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20VC with Harry Stebbings

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Block mentions software
"Jack Dorsey just laid off 40% of the staff at Block from 10,000 to 6,000 employees."
Alt Cap mentions other
"We saw Jack Altman who raised last year 275 million for Alt Cap. He's a wonderful dude. I'm sure everyone loves Jack."
Cursor mentions software
"Using Cursor for coding"
Synthesia mentions software
"synthesia has beaten benchmark-backed Hey Gen"
From: Why I am bullish on Europe ▶ 0:16 Feb 2026
AIO mentions software
"AIO is beating every other CRM company in the valley"
From: Why I am bullish on Europe ▶ 0:14 Feb 2026
ElevenLabs mentions software
"ElevenLabs beat OpenAI at voice and AIO is beating every other CRM company in the valley"
From: Why I am bullish on Europe ▶ 0:07 Feb 2026
OpenAI mentions software
"ElevenLabs beat OpenAI at voice and AIO is beating every other CRM company in the valley"
From: Why I am bullish on Europe ▶ 0:10 Feb 2026
HeyGen mentions software
"synthesia has beaten benchmark-backed Hey Gen"
From: Why I am bullish on Europe ▶ 0:19 Feb 2026
Microsoft mentions software
"The largest SaaS company in the world that's independent outside of Microsoft and the hyperscalers, Salesforce, right?"
Workday mentions software
"Salesforce, Workday, Service. Now, those are like a couple hundred billion of market cap, right?"
Salesforce mentions software
"The largest SaaS company in the world that's independent outside of Microsoft and the hyperscalers, Salesforce, right? Salesforce, Workday, Service. Now, those are like a couple hundred billion of market cap."
Cursor mentions software
"unless you're an Anthropic OpenAI Cursor Lovable OpenAI Carvey you name your like you're irrelevant"
Cursor mentions software
"How do we create retentive patterns, behaviors, programs to ensure that people stay with Codex and they don't flip to cursor when there's a better model."
Replit mentions software
"Replit should not be owning product prototyping and development for product people Figma should own this"
From: "Figma Make is a Failure" ▶ 0:20 Feb 2026
Salesforce mentions software
"What's the commonality between ServiceNow, Salesforce and Shopify? It seems like nothing. But actually, they all could be abstracted away into a database."
From: Is Shopify becoming Obsolete? Feb 2026
ChatGPT mentions software
"If I am shopping on ChatGPT, I may not go to that merchant store ever."
From: Is Shopify becoming Obsolete? ▶ 0:09 Feb 2026
ServiceNow mentions software
"What's the commonality between ServiceNow, Salesforce and Shopify? It seems like nothing. But actually, they all could be abstracted away into a database."
From: Is Shopify becoming Obsolete? Feb 2026
Shopify mentions software
"If the future of e-commerce is conversational commerce and it does not happen on the Shopify platform, that is not a net positive. The Shopify software in two years may be obsolete."
From: Is Shopify becoming Obsolete? ▶ 0:01 Feb 2026
Shopify mentions software
"I think it would be disingenuous to say that couldn't happen to Shopify. That agentic commerce agents part of discovery is going to happen on my sofa."
From: Open Platforms are at RISK ▶ 0:19 Feb 2026
Workday mentions software
"it is interesting that Aneel had to go back in like eight months to run Workday. It's a pretty fast boomerang."
UiPath mentions software
"Do you think Aneel wanted to go back as the solo CEO just as much as Daniel wanted to go back to UiPath?"
Salesforce mentions software
"This is why you should bet on Salesforce of of I mean listen most most public B2B companies are founder led right most of them are but the amount of stress in that organization is so high at Salesforce"
11 Labs mentions software
"I released a show with the head of sales at 11 Labs. Insanely popular show. I mean, I can't even tell you how insanely popular it was. And it the thing that everyone oscillated around was the 20x sales comp."
HubSpot mentions software
"maybe I HubSpot and GitLab are the only candidates I can think of where there's just not enough boomerang people."
Twilio mentions software
"another candidate who obviously won't happen but it was who was great guest Jeff Lawson who was at Twilio is now like I'm doing fusion you you people knock yourself out"
Box mentions software
"I Drew from Dropbox and Aaron from Box just unwavering resilient persistent"
Dropbox mentions software
"I Drew from Dropbox and Aaron from Box just unwavering resilient persistent"
Monday.com mentions software
"Monday at 3.8 billion. Is that a buy or not?"
Anthropic mentions software
"Anthropic raises $30 billion at a $380 billion post money"
Thrive Capital mentions other
"Thrive closes on a mega $10 billion fund"
OpenClaw mentions software
"OpenClaw creator joins OpenAI"
Claude mentions software
"Claude code from 1 to 2.5 billion at the end of the year to today"
ChatGPT mentions software
"Most of OpenAI's revenues comes from ChatGPT on the consumer side"
Yelp mentions software
"I was just looking at Yelp this week. I mean, Yelp's down to $1.22 billion valuation for I mean Jeremy's young but it's been what 20 something years right and it's down 47% this year"
Replit mentions software
"Replit and lovable should not be owning product prototyping. In the next release of Replit when you log in the next day, it will have built three to four features for you on its own"
Lovable mentions software
"Lovable and Replit shouldn't have gotten here, guys. We own this space"
Shopify mentions software
"I don't think there is a credible near-end story that replaces a shopping website and a payments mechanism with some kind of AI"
Stripe mentions software
"Stripe being worth $140 billion and Adyen being worth a third of that"
Adyen mentions software
"Is Adyen wildly undervalued? Adyen is a wildly profitable company with almost 50% operating margins"
Thrive mentions other
"Thrive has done an amazing stock picking job of backing Stripe, of backing Databricks, of backing OpenAI, and of backing them at scale."
SpaceX mentions other
"the two model companies SpaceX stripe and does and databicks again when you deal with hundred billion dollar plus market cap companies"
Databricks mentions software
"Thrive has done an amazing stock picking job of backing Stripe, of backing Databricks, of backing OpenAI, and of backing them at scale."
OpenAI mentions software
"Thrive has done an amazing stock picking job of backing Stripe, of backing Databricks, of backing OpenAI, and of backing them at scale."
Fidelity mentions other
"someone could buy Fidelity small cap growth and get actually in this case midcap and large cap growth, pay 50 bits and buy the same stock."
Lightspeed mentions other
"are Lightspeed and GC going to come out with 20? I mean again as we've said you thinking of it as early stage venture is just a mistake."
AI Customer Service Agents mentions software
"Customer service isn't just like, hey, I need an agent that answers questions. Sooner or later, you wanted to read the source code and explain to the customer how it works."
New Bank mentions software
"David at least has slightly more focus. He has a very solid base in Brazil, making a lot of money from there."
Revolut mentions software
"Nick's challenge right now might be that he is so distributed. He's trying to go for the whole world, launching in Dubai, India, launching everywhere."
AI mentions technique
"I've seen the acceleration of AI and I know we can ship all these things on the existing organization."
ChatGPT mentions software
"When you look at the wow rate, wow numbers for ChatGPT."
Atlassian mentions software
"Today we have Mike Cannon Brooks, co-founder of Atlassian, joining us for my favorite show of the week."
Sierra mentions software
"we saw Sierra's 50 million plus quarter taking to over 150 million there are now"
Anthropic mentions software
"Anthropic predicts 149 billion in ARR in 2029 under the most optimistic scenario"
Cursor mentions software
"You look at Cursor, it's doing a billion dollars in revenue, but it's pretty much the same billion dollars"
Replit mentions software
"I was at Replit the other day at 300 million in revenue, 300 people"
Harvey mentions software
"Harvey, we mentioned that raised in December raised $200 million at an 11 billion price"
"I don't think we're allowed to believe in luck at a16z. We have to see 100% of the deals in our domain."
ERP mentions software
"even if you vibe coded your ERP and your payroll with all the kind of risks and dangers that that entails, you're going to save 8 to 12%"
CRM mentions software
"Why would you point it at rebuilding payroll or ERP or CRM, right?"
"Anish Akaya GP at Andreessen Horowitz where he leads consumer and fintech investing at series A"
HubSpot mentions software
"The public SaaS company who has distribution, be it a HubSpot or a Salesforce who has millions of customers."
UiPath mentions software
"How do you think about the future of UiPath? They've had a tumultuous journey in the public markets"
Salesforce mentions software
"The public SaaS company who has distribution, be it a HubSpot or a Salesforce who has millions of customers."
Optimus mentions product
"There's only two assets that give you that. Self-drive and Optimus. For lack of any information, split it 50/50."
From: Waymo is actually cheap ▶ 0:20 Feb 2026
Tesla mentions product
"Tesla trades at 1.2 trillion plus or minus. It's got a 100 million flat car business with declining profitability."
From: Waymo is actually cheap ▶ 0:04 Feb 2026
Anthropic mentions software
"Anthropic and others have already diversified away. Anthropic signed a deal for a million TPUs"
From: Nvidia has NO choice ▶ 0:23 Feb 2026
Microsoft mentions software
"Microsoft bailed them out for years"
From: Nvidia has NO choice ▶ 0:18 Feb 2026
OpenAI mentions software
"If OpenAI needs a bailout, it has to bail them out. It has no choice."
From: Nvidia has NO choice ▶ 0:02 Feb 2026
Nvidia mentions product
"I think Nvidia has no choice. It has to bail out."
From: Nvidia has NO choice Feb 2026
TPU mentions product
"Anthropic signed a deal for a million TPUs"
From: Nvidia has NO choice ▶ 0:26 Feb 2026
Amazon Trainium mentions product
"is deep on the whole Amazon Trainium ecosystem"
From: Nvidia has NO choice ▶ 0:30 Feb 2026
Twitter/X.ai mentions software
"Twitter/X.ai investor rolling into the largest market cap private company on the planet maybe 6 months before it goes public"
From: SpaceX Dilution or xAI Upside? ▶ 0:04 Feb 2026
SpaceX mentions other
"Would you prefer to be a SpaceX investor taking 20% dilution here"
From: SpaceX Dilution or xAI Upside? Feb 2026
Tesla mentions product
"Tesla trades at 1.2 trillion plus or minus. It's got a $100 million flat car business with declining profitability."
Fiverr mentions software
"But is that is an called Fiverr? Just it's the new Fiverr."
Optimus mentions product
"someone very brilliant who I'm very close to said to me the other day who's very close to Tesla said they will you will be surprised in 5 years time that they were ever known for cars given the brilliance of Optimus"
"If you read Reminiscences of a Stock Operator which is the definitive book about trading, the Jesse Livermore book about trading"
ChatGPT mentions software
"Whether it's just ChatGPT or Claude or whatever, or whether it's Replit or Gamma or heck, Granola, it's so powerful that it is your sales and marketing motion"
Claude mentions software
"Whether it's just ChatGPT or Claude or whatever, or whether it's Replit or Gamma or heck, Granola, it's so powerful that it is your sales and marketing motion"
Replit mentions software
"Whether it's just ChatGPT or Claude or whatever, or whether it's Replit or Gamma or heck, Granola, it's so powerful that it is your sales and marketing motion"
Gamma mentions software
"Whether it's just ChatGPT or Claude or whatever, or whether it's Replit or Gamma or heck, Granola, it's so powerful that it is your sales and marketing motion"
Granola mentions software
"Whether it's just ChatGPT or Claude or whatever, or whether it's Replit or Gamma or heck, Granola, it's so powerful that it is your sales and marketing motion"
Carta mentions software
"And on paper, when you log into Carta, your share price is higher."
Cursor mentions software
"Buying Cursor doesn't help. It's not big enough."
OpenAI mentions software
"it seems to me like OpenAI is going down the you know let users fine-tune models like that type of journey"
Nvidia mentions product
"Finally, we have Nvidia pulling out of OpenAI. The deal was apparently non-binding when it was announced and Nvidia were offered up to 100 billion as Jensen said very clearly."
SpaceX mentions other
"SpaceX has completed its acquisition of XAI, valuing the combined private company at 1.25 trillion as Elon Musk moves to pair his rocket business with an AI unit"
xAI mentions software
"SpaceX has completed its acquisition of XAI, valuing the combined private company at 1.25 trillion as Elon Musk moves to pair his rocket business with an AI unit that's burning about a billion a month"
Waymo mentions product
"Waymo is raising a monster $16 billion round at a $110 billion valuation. 13 billion coming from Google. The rest from Sequoia, from DST and Dragon. It's another win for Google in AI."
Sequoia mentions other
"The rest from Sequoia, from DST and Dragon"
Thinking Machines mentions other
"I just don't love my job at Thinking Machines. Come to OpenAI. You will lose nothing."
OpenAI mentions software
"That's why we've all moved to investing anymore at OpenAI because we want the folks who like, you know what, I just don't love my job at thinking machines. Come to OpenAI."
Figma Make mentions negative software
"Figma Make is a failure and I don't mean to be dramatic but I think folks at Figma if they're honest would agree like they thought this was revolutionary"
From: "Figma Make is a Failure" ▶ 0:07 Feb 2026
Figma mentions negative software
"Figma make is a failure. They should own product prototyping and development but they don't"
Zendesk mentions negative software
"if your traditional support software like zendesk the the old zendesk is growing 0%"
Microsoft mentions negative software
"Microsoft. Now the second largest market cap loss ever. They lost $360 billion in market cap in a day. So what's the problem there? It looks like OpenAI overexposure is now seen as a big negative."
OpenAI mentions negative software
"It looks like OpenAI overexposure is now seen as a big negative"