20VC with Harry Stebbings
Hosted by Harry Stebbings
The essential podcast for founders and VCs, featuring direct interviews with tech leaders and tactical analysis of market trends.
A high-cadence show operating at the center of the tech and venture capital worlds. It alternates between two primary formats: deep-dive, one-on-one interviews with unicorn founders and elite VCs, and a news-driven roundtable discussion with other investors. The interviews focus on extracting actionable strategies for fundraising, growth, and leadership, while the roundtables analyze the week's biggest headlines in AI, SaaS, and market dynamics.
“The host's dual role as both a prominent media figure and an active venture capitalist gives him unparalleled access and credibility. His direct, data-driven, and often challenging questioning style pushes guests beyond talking points, which, combined with a near-daily publishing schedule, makes the show a real-time pulse of the industry.”
Who hosts this show
Harry Stebbings started 'The Twenty Minute VC' podcast in 2015 with no contacts in the venture capital industry. The show, now known as 20VC, became a leading media brand in the space, featuring interviews with top-tier investors and founders. Leveraging the podcast's success, Stebbings launched his own venture fund, also called 20VC, in 2020, which now manages hundreds of millions and invests in early-stage tech companies in Europe and the US.
Credentials & credits
- Founder and Host of 20VC podcast
- Founder and General Partner of 20VC fund
- Co-Founder, Stride.VC
- Former Entrepreneur-in-Residence at Atomico
- Dropped out of King's College London (Law)
Other ventures
- 20VC (Venture Fund)
- Stride.VC (former)
- Atomico (former)
What kind of podcast
- Country
- United Kingdom
- Region
- uk
When new episodes drop
- 01We worked 8 months without payJun 28, 2026 · 48s
- 02What founders get wrong about equityJun 27, 2026 · 40s
- 03
- 04Is the way we build startups changing?Jun 26, 2026 · 48s
- 05
- 06
- 07Flexport CEO: Two Questions Every Founder Needs to AskJun 20, 2026 · 1h 21m
- 08
Notable episodes
- 01Nikesh Arora on The Future of Token Costs | Memory Becoming the Moat & Why Enterprise AI Isn't Ready
A masterclass in executive thinking, where the CEO of Palo Alto Networks is challenged on AI's economic impact and predicts G&A functions could be halved.
- 02How We Got Fred Wilson, Benchmark and Index to Invest $94M | Why Robinhood's Strategy is Wrong
A tactical deep-dive into a startup's fundraising journey, revealing the inside story of pitching top-tier VCs like Benchmark and unconventional strategies like angel-only rounds.
- 03Wall St's $725BN AI Question | The Rise of Open Source & How it Threatens OpenAI & Anthropic
Showcases the show's roundtable format, where host Harry Stebbings moderates a fast-paced discussion on timely AI news with fellow investors Jason Lemkin and Rory O'Driscoll.
What you'll be asked on this show
Harry Stebbings's interview style is fast, direct, and deeply informed. He often opens with a mindset-oriented question like 'Are you more motivated by the thrill of winning or the fear of losing?' to establish a personal baseline. He frequently uses a guest's public statements, such as tweets, as a jumping-off point for a deeper discussion. Stebbings is not afraid to challenge a guest's premise ('Do you still think product builds brand today?') or present a common counter-argument to their predictions. He consistently pushes for specifics, whether it's the mechanics of a VC partnership meeting, the exact terms of a deal, or a quantifiable prediction on future market costs. He closes by ensuring complex ideas or industry jargon are clarified for the broader audience.
The show has two distinct formats. The flagship is a 1-on-1 interview where Harry Stebbings is known for his rapid-fire questions, referencing past conversations and public statements to create a dynamic debate. The second format is a conversational roundtable with co-hosts Jason Lemkin and Rory O'Driscoll, where Stebbings acts as a moderator, framing discussions around recent news.
Questions Harry Stebbings keeps coming back to
12 cataloguedIf you're going on this show as a guest, expect some version of each of these. Each note explains when Harry Stebbings reaches for it.
mindset
1- Q.01
“Are you more motivated by the thrill of winning or the fear of losing?”
A frequent opening question used to understand a guest's core psychological drivers.
controversy
2- Q.01
“You tweeted that [X], can you unpack that for us?”
He often uses a guest's public statements to anchor a conversation in their established thinking.
- Q.02
“What would you say to those who argue [counter-argument]?”
This is his primary method for challenging a guest's assertion and creating a debate.
advice
2- Q.01
“How do you advise founders on [specific fundraising strategy]?”
Asks for specific, actionable advice related to the capital-raising process.
- Q.02
“How should an enterprise rethink its workflows with AI?”
Seeks practical, strategic advice for listeners on implementing new technology.
process
3- Q.01
“How was the partnership meeting with [VC firm]?”
Drills into the specifics of the fundraising process to give founders an inside look.
- Q.02
“How do you determine when to listen to user feedback versus sticking to the roadmap?”
A recurring question to probe a leader's product development philosophy.
- Q.03
“How do you think about effective token allocation for your teams?”
Aimed at understanding the operational and financial mechanics of running a modern tech team.
industry
1- Q.01
“Do you agree with the [current market theory]?”
Tests a guest's alignment with or opposition to prevailing industry narratives.
future
1- Q.01
“Where do you think the price of [X] will be in three years?”
Pushes guests to make specific, quantifiable predictions about the future.
money
1- Q.01
“Do you believe VCs can 'king-make' a company?”
A meta-question about the venture industry itself, exploring the power of VC branding.
technique
1- Q.01
“What does it mean when you say AI applications will have 'opinions'?”
Asks for clarification on a guest's conceptual ideas to make them concrete for the audience.
Signature segments
- · Fast-paced intro montage
- · "20VC" branding
- · Roundtable news analysis episodes
- · Actionable advice segments
- · Direct challenges to guest statements
Topics covered repeatedly
Who gets booked here
Guests are almost exclusively A-list tech industry players: founders and CEOs of major private and public companies (Palo Alto Networks, Flexport, fomo) and General Partners from top-tier venture capital firms (Benchmark, Scale Venture Partners).
- Paul Erlangeron How We Got Fred Wilson, Benchmark and Index to Invest $94M | Why Robinhood's Strategy is Wrong
- Nikesh Aroraon Nikesh Arora on The Future of Token Costs | Memory Becoming the Moat & Why Enterprise AI Isn't Ready
- Ryan Petersonon Flexport CEO: Two Questions Every Founder Needs to Ask
- Jason Lemkinon Wall St's $725BN AI Question | The Rise of Open Source & How it Threatens OpenAI & Anthropic
- Rory O’Driscollon Wall St's $725BN AI Question | The Rise of Open Source & How it Threatens OpenAI & Anthropic
- Everett Randleon Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN
Where to find this show
Audience & reach
Estimated: Given the audience of founders, VCs, and tech executives, sponsors are likely B2B companies targeting the startup ecosystem, such as cloud providers, financial services platforms, and enterprise SaaS tools.
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
Pitch Harry Stebbings
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People also ask
- What is Harry Stebbings's real name?
- His full name is Harry Stebbings.
- Is the 20VC podcast still running?
- Yes, it is very active and publishes multiple episodes per week.
- What are the show's formats?
- The show primarily features one-on-one interviews with founders and VCs, but also includes a regular news roundtable episode with co-hosts.
- What is the 20VC fund?
- 20VC is a venture capital fund founded by Harry Stebbings that invests in early-stage technology startups, leveraging the network and insights from his podcast.
- How can I pitch to be a guest on 20VC?
- The show almost exclusively books high-profile founders of major startups and general partners at leading VC firms. Unsolicited pitches are unlikely to be successful.
- Where can I listen to 20VC?
- The podcast is available on YouTube, Apple Podcasts, Spotify, and its official website, 20vc.com.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
- [01]Harry Stebbings - Wikipediaen.wikipedia.org
- [02]20VC Official Website20vc.com
- [03]Harry Stebbings' 20VC closes a $400M fundvestbee.com
- [04]Podcaster-turned-VC Harry Stebbings raises $400m for third fund | Siftedsifted.eu
- [05]Harry Stebbings - Grokipediagrokipedia.com
- [06]The Twenty Minute VC (20VC) on Apple Podcastspodcasts.apple.com
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