Recent Posts
Social•Dec 18, 2025
Tech Titans, Mega Funding, and AI Disruption Weekly
The only podcast you have to listen to every week. No politics. Just tech. - Will SpaceX IPO for $1.5TRN - Will Cursor Kill Figma - Lightspeed Raises $9BN - OpenAI: Disney’s $1BN Investment & New CRO Spotify 👉 https://t.co/kSlARc4lQP Youtube 👉 https://t.co/GUg2n68etS Apple Podcasts 👉 https://t.co/osOaTumZQS My 6 takeaways with @jasonlk and @rodriscoll👇 Timestamps: 00:00 Intro 01:19 Lightspeed's $9 Billion Fundraise 06:20 The Impact of Mega Funds on Seed VCs 11:28 The Supercycle of Growth and Late-Stage Investments 14:01 Disney Invests $1BN into OpenAI and What It Means 21:46 Oracle Hit Hard: Is Now the Time to Buy 27:23 Broadcom's Market Cap Drop and Anthropic's AI Chip Orders 34:40 Cursor Competes with Figma: The Convergence of Design & Coding Tools 47:02 The Biggest Danger for Incumbents: Being Maimed by AI 56:43 Boom Supersonic Raising $300M to… Power Data Centres… WTF 01:02:23 Will SpaceX IPO at $1.5TRN and The Elon Option Value 01:17:17 Would You Rather…
By Harry Stebbings
Social•Dec 17, 2025
US Capitalists Prioritize Value, UK Chairs Chase Titles
American capitalists that care about value creation vs. UK chairmans who care about their career? Becoming knighted? The governance is f***** up on UK PLCs. If they do not bring @TSMonzo back they will lose the $5BN he gained for them.
By Harry Stebbings
Social•Dec 16, 2025
New Entrants Lead Harmonic AI's Hot 25 Rankings
So @harmonic_ai just released their Hot 25 Report on the most in-demand early-stage companies. The top 3: @getserval Is the big new entry at #1 & have now announced a massive Series B at a valuation above $1BN 20VC portfolio company @peec_ai rises...
By Harry Stebbings
Social•Dec 16, 2025
Venture Capital Crisis: Only AI Startups Matter Now
Venture investors are going through an existential crisis. If you are not in the OpenAI, Anthropic, Cursor, Mercor etc etc you do not fricking matter.
By Harry Stebbings
Social•Dec 15, 2025
Valley VC Win Rates Plunge Below 50% Amid Fierce Competition
The amount of venture firms in the valley that have a win rate sub 50% right now is insane. Early stage valley is more competitive, frothy and crowded than ever.
By Harry Stebbings
Social•Dec 15, 2025
Mega Funds Can Still Deliver 5
I think David George is one of the great growth investors today. But I also think some of the hardest and most pressing questions have not been asked. - How does a $5BN fund do a 5x? - Why invest $300M into Adam...
By Harry Stebbings
Social•Dec 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
Video•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Video•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Social•Dec 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
Deals•Sep 7, 2025
Meta's Acquisition of Scale Criticized over Structure and Potential Write-Down
The newsletter discusses Meta's acquisition of Scale, noting concerns about talent fallout, questionable asset fit, and a deal structure involving approximately $14BN in distributed cash that could lead to a future write-down for Meta.
Harry Stebbings
Deals•Jul 6, 2025
Melio Sells for $2.5B After Growing to $153M ARR
Melio, a SaaS payments company with $153M ARR and 127% YoY growth, was sold for approximately $2.5 billion, reflecting roughly a 16x revenue multiple. The transaction outcome was discussed as a disappointing valuation for similar high-growth portfolio companies.
Harry Stebbings
Deals•Jun 1, 2025
Yuri Milner Invested $100M Into Airwallex at $1.1B Valuation
Airwallex received a $100M investment from Yuri Milner at a reported $1.1B valuation, recounted by CEO Jack Zhang on the 20VC podcast. The anecdote highlights a rapid, high-conviction check after a brief personal conversation.
Harry Stebbings