20VC: Lessons from Investing $2BN and Returning $8BN in Cash | Why Most Venture Partnerships are Broken | We Sold Salesforce Early and Lost Out on Billions | Are The Best Deals Always Expensive and Competitive with Jake Saper @ Emergence Capital
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Release Date: 03/10/2025
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Gili Raanan is the Founder of Cyberstarts, one of the best performing venture funds of the last decade. He is famed for being the seed investor in Wiz, Islands and Cyera, leading to multiple 10x+ funds. He has the only remaining monopoly in venture; cyber security in Israel. If it is good, Gili sees it, it is that simple. AGENDA: 00:00 — Does the Venture Business Even Work Anymore? 05:58 — The Insane Rise of $150M Seed Rounds! 08:58 — Will Mega Funds Ever Actually Return Venture Economics? 11:13 — How Do You Value Companies Growing at Impossible Speeds? 14:50 — The Truth About...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
AGENDA: 05:00 — Anthropic vs. OpenAI: Who Is Actually Winning the Enterprise War? 07:55 — "Air of Desperation": Is OpenAI Losing Its Invincibility? 18:00 — SpaceX at $2 Trillion: Elon’s Insane Plan to Build Data Centers in Space 29:00 — Jeff Bezos’ $100 Billion Fund: The End of "Doing It the Hard Way" 34:00 — The $20 Billion "Acqui-hire": The Groq Deal Broken Down 40:40 — Figma’s Death Spiral? Why the Markets Are Terrified of AI Disruption 56:00 — The Broken VC Math: Why You Need $1BN To Do Series A 01:04:00 — Win or Die: The Terrifying Reality of the Unicorn "Dead Zone"...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Matthew Steckman is the President and Chief Business Officer of Anduril. Matt played a central role in securing the $20BN contract Anduril just won with the US military. Prior to Anduril, Matt served as Chief Revenue Officer for Zipline. Before Zipline, Matt held several leadership positions at Palantir. AGENDA: 3:45 — Anduril’s $20BN Army Contract Broken Down 6:30 — What Do Most Defense Founders Get Completely Wrong? 9:15 — Can You Build a Billion-Dollar Defense Company Without the US? 12:05 — Why Government Contracts Are Brutal (And Why Most Fail) 15:40 — How Does Anduril Predict...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Shaunt Voskanian is the CRO @ Figma, where he has scaled the sales machine to over $1BN in ARR and over 400 people. Prior to Figma, Shaunt was Senior VP of Global Sales at Datadog where he scaled the revenue org to $1BN in ARR. AGENDA: 04:33 - Are Great Sales Leaders Born or Trained? 06:55 - In a world of PLG, is sales less important than ever? 11:51 - Why does Shaunt not believe in traditional customer success teams? 14:31 - Does the role of the SDR survive in two years' time? 19:19 - When is the right time for sales to intercept in a PLG motion? 21:43 - How to Set Sales Quotas in...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
AGENDA: 04:02 NVIDIA’s GTC: What You Need to Know 11:39 Meta’s 20% Layoffs & Atlassian Lets Go of 1,600 21:42 How to Test AI Fluency in Employees 30:59 Anduril Lands $20BN Army Contract 46:46 Travis Kalanick Returns With Atoms 49:55 If Travis Kalanick Ran Uber Today, Would it be $1TRN Company? 56:03 When is it Right to Replace Founders 01:04:24 Adobe CEO Exit Shock
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Gokul Rajaram is one of the greatest operators turned investors of the last 2 decades. He is trusted as the go to advisor for the greatest founders in the world. Today he serves as a Board Director at three public companies: Coinbase, Pinterest and The Trade Desk. Prior to Marathon (his firm), Gokul served on the executive team at DoorDash and Block. Before Block, he served as Product Director of Ads at Facebook. Earlier in his career, Gokul served as a Product Management Director for Google AdSense. Gokul is also a prolific angel investor, having invested in 700+ companies, including...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Elena Verna is the Head of Growth at Lovable, one of the fastest growing companies in the world having hit $400M in ARR in just 18 months. Prior to Lovable, Elena was Head of Growth at both Dropbox and Miro. AGENDA: 00:00 – Why “Growth Is Now a Trust Problem” (Not a Marketing Problem) 06:10 – Is SEO Dying Because of AI Search? 07:00 – Did Lovable’s Growth Come From the Founder’s Personal Brand? 08:30 – Why Every Founder Should Push Employees to Be Marketers? 13:10 – Why Every Employee at Lovable Ships Code (Even Marketing) 21:20 – Why Paid Marketing in Year One Is a...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
AGENDA: 00:00 - ANTHROPIC VS. THE PENTAGON: The Billion Dollar Supply Chain War 07:11 - B2B PANIC: Why Leading Companies Are Losing Deals to OpenAI 12:19 - THE ANTHROPIC ENDGAME: Will Claude Eclipse ChatGPT? 17:39 - THE DATA CENTER ARMS RACE: Is the AI Hype Cycle Finally Dead? 24:43 - 24/7 PERSISTENT AI: Why You'll Soon Need Data Centers in Space 30:37 - THE DEATH OF THE JUNIOR: Why Entry-Level Jobs are Vanishing 41:55 - AGENT-LED GROWTH: The Secret Reason Startups are Exploding in 2026 46:58 - THE ERA OF GENTLE DECELERATION IS DEAD: Public Markets Turn Brutal 55:54 - FIGMA MAKE IS TERRIBLE?...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Miles Clements is a Partner @ Accel where he helps to lead their growth fund. At Accel, Miles has led or invested in Atlassian, Cursor, Linear, and more. AGENDA: 03:38 Where is True Alpha and Value in a World of AI 05:10 Why it is Total BS that Cursor is Dead 07:55 Why Cursor Were Not Wrong to Build Their Own Models 09:38 What is the Upside When Investing in Cursor at $27BN? 15:12 Do Sub $10BN Outcomes Even Matter to a Fund the Size of Accel? 17:07 Losing ServiceTitan: Investing Lesson Learned… 19:55 Missing Rippling: What We Learned 27:20 What is Accel’s Win Rate 30:22...
info_outlineThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Mitchell Green is a legendary growth equity investor and the Founder and Managing Partner of Lead Edge Capital, a firm with over $5 billion in assets under management. Known as a relentless "money maker", Mitchell has led investments in the likes of Bytedance, Toast, Procore, Duo Security and more. AGENDA: 0:00 The SaaS Apocalypse: Why Incumbents Aren't Going to Zero 05:50 "Dead Money": Why Public Software Estimates Were Too High 08:15 Leverage is the Enemy: Lessons from the 1999 Retail Crash 11:50 The Truth About Growth Equity: Zeroes vs. 10X Returns 15:40 Mainframes to AI: Why Oracle and SAP...
info_outlineJake Saper is a General Partner @ Emergence Capital, one of the leading venture firms of the last 20 years. Their many wins include being early investors in Salesforce, Zoom, Veeva and more. In total, the firm has invested $2BN and returned an astonishing $8BN in cash with much more to come.
In Today’s Episode We Discuss:
04:45 The Zoom Investment Story
10:21 Founder, Market, Traction: Rank Them
26:37 Why Market Pull is the Most Important Thing and How to Know
27:23 Are the Best Deals Always Expensive?
28:25 What is the One Framework Emergence Use for Every Investment
29:08 Lessons from the 16x DPI Zoom Fund
30:44 Why Does Every Partner Do Reference Calls on Every Deal?
35:16 We Have Lied to SaaS Founders: The Revenue Rules Changed
37:53 Where Will Value Accrue in a World of AI?
41:37 Three Reasons Why AI Will Not Replace Vertical SaaS
46:38 Who Wins in AI: Startups or Incumbents?
50:09 Why Should Every Company Aim to Be a “Board Discussion”
55:12 Why is Jake Worried About AI’s FTX Moment?
56:00 What Losing Billions on Salesforce Taught Us About Selling
01:00:07 Why Most VC Partnerships are Broken
01:03:07 Grok vs Anthropic vs OpenAI: Buy and Sell?
01:14:25 Quickfire Round: Insights and Reflections
Please read the offering circular and related risks at invest.modemobile.com