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Harry Stebbings

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.

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

David Cahn is a Partner at Sequoia Capital and one of the world’s leading AI investors. At Sequoia David has led investments in Clay, Juicebox, Sesame, Kela, Stark, etc.. Before Sequoia, David was a General Partner @ Coatue where he led investments in Notion and Hugging Face. 
 
AGENDA: 
 
00:00 We Are in an AI Bubble
 
05:04 Why Building Physical Data Centres is a Moat
 
13:58 Winners and Losers in a World of AI
 
19:13 The Role of Big Tech and Monopolies
 
23:37 Breaking Down Circular Deals in AI: The Truth No One Sees?
 
38:19 Why Kingmaking is BS and VCs Do Not Make or Break Companies
 
41:30 The Importance of Margins in AI Investments
 
43:41 The Required Growth Rates in AI to Get Funded by Sequoia
 
45:30 The $0-$100M Revenue Club: Is Triple, Triple, Double, Double Dead? 
 
51:53 Why the Most Important Hire for Startups Today is 23 Year Olds
 
01:01:19 The Future of Defence: Who Wins and Who Loses
 
01:10:15 Quickfire: Biggest Miss, Parenting Advice, Doug Leone Advice

20VC: Sequoia's David Cahn on The Winners and Losers in AI | The $0-$100M Revenue Club: Is Triple, Triple, Double, Double Dead? | The Future of Defence: Who Wins and Who Loses | How to Analyse Margins and Growth Rates in a World of AI

Sandy Diao is one of the most exceptional growth leaders of the last decade. Sandy has scaled products to over 200M+ users and led growth teams at Descript, Meta and Pinterest. She is also a prolific writer all on things growth here. 
 
AGENDA: 
 
03:59 Biggest Growth Lessons from Pinterest
 
08:01 What is a Good vs a Bad Growth Hypothesis
 
11:11 Common Mistakes in Growth Strategies
 
14:57 Channel Fit: When You Have It & What To Do
 
25:43 Return on Ad Spend (ROAS) 101: How to Build a Paid Marketing Machine
 
30:08 How to Do SEO and Long-Term Growth Investments
 
33:22 Doubling Down on Successful Channels
 
36:31 The Unchanging Foundations of SEO
 
37:52 Generative AI Engines vs. Traditional Search Engines
 
41:12 Paid Marketing Channels: What's Overrated?
 
43:42 The Rise of User-Generated Content (UGC)
 
46:34 TikTok Ads: Expectations vs. Reality
 
49:55 Brand Marketing: What is Real vs What is BS?
 
53:33 The Importance of Feature Launches
 
01:01:50 Hiring for Growth: When and Who?
 
01:08:55 Quick Fire Round: Onboarding, Notifications, and Growth Channels

20Growth: How to Build a Paid Marketing Machine: ROAS (Return on Ad Spend) 101 | The Rise of User Generared Content and How to Use It | TikTok Ads: Expectations vs. Reality | Hiring for Growth: When and Who with Sandy Diao

AGENDA:
 
04:50 Benchmark's New Partner: Everett Randall
 
10:19 Revolut Raises $3BN at a $75BN Valuation: Another Loss for Public Markets?
 
28:39 Why Today is as Bad as the Hype of COVID in 2021
 
32:10 Why Vertical SaaS is a Bad VC Investment Today
 
36:14 Why Everyone Investing in Legal SaaS Will Lose Money
 
44:16 Why King Making is More Real Than Ever
 
55:23 Why Your Smallest Customers Need to Pay $10K Minimum
 
01:01:37 Why VC is a S*** Asset Class
 
01:09:29 Why Today is Harder Than It Has Ever Been in VC
 
01:25:18 Closing Thoughts and Reflections

20VC: Why VC Today is Worse Than 2021 | Why Vertical SaaS is a Bad Investment Today | Why We Are Deluding Ourselves on Growth Expectations | Revolut Raises $3BN at a $75BN Valuation | Benchmark Adds Their Newest General Partner

Alex Bouaziz is the Co-Founder and CEO @ Deel, the $17BN global payroll juggernaut that just last week announced their latest $300M fundraise led by Ribbit, a16z and Coatue. Deel has been on the most insane journey, they do $1BN+ in ARR, they just had their first $100M revenue month and they have been profitable for over 3 years. 
 
AGENDA:
 
03:38 Announcing $300M Fundraise at a $17BN Valuation
 
06:24 Rippling vs Deel: WTF is Going On? Where is the Lawsuit? 
 
14:01 Why 1-1s Are BS and Leaders Should Stop Doing Them
 
17:31 Do Rich Leaders Make Better Leaders
 
28:33 Biggest Lesson from Ben Horowitz? Why Most CMOs Are Bad?
 
34:48 Lessons from Nik @ Revolut and Why Companies Need to Make Their Own Software
 
42:23 Deel’s Acquisition Playbook: Lessons from 13 Acquisitions
 
45:17 How to Price Acquisitions? How to Align Incentives with Founders?
 
55:45 Deel is Profitable and Growing Fast: When is the IPO?
 
01:01:35 Best Acquisition Ever + Worst Ever: What Did We Learn?

20VC: Deel CEO Alex Bouaziz on Raising $300M+ at a $17BN Valuation | Deel vs Rippling: WTF is Going On | Management Lessons from Ben Horowitz and Nik Storonsky | Deel's M&A Playbook: Lessons from 13 Acquisitions: What Works & What Doesn't

Zach Lloyd is the Founder and CEO of Warp, the next-generation developer terminal reinventing how engineers build and collaborate. Warp has raised over $70M from top-tier investors including Sequoia Capital, GV, Dylan Field, and Elad Gil. Before founding Warp, Zach was Principal Engineer at Google, where he led development of Google Docs, and later served as CTO at Time. He’s one of the most respected engineering minds redefining the future of developer tools.
 
AGENDA: 
 
04:14 Biggest Product Lessons from Rewriting Google Sheets
 
07:10 Why I Would Short Google: Leadership and AI Strategy
 
09:55 Comparing AI Models: GPT, Claude, and Gemini: Who Wins and Loses
 
17:04 Do Margins Matter in AI?
 
24:57 Adding $1M in ARR Every Week: Is Triple, Triple, Double, Double Dead?
 
33:58 How to Build Defensibility in a World of AI?
 
43:05 OpenAI vs Anthropic: Who Wins and Why?
 
44:25 Biggest Fundraising Lessons Raising from Sequoia, Elad Gil and GV
 
50:56 Why Sequoia are the Best VC
 
53:51 What Every Founder Gets Wrong in Fundraising
 
01:01:30 Quick Fire Questions and Final Thoughts

20VC: The Startup Adding $1M ARR Every Week | Competing Against OpenAI's Codex and Claude Code: Who Wins | Why Gemini is Failing and GPT-5 Is Winning | Do Margins Matter in a World of AI | The Ugly Truth About AI Coding with Zach Lloyd, Warp

AGENDA:
 
03:44 Rory Is So Old He Worked with Arthur Rock!!!
 
07:28 Goldman Sachs Acquires Industry Ventures for $665M
 
16:37 Thinking Machines Co-Founder Raises $2BN and Then Leaves for Meta
 
29:36 SoftBank Goes for $5BN Leverage Against ARM Stock To Buy More OpenAI
 
39:35 More Data Centres Than Offices: Are We In a Bubble
 
43:28 Where is the Alpha in Venture in 2025
 
51:48 What 90% of Managers Get Wrong About Portfolio Management

20VC: $3.5BN - The Price Zuck Paid for Thinking Machines Co-Founder | Goldman Sachs Acquires Industry Ventures for $665M | Softbank Borrows $5BN Against ARM Holding to Invest More Into OpenAI

Mike Cannon-Brookes is the Co-Founder and Co-CEO of Atlassian, the $50BN software giant behind products like Jira, Confluence, and Trello. Since founding the company in 2002, he has scaled it to over 300,000 customers globally, generating more than $5BN in annual revenue. Atlassian now employs over 10,000 people across 13 countries and is one of the most successful bootstrapped-to-IPO stories in tech history. Mike is also a leading climate investor and co-owner of several major sports teams.
 
AGENDA: 
 
00:00 Why Unreasonable Men Win in Startups
 
07:22 How to Make Co-CEOs Work 
 
13:22 Are We in an AI Bubble? Is Everything Overvalued?
 
26:46 The Future of Software Development: More or Less Devs
 
32:53 Do Margins Matter in a World of AI
 
34:02 The Future of Vibe Coding…
 
36:35 Does Defensibility Exist in a World of AI
 
42:09 Is Per Seat Pricing Dead in a World of AI
 
49:01 The Founder Journey and Leadership
 
54:28 Quick Fire Round: Parenting Advice, Relationship to Money

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

Chris Degnan is the former Chief Revenue Officer at Snowflake, where he was instrumental in scaling the company from less than $1M in ARR to over $3B in annual revenue. He joined as the first sales hires and built Snowflake’s go-to-market engine from scratch, growing the team from to more than 6,000 globally. Under his leadership, Snowflake became one of the fastest-growing enterprise software companies in history, achieving a record-breaking IPO in 2020.
 
AGENDA:
 04:34 How to Build a Sales Team from Scratch 07:49 How to Hire and Evaluate Sales Leaders 15:23 Four Big Lessons Scaling Snowflake to $3BN ARR 31:30 Comparing Snowflake and Databricks: What Databricks Did Better? 35:26 How to Manage Sales Team Morale in Competitive Markets 43:53 Why Customer Success is BS and What To Do With It 48:31 How Every Sales Leader Needs to Change in An AI World 49:37 Biggest Reflections on Sales Leadership 54:38 Quick Fire Questions and Final Thoughts 20Sales: Scaling Snowflake from $0-$3BN in ARR | Snowflake vs Databricks: My Biggest Lessons | Why Customer Success is BS and What Replaces It with Chris Chris Degnan

20Sales: Scaling Snowflake from $0-$3BN in ARR | Snowflake vs Databricks: My Biggest Lessons | Why Customer Success is BS and What Replaces It with Chris Chris Degnan

AGENDA: 
 
03:29 OpenAI and AMD's Major Partnership
 
07:35 Microsoft Have F***** Up the OpenAI Partnership 
 
17:08 OpenAI's Developer Day Announcements
 
20:45 Why VC is the Most Forgiving Asset Class on Price and Valuation
 
29:10 What Does it Take to IPO in 2025: Why Snyk Will Not IPO
 
42:30 Four Strategies Companies Need to Take to Own Their Own Destiny
 
49:31 Vercel Raises $300M at $9BN: Suicide Round or Strategic
 
55:39 Does King Making Really Work in Venture Capital: Legora vs Harvey
 
01:08:11 Chamath Raises Latest SPAC: SPACs are Back
 
01:10:56 Polymarket Raises $2BN at a $9BN Valuation
 
01:14:53 Quick Fire Questions and Wrap-Up

20VC: OpenAI's Multi $BN Deal with AMD | Polymarket, Vercel and Supabase Raise Mega Rounds | Does King Making Really Work in Venture Capital: Harvey vs Legora | Chamath is Back: The SPAC is Back

Andrew Feldman is Co-Founder & CEO of Cerebras, building the world's fastest AI inference and training. Cerebras recently closed a $1.1BN Series G round at an $8.1 billion valuation, backed by top names including Fidelity, Atreides, Tiger Global, Valor Equity and 1789 Capital. Under his leadership, they’ve leapfrogged GPU limits in inference, operate at trillions of tokens per month, and are filing to go public soon.
 
AGENDA:
 
02:43 Why We Did Not IPO and Raised $1BN From Fidelity
 
05:03 Analysis of Chip and Compute Landscape Today
 
07:14 NVIDIA Showing Signs They Are Running Out of Ideas
 
13:57 The Real Questions to Ask on Chip Depreciation
 
24:54 Energy Requirements for AI: Is it Feasible?
 
29:25 Mag7 Value Concentration: Feature or a Bug
 
31:57 Talent is the Bottleneck and Trump Makes it Worse
 
32:55 The War for Talent: Secrets No One Sees
 
34:22 Evaluating the Data Centre Economy: Many Will Lose Money
 
38:01 Three Changes the US Could Make to Beat China in AI
 
42:30 Why 80% of our Revenues are in the UAE
 
47:26 Quick Fire Questions
 
58:59 Why Work Life Balance is Total BS

20VC: Cerebras CEO on Why Raise $1BN and Delay the IPO | NVIDIA Showing Signs They Are Worried About Growth | Concentration of Value in Mag7: Will the AI Train Come to a Halt | Can the US Supply the Energy for AI with Andrew Feldman

AGENDA:
 
[00:05] Musk’s $1 Trillion Pay Package: The Breakdown?
 
[00:15] Scale, Windsurf: Are Founders Just Mercenaries Chasing Cash Today?
 
[00:21] Ramp at $1B ARR, Brex at $700M — Is AI Causing All Boats To Rise?
 
[00:26] Sierra at $100M ARR Worth $10B — Bubble or Brilliant Bet?
 
[00:30] Kleiner Perkins Invests $100M into Anthropic at $183BN… WTF?
 
[00:36] $10B in OpenAI Secondaries — What Happens When 1,000 New Millionaires Hit SF?
 
[00:40] Anthropic Pays $1.5B to Authors — Fair Deal or Pure Piracy?
 
[00:44] Why Did ASML Just Invest into Mistral at $14BN?
 
[00:52] Atlassian Buys the Browser Company for $610M — Genius Move or Panic Buy?
 
[01:18] IRL CEO Arrested for Fraud: Is More To Come?

The Twenty Minute VC

20VC: Musk's $TRN Pay Package Broken Down | Ramp Hits $1BN ARR and Brex Hits $700M: Who Wins | OpenAI's $10BN Secondary Sale | Atlassian Buys The Browser Company for $610M | ASML Lead Roun into Mistral at $14BN Valuation

20VC: Musk's $TRN Pay Package Broken Down | Ramp Hits $1BN ARR and Brex Hits $700M: Who Wins | OpenAI's $10BN Secondary Sale | Atlassian Buys The Browser Company for $610M | ASML Lead Roun into Mistral at $14BN Valuation

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