20VC: Raising $400M for 20VC: Fundraising Lessons | Getting Marc Benioff Through 53 Cold Emails: How to Master Cold Outbound | 7 Lessons from 101 Decacorn Founders with Harry Stebbings (Simon Squibb Edition)

20VC: Raising $400M for 20VC: Fundraising Lessons | Getting Marc Benioff Through 53 Cold Emails: How to Master Cold Outbound | 7 Lessons from 101 Decacorn Founders with Harry Stebbings (Simon Squibb Edition)

Author: Harry Stebbings January 24, 2026 Duration: 42:54
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
BusinessInvestingNews

AGENDA:

00:03:00 – Harry's Wild Start: Making £1.75M at 19 in 36 Hours

00:06:00 – How Harry Got Marc Benioff on 20VC with Cold Emailing Alone

00:07:30 – Raising $70M on WhatsApp – Relationship Building Secrets

00:12:00 – Decision Framework: What Would Pat Grady (Sequoia) Do?

00:15:00 – Chase Your First Million – It Unlocks Everything

00:16:30 – Advice for 19-Year-Olds Today: Niche Down, Interview Leaders, Publish

00:18:00 – University Is a Waste for Most | Leverage Youth & Risk

00:22:30 – How Getting Kicked Out of School Changed Everything

00:30:00 – Why Should Everyone Be Creating Content Today and How to Start

00:35:30 – 7 Lessons from Billionaires

  • 00:36:00 – #1: Never Accept No (The $12M Turnaround Story)

  • 00:37:30 – #2: Beat Down the Door (53 Emails to Marc Benioff)

  • 00:39:00 – #3: Just Start – 99% Never Do

  • 00:40:30 – #4: Use a Role Model Framework for Hard Decisions

  • 00:42:00 – #5: Chasing Money Won't Make You Happy – Enjoy the Art

  • 00:44:00 – #6: Break Big Visions into Achievable Milestones

  • 00:45:30 – #7: Win Over the Partner (Power of Pillow Talk)

 


Hosted by Harry Stebbings, The Twenty Minute VC (20VC) pulls back the curtain on the high-stakes worlds of venture capital and startup building. Each episode is a compact, twenty-minute dive into the minds shaping the future of technology. You’ll hear candid conversations with legendary investors, the very individuals who fund and guide the next generation of companies, featuring voices like Sequoia's Doug Leone and Benchmark's Bill Gurley. Beyond the capital, this podcast dedicates time to the founders themselves. Weekly, Stebbings sits down with transformative entrepreneurs such as Spotify's Daniel Ek, LinkedIn's Reid Hoffman, and Snowflake's Frank Slootman, unpacking the real journeys behind their iconic companies. The format is direct and focused, cutting straight to the core insights on funding strategies, pitch dynamics, and the personal philosophies that drive success. Tuning into this podcast means gaining an unfiltered perspective from both sides of the table, all delivered in a concise and accessible style that fits into your day.
Author: Language: English Episodes: 100

Official website RSS
instagramyoutubetiktoklinkedinspotify
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Podcast Episodes
20Product: Is the Design Phase Dead in a World of AI | Has Claude Code Crushed Anthropic Already | What Roles of a PM Are Less and More Important with AI | How the Best Product Leaders Tell Stories with Noam Lovinsky, CPO @ Superhuman [not-audio_url] [/not-audio_url]

Duration: 45:56
Noam Lovinsky is the CPO @ Superhuman (formerly Grammarly). Prior to Superhuman he was a Senior Director of Product Management at Facebook. In his earlier years, he was CPO @ Thumbtack and spent 5 years as a Director of…
20VC: a16z's $15BN Fundraise with Alex Rampell | The Best Companies Have Hostages Not Customers | The Best Founders Materialise Capital, Customers and Labour | Mid-Sized Funds with Die and The Future of Venture Capital [not-audio_url] [/not-audio_url]

Duration: 1:17:01
Alex Rampell is a General Partner at Andressen Horowitz, where he leads their $1.7BN apps fund. Just last week, a16z announced they had raised $15BN for their latest funds, over 20% of all capital raised by venture firms…
20Sales: Why the Best Sales People are F**** in the Head | Why Remote Work is BS | Why Europe is a Nightmare for Recruiting Sales Teams | How to Build a Sales Machine | What Everyone Gets Wrong Today in Sales with Chad Peets [not-audio_url] [/not-audio_url]

Duration: 1:09:28
Chad Peets is one of the great sales leaders of our time. Previously, he was the sales saviour at Snowflake and was an advisor to the CEO there. He was also an MD at Sutter Hill where he sat on the board of companies lik…
20VC: Groq's $20BN NVIDIA Acquisition | Manus Acquired by Meta for $2BN | Why Sam Altman Does Not Care About Dilution | Navan Trading at 4x ARR & Why Going Public Does Not Make Sense Anymore | The Rise of Invisible Unemployment and Labour Markets in 2026 [not-audio_url] [/not-audio_url]

Duration: 1:23:47
AGENDA: 04:30 Groq Acquired by NVIDIA for $20BN: The Breakdown 17:13 Meta's $2BN Acquisition of Manus: Did They Sell Too Early 36:04 OpenAI's Stock-Based Compensation Strategy 47:42 Will AI Replace Venture Capitalists 56…
20VC: $0-$260M in Revenue in Three Years: How We Did It | You Need to Work Weekends to Win — Most Founders Aren't Ambitious Enough | The Revolut Playbook: Speed, Urgency, Extreme Ownership, and Zero Excuses with Alan Chang @ Fuse Energy [not-audio_url] [/not-audio_url]

Duration: 56:51
I have interviewed 1,000 entrepreneurs over 10 years. Nik Storonsky and our guest today are the two best that I have interviewed. Joining the show today; Alan Chang, Co-Founder and CEO of Fuse Energy. Alan has scaled Fus…
20VC: Enterprises Will Not Adopt AI without Forward-Deployed Engineers | Who Wins the Data Labelling Race: How Does it Shake Out? | How Synthetic Data Threatens the Future of Human-Generated Data with Matt Fitzpatrick, CEO of Invisible Technologies [not-audio_url] [/not-audio_url]

Duration: 1:23:42
Matt Fitzpatrick is the CEO of Invisible Technologies, leading the company's mission to make AI work. Since joining as CEO in January 2025, he has raised $100M and accelerated AI adoption across industries from sports to…
20Product: On Running's CPO on How to Create Emotion Through Product | Why 99% of Products Fail and How to Create Cults Around Products | The Biggest Product Mistakes On Have Made & Lessons Learned with Gérald Marolf [not-audio_url] [/not-audio_url]

Duration: 56:00
Gérald Marolf is the Chief Product Officer at On Running. Gérald oversees the full range of On's shoes, apparel and accessories to make sure each delivers performance, comfort and style. Before On, Gérald spent over a de…

«12345678910»