Harry Stebbings, Podcaster and VC episode artwork

EPISODE · Nov 2, 2025 · 1H 16M

Harry Stebbings, Podcaster and VC

from The Gentleman‘s Journal Podcast · host Gentleman’s Journal

“You really have to be unwaveringly obsessed..." Harry Stebbings’ career began at the age of 13, when he watched The Social Network — David Fincher and Aaron Sorkin’s brooding portrayal of the earliest days of Facebook. But whereas many of us watched that film and thought: “I’d quite like to be a tech founder”, Harry watched it and thought: “Gosh. I want to be a venture capitalist.” A few years later, and with £200 pounds in the bank and not a single contact in the VC world, Harry started his podcast, The Twenty Minute VC. Now, more than 10 years and 1400 episodes later, Harry has pivoted his juggernaut-like podcast into his very own VC fund — one that has backed 13 unicorns to-date. Here, in a beautifully candid interview, Harry tells the podcast about the AI start-up sphere; why he chooses to work nine-to-nine, six days a week; how his often lonely childhood formed his entrepreneurial mindset; the dangers of social media usage; and the things that make him optimistic about the future.

Episode metadata supplied by the publisher feed · Published Nov 2, 2025

Embed this episode

NOW PLAYING

Harry Stebbings, Podcaster and VC

0:00 1:16:52

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of The Gentleman‘s Journal Podcast?

This episode is 1 hour and 16 minutes long.

When was this The Gentleman‘s Journal Podcast episode published?

This episode was published on November 2, 2025.

Can I download this The Gentleman‘s Journal Podcast episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!