Fortune 500

part of Fortune

12 statements across 12 episodes · 8 bullish · 1 bearish · 11 people on the record · first statement Aug 17, 2015 by Ezra Galston · said 85 times in 61 episodes since 2015 · across every show →

Mentions by year

brought up most by Harry Stebbings (20), Jason Lemkin (6), Rory O'Driscoll (4), Karthik Sridharan (3), Brian Armstrong (3), Tristan Handy (2), Matthew Pohlson (2), Maggie Hott (2)

tap a year for its mentions
001382515201520162017201820192020202120222023202420252026episodesmentions
0815201520162017201820192020202120222023202420252026episodes it came up in
001.37.52.515201520162017201820192020202120222023202420252026episodesmentions per episode
2026 11 mentions in 9 episodes 1 per episode
2025 22 mentions in 13 episodes 2 per episode
2024 8 mentions in 7 episodes 1 per episode
2023 7 mentions in 6 episodes 1 per episode
2022 9 mentions in 4 episodes 2 per episode
2021 2 mentions in 2 episodes 1 per episode
2020 2 mentions in 2 episodes 1 per episode
2019 4 mentions in 4 episodes 1 per episode
2018 10 mentions in 7 episodes 1 per episode
2017 3 mentions in 3 episodes 1 per episode
2016 5 mentions in 3 episodes 2 per episode
2015 2 mentions in 1 episode

every mention, scene by scene, with the transcript →

Everything said about Fortune 500, oldest first

Aug 17, 2015
Assertion Contradicted
Galston: One-third of the Fortune 500 is headquartered in the Midwest
“A third of the entire Fortune 500 is right here in the Midwest.”
Ezra Galston Aug 17, 2015 ▶ 7:29 20 VC 063: What It Takes To Standout In A Crowded Market with Ezra Galston @ Chicago Ventures
Mar 18, 2016 bullish
Assertion Not checkable as stated
Mehta: Msg.ai signed up many Fortune 500 companies in 90 days
“We've succeeded at that considering that, you know, we've signed up Many of the fortune 500 in the last last 90 days.”
Puneet Mehta Mar 18, 2016 ▶ 11:59 Pre-YC Demo Day: Msg.ai's Puneet Mehta on The Rise of AI, The Potential For Messaging and Life As A Current YC Startup
Apr 23, 2018 bullish
Assertion Partly supported
The US Midwest Economy Ranks Fifth Globally, Ahead Of India
“It has the economy that would be the fifth largest economy in the world, bigger than Brazil, bigger than Russia, bigger than India. And it's on top of that has a 150 of the fortune, 500 companies here.”
Chris Olsen Apr 23, 2018 ▶ 12:24 20VC: The Biggest Trend Of Our Lifetime Is The Decentralisation of Entrepreneurship Away From The Valley, The Biggest Lessons From Learnings The Craft of VC at Sequoia & The Benchmarks Required to Attract Growth Investors with Chris Olsen, Founding Partne
Jun 15, 2020
Insight
David Sacks: Selling to Startups Is Easier Than Targeting Fortune 500s
“Startups are so much easier to sell to. And so therefore they can provide a great entry point into the market for other startups. Which may find that the difficulty level of trying to sell to a fortune 500 company is just too high.”
David Sacks Jun 15, 2020 ▶ 13:24 20VC: Craft Ventures' David Sacks on How To Assess Founder Psychology, How To Accurately Evaluate CAC, Burn and Churn & What Makes The Very Best Startup Boards
Oct 4, 2023 positive
Assertion Not checkable as stated
Matt Rosenberg: One third of Fortune 500 companies deploy Grammarly
“A third of the fortune 500 use and deploy Grammarly today.”
Matt Rosenberg Oct 4, 2023 ▶ 42:28 Matt Rosenberg: Why You Should Not Hire Sales Leaders From Big Companies | E1068 · 20VC with Harry Stebbings
May 8, 2024 bullish
Assertion Supported
Hulme: 60% to 70% of Fortune 500 companies use Microsoft Copilot
“If you look at the proportion of the, like, Fortune 500 that are using Copilot, I think it's 60 or 70% I heard last week.”
Tom Hulme May 8, 2024 ▶ 54:18 Tom Hulme: Lessons from a 24x Angel Track Record, 275x on Robinhood & Making Billions on Uber |E1150 · 20VC with Harry Stebbings
May 13, 2024 bullish
Assertion Not checkable as stated
Blomfield: AI startups hit $1M revenue from Fortune 500s within YC batch
“I've seen companies go from zero to like half a million or a million of revenue within the YC batch. With really, really big companies, like Fortune, 500 companies, and turn them into recurring contracts.”
Tom Blomfield May 13, 2024 ▶ 52:21 Tom Blomfield: Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | E 1152 · 20VC with Harry Stebbings
Mar 10, 2025
Assertion Supported
Saper: 75% of Fortune 500 companies still run core applications on mainframes
“75% of the fortune 500 still run their core applications on refrigerators in their closet.”
Jake Saper Mar 10, 2025 ▶ 1:01:44 Jake Saper, GP @ Emergence Capital: "We Sold Salesforce Early and Lost Out on Billions" · 20VC with Harry Stebbings
Jun 6, 2025 bullish
Prediction Open · timeframe Jun 2040
Omaze Targets $8B Revenue and Gates Foundation-Level Charitable Impact
“It's not our 10 year vision, but it's our 15 year vision, is Fortune 500 impact number one. The Fortune 500 is right now is eight billion in revenue to be on that list. Impact number one means the number one source of charitable funds in the world outside of g…”
Matthew Pohlson Jun 6, 2025 ▶ 1:22:00 20VC: The Science of Storytelling: Three Steps to Master the Perfect Story | From Near Death Experience to Unicorn Startup: The Untold Story of Omaze with Matt Pohlson
Feb 19, 2026 bullish
Prediction Held up
Lemkin: Fortune 500 will actively replace human employees with AI by year-end
“By the end of this year, that, that train is going to be so far out of the station that, that these growth numbers will be jaw dropping because we will decide enterprises will the fortune 500 or global 2000 will decide we are replacing humans with AI.”
Jason Lemkin Feb 19, 2026 ▶ 15:03 Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? · 20VC with Harry Stebbings
May 7, 2026 bullish
Opinion
O'Driscoll: Palantir is the only firm credibly delivering enterprise AI transformation
“Palantir right now is the only business that can credibly say, hey, Mr. Corporate America, Fortune 500, you want to move your needle with an AI initiative that has measurable, demonstrable results, That is about enterprise-wide transformation. We can deliver y…”
Rory O'Driscoll May 7, 2026 ▶ 31:48 Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down · 20VC with Harry Stebbings
Sep 3, 2026 bearish
Prediction Not checkable as stated
O'Driscoll: Fortune 500 CISOs have months, not years, to prepare for agent attacks
“So if you're every CISO in every Fortune 500, you have to basically, you know, you were being attacked by people with bows and arrows. You're now about to be attacked by people with missiles, and you better respond accordingly, and you've got months, not years…”
Rory O'Driscoll Sep 3, 2026 ▶ 20:55 NVIDIA Crushes Quarter | OpenAI Cuts Off Cursor | Instinct Hits $2.5B Valuation
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