Harry Stebbings

Harry Stebbings

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20VC; early‑stage founder journeys, venture dynamics, tactical founder advice.

Private Status Shields Firms From Stock Volatility
SocialDec 15, 2025

Private Status Shields Firms From Stock Volatility

What is the biggest advantage for companies to stay private today? @DavidGeorge83 " The biggest advantage is the avoidance of volatility in your stock price and employee management. If you can steadily grow or control your stock price in the private...

By Harry Stebbings
A16z's David George on the Most Controversial Bet at A16z & Do Margins and Revenue Matter in AI?
VideoDec 15, 2025

A16z's David George on the Most Controversial Bet at A16z & Do Margins and Revenue Matter in AI?

David George, a general partner at Andreessen Horowitz, opened the conversation by framing a16z’s most controversial bet: that a $1 billion growth fund can outperform smaller vehicles. He highlighted the firm’s track record—Databricks delivering 7×, Coinbase 5×, and a roster that...

By Harry Stebbings
Fuse Energy Skyrockets 10x Yearly, Europe's Hidden Powerhouse
SocialDec 15, 2025

Fuse Energy Skyrockets 10x Yearly, Europe's Hidden Powerhouse

Fuse Energy is the most under the radar company in Europe. Every year, the company has 10x revenue. First Year: £2M Second Year: £20M Third Year: £200M @alanchanguk is one of the great founders of our time. 🔥 20VC to come...

By Harry Stebbings
Fear of Competition Kills Deals; Break Rules for Greatness
SocialDec 14, 2025

Fear of Competition Kills Deals; Break Rules for Greatness

Three years ago I made one of the biggest investing mistakes of my life. We turned down the chance to invest in ElevenLabs. It was a $250K check at a $100M post. Today that would be 100x and would have...

By Harry Stebbings
Founders Prefer Fear of Losing Over Winning Thrill
SocialDec 13, 2025

Founders Prefer Fear of Losing Over Winning Thrill

The best question to ask: What drives you more, the thrill of winning or the fear of losing? I have asked 100 of the best founders in the world this. 82 said the same thing.

By Harry Stebbings
Kieran Turned Down Seed Funding for ElevenLabs.
SocialDec 12, 2025

Kieran Turned Down Seed Funding for ElevenLabs.

My face when @matiii reminds me @Kieranleehill turned down the seed for ElevenLabs…. 🤣 https://t.co/R0b3biSsor

By Harry Stebbings
VCs Win by Nurturing LP Relationships, Not Pitching
SocialDec 11, 2025

VCs Win by Nurturing LP Relationships, Not Pitching

Every week I meet three new LPs. Even when I am not fundraising. And... I never ever sell 20VC to them. The single biggest reason VCs struggle fundraising: they do not build relationships in between funds. This is wrong. You...

By Harry Stebbings
Best Show Yet: SpaceX, Netflix, Massive Fundraises
SocialDec 10, 2025

Best Show Yet: SpaceX, Netflix, Massive Fundraises

It is midnight and I am working on the final edit for the show tomorrow with @jasonlk @rodriscoll. Holy s***. By far the best show we have done. - SpaceX valued at $800BN - The BFD: Netflix Buys Warner Brothers - Harvey...

By Harry Stebbings
Enterprise AI Needs Full‑Service Implementation, Not Just a Sale
SocialDec 10, 2025

Enterprise AI Needs Full‑Service Implementation, Not Just a Sale

Unpopular opinion: You cannot sell AI to large enterprises and expect usage and retention without an FDE model managing implementation and customisation. They will not buy and apply. The art is in implementation.

By Harry Stebbings
Listeners Love the Show, yet Few Value Targeted Content
SocialDec 10, 2025

Listeners Love the Show, yet Few Value Targeted Content

I get 10+ LPs per day email me stating they listen and love our weekly show with @jasonlk and @rodriscoll. Continues to amaze me how few truly see the strategic value of targeted content.

By Harry Stebbings
What Makes Alfred Lin Such a Great Investor
VideoDec 9, 2025

What Makes Alfred Lin Such a Great Investor

The video spotlights Alfred Lin, a partner at Sequoia Capital, and dissects the unconventional traits that set him apart from the stereotypical venture capitalist. Rather than relying on sweeping, simplistic maxims—"great team wins" or "focus on margins"—Lin offers nuanced, data‑driven...

By Harry Stebbings
Rivalry Fuels Market Growth and Regulatory Breakthroughs
SocialDec 9, 2025

Rivalry Fuels Market Growth and Regulatory Breakthroughs

How @Polymarket @shayne_coplan Made @Kalshi @mansourtarek_ Raise Their Game: " An industry truly becomes an industry when there's a rivalry. Without Polymarket, we wouldn't have pushed our marketing and pushed our product as hard. Without us, they wouldn't have pushed their marketing and...

By Harry Stebbings
Lead Investors Must Commit >50% or Appear Uncommitted
SocialDec 9, 2025

Lead Investors Must Commit >50% or Appear Uncommitted

Investors, when you put down a term sheet as a lead for the round and you only commit to 50% or less of the round, you are just showing a lack of commitment. That simple. Be bold.

By Harry Stebbings
Pre‑seed Investors Should Match Founders with Right‑stage VCs
SocialDec 9, 2025

Pre‑seed Investors Should Match Founders with Right‑stage VCs

A role of a pre-seed investor is to guide your founders to VCs that are most likely to do the deal. Throwing them into Sequoia, Accel and Index too early is like throwing SBF into the compliance team, shouting “good...

By Harry Stebbings
Alfred’s Contrarian Nuance Keeps Founders Grounded
SocialDec 9, 2025

Alfred’s Contrarian Nuance Keeps Founders Grounded

What Makes @Alfred_Lin @sequoia So Good?  "Alfred is a very unique investor in many dimensions 1. He's not the type of investor to make strong, simplistic statements. Alfred's answer to everything is very nuanced, uninteresting and uninspiring. But it tends to be the...

By Harry Stebbings
Growth Requires Simultaneous Product and Brand Building
SocialDec 8, 2025

Growth Requires Simultaneous Product and Brand Building

What is @mansourtarek_ biggest execution regret in how he scaled @Kalshi? "I was too product-driven for too long. I was always like ... it needs to grow really fast organically. Then we do more marketing and build a brand. I actually...

By Harry Stebbings
Early $7M Bet Turns $10M in Six Months
SocialDec 8, 2025

Early $7M Bet Turns $10M in Six Months

After 27 mins of interviewing @awxjack on 20VC, I asked in the middle of the show if I could invest in @airwallex. I invested $7M. Today, Jack announced Lee Fixel and Addition, one of the best in the world, have led...

By Harry Stebbings
Eric and Karim Master Founder Brand Storytelling
SocialDec 8, 2025

Eric and Karim Master Founder Brand Storytelling

Which founder brand does @mansourtarek_ @Kalshi respect more than any other? "@eglyman @karimatiyeh have done a very good job at building a story and brand around the founders the team and how the company has come to be. I am learning...

By Harry Stebbings
Kalshi's $1B Funding Fuels Prediction Market Revolution
SocialDec 8, 2025

Kalshi's $1B Funding Fuels Prediction Market Revolution

Kalshi is one of the fastest growing companies on the planet. Last week: - Raised $1BN at $11BN valuation - Partnered with CNN and CNBC This is Tarek’s only interview post this news. - How Polymarket made @Kalshi better? - Is Kalshi just sports betting with...

By Harry Stebbings
Venture Landscape Shifts: Valuations, AI Winners, New Capital Stack
SocialDec 7, 2025

Venture Landscape Shifts: Valuations, AI Winners, New Capital Stack

Venture is changing faster than ever. If you are not up to date, you will fall behind. Coming soon next Wednesday 👇 - What’s really happening to valuations - How AI euphoria is reshaping winners and losers - The new capital stack every founder and...

By Harry Stebbings
Collaborative Checks on Mega Platforms Drive Venture Success
SocialDec 7, 2025

Collaborative Checks on Mega Platforms Drive Venture Success

If you have a mega platform Write super collaborative checks You will absolutely crush the next decade in venture. Distribution matters. 😉

By Harry Stebbings
Sequoia Backing Signals Growth; Ignore the BS
SocialDec 6, 2025

Sequoia Backing Signals Growth; Ignore the BS

One of the most BS statements: You do not want people to join your company because of an investor that led the round. People want to grow and they want to make money. When Sequoia invests, it is a massive stamp...

By Harry Stebbings
Coming Soon: Harry Stebbings on the State of Venture
BlogDec 5, 2025

Coming Soon: Harry Stebbings on the State of Venture

In this episode, Harry Stebbings examines the rapid transformation of venture capital, focusing on shifting valuation dynamics, the impact of AI hype on startup success, and the emergence of a new capital stack that founders and investors must navigate. He...

By Harry Stebbings
Media Exposure Turns Angel Interest Into Lighthouse Customers
SocialDec 3, 2025

Media Exposure Turns Angel Interest Into Lighthouse Customers

Today I interviewed a $50BN founder for 20VC. In the post interview chat, I mentioned a company we are leading the seed round for. The $50BN founder asked to angel invest and be a lighthouse customer for them. How media...

By Harry Stebbings
AI-Driven Custom Apps Will Eclipse Traditional SaaS
SocialDec 1, 2025

AI-Driven Custom Apps Will Eclipse Traditional SaaS

SaaS is Over: " SaaS apps were built at a time when software was relatively hard to build.  Now many of these AI applications are easy to build on top of these LLMs. Most companies will start building custom software super easily." @jonsidd Love...

By Harry Stebbings
Data Labeling Market Faces Revenue Concentration and Synthetic Threat
SocialDec 1, 2025

Data Labeling Market Faces Revenue Concentration and Synthetic Threat

Data labelling is a fricking hard market and there are some core questions. 1. Why does no player want to be called a talent marketplace? 2. Is the proclaimed “revenue” real revenue or GMV? 3. What are the margins given the GMV structure...

By Harry Stebbings
20VC Newsletter - 30th November 2025
BlogNov 30, 2025

20VC Newsletter - 30th November 2025

In this 20VC newsletter episode, Harry Stebbings interviews Base44 founder Maor Shlomo, who argues that traditional SaaS will fade as "vibe coding" enables companies to own their tools and data, and highlights Google as the real competitive threat while emphasizing...

By Harry Stebbings
That Look When European Seed Funds Lose a Term Sheet
SocialNov 28, 2025

That Look When European Seed Funds Lose a Term Sheet

The face every European seed fund sees before they lose the term sheet 🤣 https://t.co/luEqQH95ly

By Harry Stebbings
AI Funding Frenzy: Anthropic, NVIDIA, and $10B Valuations
SocialNov 27, 2025

AI Funding Frenzy: Anthropic, NVIDIA, and $10B Valuations

The only podcast you have to listen to every week. No politics. Just tech. - Anthropic Raises $30BN from Microsoft and NVIDIA - NVIDIA Core Business Threatened by TPU - Sam Altman's "War Mode" Analysed - Sierra Hits $100M ARR: Justifies $10BN Price? Spotify 👉 https://t.co/6JKLLkgQVA Youtube...

By Harry Stebbings
Investors Don't Outnumber Founders in London, Claim Refuted
SocialNov 25, 2025

Investors Don't Outnumber Founders in London, Claim Refuted

@BennettSiegel @endowment_eddie @maxaltman Except it’s not true that investors outnumber founders in London! Just wrong

By Harry Stebbings
Early First and Second Close Signals a Bad Deal
SocialNov 25, 2025

Early First and Second Close Signals a Bad Deal

The minute I hear first and second close for an early stage funding round; I am out. Never a good sign.

By Harry Stebbings
Custom Vibe Coding Threatens SaaS Dominance
SocialNov 25, 2025

Custom Vibe Coding Threatens SaaS Dominance

Vibe Coding Will Kill SaaS: "  In a year or two; you'll get to a place where a lot of the current organizational tools that companies are using, you could build your own version. It would make so much more sense to you...

By Harry Stebbings
Model Prices Expected Near Zero, Margins Become Irrelevant
SocialNov 24, 2025

Model Prices Expected Near Zero, Margins Become Irrelevant

" The margins are the least thing that I'm worried about. We're taking into consideration that the prices of models will go down to zero." @MS_BASE44 How do you think about model costs over time? Right to assume close to zero? @destraynor...

By Harry Stebbings
Success No Longer Dependent on Silicon Valley Location
SocialNov 24, 2025

Success No Longer Dependent on Silicon Valley Location

6. Why Base44 Is Helped & Not Hurt by Not Being in Silicon Valley Silicon Valley is no longer mandatory for building important companies or accessing opportunity. The war on talent is tough in Silicon Valley: If you don’t have deep pockets,...

By Harry Stebbings
Base44 Lets Anyone Build Products, Outpacing Cursor
SocialNov 24, 2025

Base44 Lets Anyone Build Products, Outpacing Cursor

5. How Does Base44 Beat Cursor in the End? I started Base44 for non-technical people: no API keys, no Supabase links… As models improve, even developers care less about editing files or seeing code. When you can build whole products inside Base44, most...

By Harry Stebbings
Base44’s Founder, Maor Shlomo on Why Vibe Coding Has No Defensibility
VideoNov 24, 2025

Base44’s Founder, Maor Shlomo on Why Vibe Coding Has No Defensibility

The interview centers on Maor Shlomo, founder of Base44, a venture that leveraged large‑language‑model (LLM)‑driven “vibe coding” to let a solo founder build a product that was later sold to Wix for $80 million. Shlomo frames the conversation around why traditional...

By Harry Stebbings
Cursor’s $30B Valuation Fueled by Explosive Revenue Surge
SocialNov 20, 2025

Cursor’s $30B Valuation Fueled by Explosive Revenue Surge

Why $30BN for Cursor Is A Good Deal: "The pro side is revenue and revenue growth rate. If something's gone from $1-$100M in a year, and then $100M to $1BN this year, with Newton's laws of motion, it is going to $3BN-$4BN...

By Harry Stebbings
Tech Funding Boom: VC Surge, Private Giants Thrive
SocialNov 20, 2025

Tech Funding Boom: VC Surge, Private Giants Thrive

The only podcast you have to listen to every week. No politics. Just tech. - Cursor Raises $2.3BN: Who Wins the Coding War - Peter Thiel and Softbank Sell NVIDIA: Analysed - Why Venture Capital Will Hit $1TRN and the Opening of Retail - Why...

By Harry Stebbings
Replace Legacy Giants: Build Faster, Smarter Service Providers
SocialNov 20, 2025

Replace Legacy Giants: Build Faster, Smarter Service Providers

I have spent the last 14 days inside some of the largest companies in the world. 90% of them will die. Their market cap will slowly erode to innovators over a 20 year period. The lesson though: Their buying processes and...

By Harry Stebbings
Entry Price Matters in Uncertain TAM; Winning Dominates Huge TAM
SocialNov 20, 2025

Entry Price Matters in Uncertain TAM; Winning Dominates Huge TAM

Entry price counts when TAM is unclear. Winning is the only thing that counts when TAM is huge.

By Harry Stebbings
Twitter Turns DMs Into $5M LP Deals
SocialNov 19, 2025

Twitter Turns DMs Into $5M LP Deals

Last 24 hours became friends with $10BN+ founder through sending a DM. 24 hours later: He is co-investing in 20VC with 2 companies. Asked to write a $5M LP check. The power of Twitter.

By Harry Stebbings
20VC: Europe’s Only Fund Embracing 996 Culture
SocialNov 17, 2025

20VC: Europe’s Only Fund Embracing 996 Culture

20VC crushing the 996 London life. Only fund in Europe that works this. 🤷‍♂️ https://t.co/RkVTlQhcTW

By Harry Stebbings
Compute Scarcity and Geopolitics Define AI's Future
SocialNov 17, 2025

Compute Scarcity and Geopolitics Define AI's Future

“In my career working in AI, I have yet to meet a single AI person that ever felt like they had enough compute.” “Open-weight models is a tremendous source of geopolitical influence” “When China’s government makes an all-nation commitment, it’s a very...

By Harry Stebbings
AI Coding's VC Subsidy Mirrors Early Food Delivery Boom
SocialNov 17, 2025

AI Coding's VC Subsidy Mirrors Early Food Delivery Boom

Is AI Coding Like Food Delivery: VC Subsidised and Unsustainable: " I remember the early days of food delivery, it was VC subsidized. We're seeing that right now with AI coding. This can't go on forever... there will be some very valuable businesses...

By Harry Stebbings
20VC Newsletter - 16th November 2025
BlogNov 16, 2025

20VC Newsletter - 16th November 2025

The episode features three separate interviews: Everett Randle of Benchmark explains why mega‑funds prioritize capital velocity, proposes new AI‑company valuation metrics, and shares lessons from Mary Meeker; Rory O’Driscoll and Jason Lemkin discuss a looming Palantir valuation correction, the accelerating...

By Harry Stebbings
Biggest Lessons From Peter Thiel
VideoNov 12, 2025

Biggest Lessons From Peter Thiel

Peter Thiel’s genius, according to insiders, lies more in how he structures his firms than in his individual investments. At Founders Fund, staff who lead deals are required to co‑invest alongside the firm, turning a perk into a test of...

By Harry Stebbings
Top VCs Can't Guarantee 5x Net Returns to LPs
SocialNov 12, 2025

Top VCs Can't Guarantee 5x Net Returns to LPs

Why a16z, Lightspeed and General Catalyst Cannot Go To LPs and Be Confident of a 5X Net: "@ravi_lsvp, @pmarca @bhorowitz cannot go to LPs and say with a straight face that they can do 5x net. If you look at the...

By Harry Stebbings
AI Labs Threaten App Companies by Setting Low Baseline
SocialNov 11, 2025

AI Labs Threaten App Companies by Setting Low Baseline

Why AI Labs are the Biggest Risk to App Layer Companies: "The biggest risk for app layer companies is AI labs.  The labs are creating apps, they're creating more value via the models and they're giving them directly to users. As an...

By Harry Stebbings
AI Success Hinges on Gross Profit per Customer, Not Margins
SocialNov 11, 2025

AI Success Hinges on Gross Profit per Customer, Not Margins

Why Margins Matter Less in a World of AI and We Should Focus on Gross Dollar Per Customer: "We should not be placing that much emphasis on margin today. We should try to understand  what does the terminal gross margin structure...

By Harry Stebbings