done. And I think what people are afraid to admit is that there will be a huge amount of discomfort in that transition. Transitionary periods are always uncomfortable for any large economic cycle. But everyone's like, well, we had it with the industrial revolution, with the agrarian revolution, with the industrial revolution, it took 10 years for machines to”

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