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Harry Stebbings

Harry Stebbings

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

Recent Posts

Base44’s Founder, Maor Shlomo on Why Vibe Coding Has No Defensibility
Video•Nov 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 profit margins are less relevant in a world where model costs are approaching zero, and how the ability to generate code on demand can enable ultra‑lean teams to create high‑value software. Key insights include Shlomo’s belief that the real economic upside lies not in marginal cost savings but in the speed and scale at which a single engineer can spin up functional, complex applications. He describes the strategic choice between staying bootstrapped, raising a massive round, or joining a larger platform—opting for the latter to tap Wix’s marketing, support, and operational muscle while keeping Base44’s product team lean. Post‑acquisition, Base44 now exceeds $100 million in revenue, a growth trajectory he attributes to a deal structure that rewards milestones and to the emerging “vibe coding” category that could subsume traditional CRM, task‑management, and other SaaS niches. Notable anecdotes illustrate the thesis: Shlomo recounts building a custom CRM for his girlfriend’s tattoo studio, a process that felt “hell on earth” with conventional drag‑and‑drop tools but would be trivial with an LLM‑powered code generator. He also challenges the notion that the space lacks defensibility, arguing that while basic front‑end generation is commoditized, true moat comes from deep integration layers—databases, user management, scheduled tasks, and a full cloud‑like ecosystem that lets AI agents build production‑grade software. The implications are two‑fold. For investors, the conversation signals a shift where AI‑augmented development could compress the SaaS value chain, favoring platforms that can deliver end‑to‑end integration rather than pure code generators. For incumbents, the pressure mounts to embed vibe‑coding capabilities or risk losing relevance, while smaller niche players without such infrastructure may be squeezed out as the market matures.

By Harry Stebbings
Cursor’s $30B Valuation Fueled by Explosive Revenue Surge
Social•Nov 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
Social•Nov 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
Social•Nov 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
Social•Nov 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
Social•Nov 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
Social•Nov 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
Social•Nov 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
Social•Nov 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
Blog•Nov 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
Video•Nov 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
Social•Nov 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
Social•Nov 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
Social•Nov 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
Numbers Shape Investment Narrative Over 8‑10 Years
Social•Nov 11, 2025

Numbers Shape Investment Narrative Over 8‑10 Years

Biggest Investing Lesson from Mary Meeker: "She is the most qualitative investor I have ever worked with.  She lays out all the sequential numbers historically for a company and then all the numbers going forward.   She's seeing what the company will...

By Harry Stebbings
Tiger Global Poised for Higher Returns via Databricks and OpenAI
Social•Nov 11, 2025

Tiger Global Poised for Higher Returns via Databricks and OpenAI

Why Everyone is Wrong About Tiger Global Returns:  "I think Tiger's gonna end up much better than anyone thought. They got a big stake in Databricks. They were early into OpenAI and Scale. They will benefit from liquidation preferences and preferred stock."...

By Harry Stebbings
Mega Funds Prioritize Capital Velocity Over Early-Stage Deals
Social•Nov 10, 2025

Mega Funds Prioritize Capital Velocity Over Early-Stage Deals

Why the Mega Funds are Focused on Capital Velocity: "The North Star for @generalcatalyst @lightspeedvp is investment velocity. Talk to the principles and Jr Partners at these firms.... It does not matter what @ravi_lsvp @htaneja are saying; when you are writing $BN...

By Harry Stebbings
Peter Fenton Excels by Trusting Founder Conviction over Stages
Social•Nov 10, 2025

Peter Fenton Excels by Trusting Founder Conviction over Stages

What Makes @peterfenton So Good? " Peter does an amazing job following his founder conviction. He doesn't think about stages. When he finds a @howietl @btaylor that's what guides him." @EverettRandle What have been your biggest lessons from working with Peter @howietl...

By Harry Stebbings
Align Incentives: Invest With Partners to Test Conviction
Social•Nov 10, 2025

Align Incentives: Invest With Partners to Test Conviction

The Biggest Investing Lesson from Peter Thiel: "Peter creates incentive structures to test the conviction level of partners. For example, you can personally invest alongside the fund in a deal you are leading. If you do not, he will ask, do...

By Harry Stebbings
Exit Tax Threatens $200M UK Investment and Jobs
Social•Nov 10, 2025

Exit Tax Threatens $200M UK Investment and Jobs

I have invested $200M into the UK in the last five years. If @RachelReevesMP implements “Exit Tax” all that funding will go overnight. That is countless jobs, companies and people who will lose out. Rachel, you have managed to steal our...

By Harry Stebbings
AI Customer Support Flooded with Billion‑Dollar Funding
Social•Nov 9, 2025

AI Customer Support Flooded with Billion‑Dollar Funding

One market I cannot figure out in a world of AI is customer support. You have: Sierra Decagon GigaML Parloa Forethought Kore Cresta All of these have raised over $100M. and then oldies like Intercom Zendesk Help me out, how does this market shake out?

By Harry Stebbings
Send Investor Updates: Leverage Trust, Drive Growth
Social•Nov 8, 2025

Send Investor Updates: Leverage Trust, Drive Growth

Founders, for the love of God; send investor updates. 1. Leverage them for help with customer intros, hires and fundraises. 2. Use them to create excitement and conversation about you in market. 3. Because these people have trusted you and...

By Harry Stebbings
Hummingbird's First Biotech Deal Nets $800M Stake
Social•Nov 7, 2025

Hummingbird's First Biotech Deal Nets $800M Stake

Let me just get this straight: Hummingbird owned 16% of BillionToOne at IPO. That is an $800M stake. This was their first ever biotech deal. These guys just play another game!!

By Harry Stebbings
Benchmark’s Portfolio Outshines All Other Funds
Social•Nov 6, 2025

Benchmark’s Portfolio Outshines All Other Funds

Of every fund of this vintage, I would rather have Benchmark’s portfolio than any other: Sierra ($10BN) Mercor ($10BN) Firework ($4BN) Legora ($2BN) Langchain ($1.3BN) Manus (one of most insane teams in AI) HeyGen ($80M ARR) Today it gets...

By Harry Stebbings
Navan's IPO: Who Wins? & Harvey Raises $150M at $8BN Price & Why Google Is a Buy, Amazon Is a...
Video•Nov 6, 2025

Navan's IPO: Who Wins? & Harvey Raises $150M at $8BN Price & Why Google Is a Buy, Amazon Is a...

The panel dissected Navan’s recent IPO, noting the company priced near the top of its range at a $5 billion valuation only to trade down to roughly $4.8‑4.9 billion, challenging Bill Gurley’s notion that IPO allocations are always free money. They explained...

By Harry Stebbings
Scaling Laws, Synthetic Data, and AI Myths Debunked
Social•Nov 3, 2025

Scaling Laws, Synthetic Data, and AI Myths Debunked

Joelle built the AI lab at Meta She worked and learnt from Zuck She is one of the leading minds in AI What everyone thinks they know about AI but get wrong 👇 - Why Scaling Laws Will Continue - Why You Can’t Buy Success...

By Harry Stebbings
Cohere's Chief Scientist, Joelle Pineau: Why Scaling Laws Will Continue & Future of Synthetic Data
Video•Nov 3, 2025

Cohere's Chief Scientist, Joelle Pineau: Why Scaling Laws Will Continue & Future of Synthetic Data

Cohere’s chief scientist Joelle Pineau, a former Meta researcher, discussed the durability of scaling laws, the current limits of reinforcement learning (RL) and the shift toward enterprise‑focused, on‑premise AI models. She emphasized that while compute and data yield roughly linear...

By Harry Stebbings
Act Fast on Good VC Offers—Don’t Delay
Social•Nov 3, 2025

Act Fast on Good VC Offers—Don’t Delay

Founders when you meet a VC and they give you a good offer. By running a “process” you are optimising for one of two things: 1. Price 2. The best partner If you have both, just do the deal now. Delay...

By Harry Stebbings
20VC Newsletter - 2nd November 2025
Blog•Nov 2, 2025

20VC Newsletter - 2nd November 2025

The newsletter recaps three recent 20VC episodes, highlighting AI’s shift from dollars to gigawatts, the commoditization of compute, and the rapid scaling of AI startups to $100 M revenue, while questioning high AI talent pay and the relevance of gross margins....

By Harry Stebbings
Why I Picked Angel Investing Over MBAs
Video•Nov 2, 2025

Why I Picked Angel Investing Over MBAs

A Princeton graduate who had long coveted a Stanford MBA decided to skip the program, treating the $120,000 tuition as a sunk cost and instead investing that money in early‑stage startups alongside angel investor Mike Maples. He framed the decision...

By Harry Stebbings
US VCs Dominate European Series A Funding
Social•Nov 1, 2025

US VCs Dominate European Series A Funding

European VCs are getting their lunch eaten at Series A by the best in the US: 1. ElevenLabs, led by a16z @kirbyman01 2. Synthesia, led by FirstMark @mattturck 3. Legora, led by Benchmark @sarahtavel @chetanp 4. Fyxer, led by Madrona...

By Harry Stebbings
100M Views… Zero Impact?
Video•Oct 31, 2025

100M Views… Zero Impact?

The speaker notes that viral video clips—even those surpassing 100 million views—often generate negligible traffic to the underlying long‑form podcast, with download numbers remaining flat. He attributes this to platform operators who, backed by well‑funded data teams, promote engagement metrics that...

By Harry Stebbings
Tech Weekly: Fund Raises, OpenAI Shakeup, VC Insights
Social•Oct 30, 2025

Tech Weekly: Fund Raises, OpenAI Shakeup, VC Insights

The only podcast you have to listen to every week. No politics. Just tech. - a16z Raises $10BN in New Funds - Mercor Raises $350M at $10BN - OpenAI Restructuring: Who Wins & Who Loses - Why IRR is a BS Metric - 3 Ways to...

By Harry Stebbings
European Investment Council Ranks #4 in Sifted’s Top 50
Social•Oct 30, 2025

European Investment Council Ranks #4 in Sifted’s Top 50

In another magnificent piece of work by Sifted 🤣 I would like to congratulate… The European Investment Council On being a top 50 performing investor. They are #4 according to Sifted. You can’t make this s*** up. 🤣 Too good Sifted....

By Harry Stebbings
Hire AI Generalists: Young Talent Beats Experience
Social•Oct 29, 2025

Hire AI Generalists: Young Talent Beats Experience

" Companies underestimate 23 and 24 year-olds. The new playbook for these AI startups is actually gonna be much more about hire the AI generalist, this 23, 24, 25-year-old who's really native in AI." @DavidCahn6 Do you agree and how do...

By Harry Stebbings
Meta's Acquisition of Scale Criticized over Structure and Potential Write-Down
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
Melio Sells for $2.5B After Growing to $153M ARR
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
Yuri Milner Invested $100M Into Airwallex at $1.1B Valuation
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

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