
Harry Stebbings
Podcaster and venture capitalistWikipedia
68
MENTIONS
26
EPISODES
13
PODCASTS
Search complete. 68 mentions across 26 episodes found for "Harry Stebbings".
Sep 12, 2026
20VC: 7 Predictions for How AI Changes the World: Labour, Engineering, Social Media, GrokBots Buying Cybercabs and more with Matteo Franceschetti, Co-Founder @ Eight Sleep
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0:32Matteo FranceschettiGUEST
Like, I become a beast.
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0:33Harry StebbingsHOST
This is 20VC with me, Harry Stebbings.
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0:35Harry StebbingsHOST
And in the hot seat today we have Matteo Franceschetti.
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0:38Harry StebbingsHOST
What a fantastic surname.
SPOTLIGHT: Skipping the SMB Trap and Building for Big Brands | Matt Allison, CEO & Founder @ Handraise
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22:34Asad ZamanHOST
Books you've read, podcasts you're listening to, that's the very last question.
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22:37Asad ZamanHOST
But before we get there, do you – so me and AJ and all of us, we listen to Rory and Lemkin and Harry Stebbings talk about how – and I've seen Harry Stebbings say that the market right now is hotter than 2021 – But there's also a bit of pooping on like triple, twice, double, three times in terms of, I almost feel like it's a pooping on non-PLG like virality, like a traditional enterprise sales motion that is gonna grow linearly, not exponentially.
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23:12Asad ZamanHOST
Whereas if you had like some kind of, you know, whereas Cursor or Replit or Bolt are growing exponentially versus linearly.
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23:19Asad ZamanHOST
Does that worry you in any way or are you, I mean, my perspective for what it's worth is good businesses are good businesses.
Apathy (Not Disagreement) is the Killer for Your Business, with Alex Konrad @ Upstart
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5:07Alex KonradGUEST
I will tell you it's a little tough mentally in this current AI environment to be trying to do a bootstrapped kind of sustainable growth business because so much of the energy and the thought leadership you see is, you know, this is the time to grow at all costs, to build a generational business, you know, to avoid the permanent underclass.
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5:27Alex KonradGUEST
And, you know, moving slow, you're dead, right? Like we've seen Harry Stebbings will say things like, you know, he's not going to invest in companies that only grow 30% or something.
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5:35Alex KonradGUEST
And I'm like, hey, That doesn't sound that bad.
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5:37Alex KonradGUEST
Upstairs has been profitable from day one.
From £5 an hour to £1000 a day: How Sharmadean Reid MBE built her career | Part 1
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38:14Sharmadean ReidGUEST
It was more like a textbook.
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38:16Sharmadean ReidGUEST
And then I listened to every podcast and the only podcast at the time was Harry Stebbings, 20 Minute VC.
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38:24Sharmadean ReidGUEST
And Harry was at the beginning of the podcast And doing these interviews, like the 20 minutes, and as I would drop my son off at school, I'd walk back home and listen to the podcast.
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38:35Sharmadean ReidGUEST
So I started to understand the vernacular of what it means to speak to an investor.
20VC: The $100 Billion AI Assistant Race: Town vs Instinct vs GrokBot | We Spend $75K Per Engineer on AI Tools | Why the AI Assistant Market Is Not a Bubble & AI Assistants Will Replace Every App on Your Phone with JD, Founder of Town
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0:19Jean-Denis GrèzeGUEST
I think you'll trust your agent to decide what data to share with other people without you intervening in five years.
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0:25Jean-Denis GrèzeGUEST
The speed of the market is insane, Harry.
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0:27Jean-Denis GrèzeGUEST
I've never seen anything like it.
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0:28Jean-Denis GrèzeGUEST
You can build now-
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0:36Jean-Denis GrèzeGUEST
We have passed the point where we will go back to a world where humans are looking at lines of code.
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0:40Jean-Denis GrèzeGUEST
I mean, the run rate's at least 75K per engineer.
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0:43Harry StebbingsHOST
This is 20VC with me, Harry Stebbings.
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0:45Harry StebbingsHOST
Now, the hottest category in Silicon Valley is AI assistants, consumer and enterprise.
"Social Medias have become ADDICTION MACHINES!" - Christos Floros, CEO of Monnett
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39:09Christos FlorosGUEST
And I think a lot of investors really understand that now.
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39:12Christos FlorosGUEST
I mean, you have Harry Stebbings in the UK who always talks about distribution as well.
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39:15Christos FlorosGUEST
Distribution is king or queen.
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39:18Christos FlorosGUEST
And we're building that we're telling a story.
20VC: How to Build Your Own Data Center & Why Every Startup Should Do It | How ElevenLabs Leapfrogged Us: What I Learned | The AI Talent War: How Your Hiring Process Needs to Change with Cliff Weitzman, Speechify
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0:06Cliff WeitzmanGUEST
You don't want to be a fat manager who's like a general sitting in the back saying, "Take that hill." You want to be the warrior who runs up with their sword and engages the enemy first.
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0:15Harry StebbingsHOST
This is 20VC with me, Harry Stebbings.
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0:16Harry StebbingsHOST
Now, I am fed up of the simple question, answer, back and forth podcast.
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0:21Harry StebbingsHOST
Today is a real freaking discussion.
20VC: How Speechify Built a Data Center—and the AI Mistake Cliff Weitzman Regrets
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0:01speaker_0NARRATOR
Let's talk about the Harry Stebbings interview with Cliff Weitzman from Speechify.
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0:06speaker_0NARRATOR
What really stood out was his brutal honesty about missing 11 labs.
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0:11speaker_0NARRATOR
He called it the biggest strategic mistake in the history of Speechify and took full responsibility.
20VC: NVIDIA Crushes Quarter and Buys Hugging Face | OpenAI Cuts Off Cursor | Instinct Hits $2.5BN Valuation and The Race for AI Assistants | Cognition Raises at $46BN, Linear $2.5BN and Clay $7BN
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0:30Rory O'DriscollPANELIST
That's the job in a nutshell.
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0:32Harry StebbingsHOST
This is 20VC with me, Harry Stebbings.
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0:34Harry StebbingsHOST
Now, this is the must-listen show every single week.
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0:37Harry StebbingsHOST
All the biggest pieces of news broken down for you by some of the best investors in the world.
7 MINS LATER
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7:29Rory O'DriscollPANELIST
That is the last one.
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7:30Rory O'DriscollPANELIST
It's so funny.
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7:32Rory O'DriscollPANELIST
That was good, Harry.
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7:33Rory O'DriscollPANELIST
In the back of my mind, I was saying maybe demand for compute remains high.
How this youngster, backed by a PM and Blackbird, has cracked the code to going viral on LinkedIn?
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15:58Nick MihailouGUEST
But if you can find alignment, the odds that they'll respond are a lot greater.
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16:02Nick MihailouGUEST
Um, you know, I think, um, there's a podcast to Harry Stebbings.
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16:06Nick MihailouGUEST
He does 20 VC.
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16:07Nick MihailouGUEST
It's a very big show.
16 more episodes mention Harry Stebbings.
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