The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

Harry Stebbings
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The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman. If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.

  1. 2d ago

    20VC: You Need $1BN To Do Seed Today: The Untold Truths of Venture | Who Wins and Who Loses in the Next Decade of VC | Why Margin and Price Matter Less in a World of AI with Sameer Dholakia, Bessemer

    Sameer Dholakia is a Partner @ Bessemer, the first that has just raised $5.75BN across a $1.75BN seed fund and $4BN growth fund. Sameer has led investments into the likes of Anthropic, Fireworks and Legora to name a few. Prior to venture, Sameer was the CEO of SendGrid, taking it from $30M in ARR to over $200M.  AGENDA:  04:55 Why This Is a Supercycle Like Never Before 07:40 Why We Backed Anthropic to Compete With the Hyperscalers 10:05 Why Anthropic Was One of Bessemer's Most Contentious Deals 11:05 Why Open Models Don't Destroy the Market for Closed Models 16:45 Does Price Matter in AI—and Which Metric Really Determines Value? 19:45 How Much Should Consumer Businesses Be Discounted for Their Revenue Quality? 20:20 Why Today's Gross Margins Matter Less Than You Think 23:00 Competition Hasn't Changed—but the Capital Behind It Has 24:00 Why Capital Is a Moat Today 25:55 Is "Triple, Triple, Double, Double" Dead? 28:00 Can You Still Succeed With a Small Seed Fund? 29:45 Who Wins and Who Loses in the Future of Venture Capital? 32:15 Why Founders Shouldn't Hate Being an "Option Bet" 34:35 Why Signalling Risk Doesn't Worry Me 51:55 Why Companies Will Stay Private Longer—and Why the IPO Window Could Reopen by 2028 56:00 How Should Retail Investors Participate in Venture Capital? 57:25 How Fireworks Could Become a $250 Billion Business 01:02:35 Why Bessemer Is Confident It Can Deliver 5x Returns on $5.75 Billion

    20VC: You Need $1BN To Do Seed Today: The Untold Truths of Venture | Who Wins and Who Loses in the Next Decade of VC | Why Margin and Price Matter Less in a World of AI with Sameer Dholakia, Bessemer

  2. 2d ago

    20VC: Horizontal vs Vertical Agents: Who Wins | Model Routing: Commodity or Increasing in Value | The Future of the Inference Market | Why Founders Should Take Discounts for Tier 1 Firms with Harrison Chase, LangChain

    Harrison Chase is the co-founder and CEO of LangChain, which helps developers build, test and deploy AI agents. Backed by Sequoia Capital, Benchmark and IVP, LangChain has announced approximately $160 million in funding with the last round at a $1.25BN valuation. The company works with 35% of the Fortune 500, has surpassed one billion open-source downloads and processes over one billion events daily through LangSmith. AGENDA: 04:10 Why Is It Still So Hard to Build AI Agents? 08:50 Will the Model Labs Eat the Agent Stack? 16:25 Is Model Routing a Real Business or a Commodity? 25:45 Why Has No One Solved AI Memory? 35:45 Why Are AI Bills Exploding as Tokens Get Cheaper? 43:25 Should Companies Be Afraid of Chinese AI Models? 46:20 Where Would Harrison Not Be Investing Today? 53:05 Should Founders Take a Discount for Benchmark and Sequoia? 57:35 OpenAI at $1.5T or Anthropic at $2T: Which Would You Buy?

    20VC: Horizontal vs Vertical Agents: Who Wins | Model Routing: Commodity or Increasing in Value | The Future of the Inference Market | Why Founders Should Take Discounts for Tier 1 Firms with Harrison Chase, LangChain

  3. 6d ago

    20VC: The Pro-Rata Battle: Valar Atomics Sues Day One Ventures | Meta Returns to the AI Frontier With Muse Wonder | NVIDIA Eyes $30B Reflection Deal & Jev Raises $870M at a $7.5B Valuation

    AGENDA: 04:00 Valar Atomics Sues Seed Investor Day One Ventures Over Pro Rata 17:00 Meta Returns to the AI Frontier With Muse Wonder 20:00 NVIDIA Eyes $30B Reflection Deal as Amazon Circles Decart 26:00 Jev Raises $870M at a $7.5B Valuation—Weeks After Launch 31:00 42 New Decacorns: The AI Boom Overtakes 2021's Record 36:00 Isomorphic Labs Eyes $50B Valuation in New Funding Talks 46:00 Anthropic Slashes Haiku Prices by 90% as AI Price War Intensifies 52:00 Bending Spoons Slashes Airtable's Team: What Do Founders Owe Employees? 57:00 Bumble to Go Private in $1.3B Deal: Can AI Transform Dating? 01:01:00 The SaaSpocalypse Deepens: Why $500M ARR May No Longer Be Enough 01:06:00 Flock Safety Cuts 270 Jobs Amid Privacy and Security Backlash

    20VC: The Pro-Rata Battle: Valar Atomics Sues Day One Ventures | Meta Returns to the AI Frontier With Muse Wonder | NVIDIA Eyes $30B Reflection Deal & Jev Raises $870M at a $7.5B Valuation

  4. Oct 12

    20VC: Atlassian CEO on Why Agents Won't Replace Interfaces | Why Enterprises Won't Trust Chinese Models | Why The Jury Is Still Out On The Benefits of Specialised Models with Mike Cannon-Brookes

    Mike Cannon-Brookes is the Co-Founder and CEO of Atlassian, the company behind Jira, Confluence, Trello and Loom. Atlassian generated $6.5BN in ARR in 2026, and serves more than 350,000 customers, including over 85% of the Fortune 500. Today, Mike is leading its expansion into enterprise AI through Rovo and the Teamwork Graph, connecting company knowledge with AI agents. AGENDA:  03:00 Do AI Agents Turn Traditional Software Into Just Databases? 16:00 Will Enterprises Ever Trust Chinese AI Models? 20:00 Is Building Your Own AI Model a Losing Bet? 24:00 Can AI Startups Survive When They Finally Have to Care About Costs? 30:00 What Happens When AI Gets Cheaper Than Anyone Expects? 35:00 Is Company Context the Real Moat in Enterprise AI? 41:00 What Happens When OpenAI and Anthropic Come for Your Customers? 44:00 Why Are Young Founders Cashing Out More Than Ever? 49:00 What Does Nobody Tell You About Getting Rich?

    20VC: Atlassian CEO on Why Agents Won't Replace Interfaces | Why Enterprises Won't Trust Chinese Models | Why The Jury Is Still Out On The Benefits of Specialised Models with Mike Cannon-Brookes

  5. Oct 10

    20Sales: Inside Ramp's Sales Playbook: How to Build a Sales Machine with Max Freeman, SVP Sales @ Ramp

    Max Freeman is SVP of Sales at Ramp. He joined the company as its first sales hire. By 2025, he was leading more than 300 salespeople, helping build Ramp's sales organisation from the ground up. Ramp's latest reported revenue exceeds $1.7BN, with a valuation of over $40BN.  AGENDA: 00:00 Inside Ramp's Sales Playbook 05:00 How Do You Find Exceptional Sellers—and Why Bankers Make the Best? 18:00 How Do You Build an Outbound Machine That Scales Beyond Your SDR Team? 24:00 How Do You Shorten Sales Cycles Without Slashing Your Price? 27:00 How Should You Pay Your First Reps—and Incentivise New Products? 34:00 How Do You Onboard Reps Who Can Actually Sell? 40:00 How High Should Quotas Be—and How Long Should Reps Get to Ramp? 44:00 How Do You Drive Customer Expansion and Forecast Revenue Accurately? 54:00 How Do You Grow as a Sales Leader Without Taking Over Every Important Deal?

    20Sales: Inside Ramp's Sales Playbook: How to Build a Sales Machine with Max Freeman, SVP Sales @ Ramp

  6. Oct 8

    20VC: Cognition vs Factory: Vinod Khosla Creates a Storm | OpenAI Nears $70B Run Rate: Anthropic Under Threat | ElevenLabs Doubles Its Valuation to $22B & Salesforce Buys Listen Labs for $2B

    Joinin the trio today we have Dev Ittycheria, CEO @ MongoDB.  AGENDA:  04:00 OpenAI Nears $70B Run Rate—Anthropic's Lead Under Threat 12:00 Factory vs Cognition: Silicon Valley's Talent War Turns Ugly 23:00 Vinod Khosla Blasts His Own Portfolio Company 25:00 Reflection Launches Beam: America Strikes Back in Open-Source AI 34:00 ElevenLabs Doubles Its Valuation to $22B 37:00 Salesforce Buys Listen Labs for $2B—Sequoia Cashes In 46:00 Vercel Hits $600M ARR as Agents Drive Half Its New Business 55:00 Former Groq Engineers Sue Over Nvidia's $17B Deal 01:01:00 Meta's Muse Steals the Show as OpenAI's Dots Underwhelms 01:05:00 Oura Pulls Its IPO Despite 74% Growth—A Warning for VC

    20VC: Cognition vs Factory: Vinod Khosla Creates a Storm | OpenAI Nears $70B Run Rate: Anthropic Under Threat | ElevenLabs Doubles Its Valuation to $22B & Salesforce Buys Listen Labs for $2B

  7. Oct 5

    20VC: Is Seed Investing Dead Without a $1BN Fund? | Does Ownership and Price Matter When Companies Can Be $1TRN Exits | Are AI Revenue Numbers Real and What to Watch Out For with Venky Ganesan, Menlo Ventures

    Venky Ganesan is a Partner at Menlo Ventures, whose portfolio includes Anthropic, Lovable, Legora and Higgsfield, alongside earlier hits Uber and Roku. Venky's own investment track record includes Palo Alto Networks, Upwork, Poshmark and Rover. He is a three-time Forbes Midas List investor and former Chair of the National Venture Capital Association. AGENDA: 07:00 Can You Still Do Seed Without a $1 Billion Fund? 11:00 How Much of AI's Revenue Growth Is Actually Real? 19:00 When Is "Overpaying" the Smartest Investment You Can Make? 25:00 Does Ownership Still Matter in a World of Trillion-Dollar Outcomes? 31:00 Is "Big Tech Will Buy Us" a Dangerous Investment Thesis? 36:00 Why Invest in Venture When You Can Just Buy the Magnificent Seven? 45:00 When Should You Sell a 40x Winner—and When Should You Double Down? 54:00 Can a $50 Million Fund Still Compete With the Venture Giants? 58:00 Quickfire: Is Benchmark Harder to Beat Than Sequoia?

    20VC: Is Seed Investing Dead Without a $1BN Fund? | Does Ownership and Price Matter When Companies Can Be $1TRN Exits | Are AI Revenue Numbers Real and What to Watch Out For with Venky Ganesan, Menlo Ventures

  8. Oct 3

    20VC: The Future of Datacentres: What You Need to Know | Why Everyone Gets GPU Depreciation and AI's Energy Costs Wrong | Who Really Makes Money From AI & Why Most Moats Don't Exist with Chase Lochmiller

    Chase Lochmiller is the Co-founder and CEO of Crusoe. Crusoe builds and powers the data centres that companies use to train and run AI. It has raised approximately $6.4 billion in equity, including its latest $3.9 billion Series F at a $30.9 billion valuation. Its backers include NVIDIA, Founders Fund, Gavin Baker's Atreides Management, Mubadala Capital and Valor Equity Partners. AGENDA: 04:40 What Does Climbing Everest Teach You About Building a Company? 17:40 What's Really Stopping Us From Building Enough AI Data Centres? 25:50 Are Data Centres Really Driving Up Your Energy Bills? 28:05 Will Half of Planned AI Data Centres Never Get Built? 32:10 How Quickly Can a GPU Pay for Itself? 38:35 Will Your GPUs Become Obsolete Before You've Paid Them Off? 44:20 What Does It Take to Produce the Cheapest Intelligence? 49:50 Will Companies Building Their Own Models Eat Into OpenAI's Business? 51:55 Can You Build a $30B Company and Still Be a Great Dad?

    20VC: The Future of Datacentres: What You Need to Know | Why Everyone Gets GPU Depreciation and AI's Energy Costs Wrong | Who Really Makes Money From AI & Why Most Moats Don't Exist with Chase Lochmiller
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The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman. If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.

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