Highway 101

other on 6 shows · 8 statements across 8 episodes · said 2 times in 1 episodes since 2022

Acquired 2 In Depth More or Less American Optimist Lenny's Podcast TBPN

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Acquired 2

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8 statements about Highway 101, every show

IN DEPTH Opinion
Tech companies do not yet know how to market AI effectively
“Frankly right now, people don't yet know how to talk about AI generally. If you drive down one-on-one, everyone's just putting AI on a billboard. They're not even really explaining what you get for it.”
Sheila Joglekar Vashee Jun 4, 2026 ▶ 29:38 Playing it safe with marketing is the riskiest thing you can do | Sheila Joglekar Vashee (Figma CMO)
MORE OR LESS Prediction Not checkable as stated
Jessica Lessin predicts Waymo demand will make El Camino a primary route
“This is my prediction that, oh, Camino is going to be an important thoroughfare. Relative to the one-on-one because the people are going to want their Waymos.”
Jessica Lessin Nov 7, 2025 ▶ 49:37 Apple Chooses Gemini, Sequoia's Leadership Shake-up, and Meme Coins · More or Less Podcast
Cinnamon: One hour of Highway 101 traffic exceeds total orbital satellites
“The number of cars that are on that freeway over the course of, like, a single hour period are more than all of the satellites in orbit.”
Ian Cinnamon Aug 13, 2025 ▶ 29:15 From Palantir to Space Defense: Building a $100 Billion Company · Joe Lonsdale
TBPN Assertion Supported
Rosenberg: Lessin rented a billboard declaring AI is not your moat
“He actually took out a physical billboard on the one-on-one like with all, like amongst all of these like advertisements for AI companies that says, AI is not your moat. Like love slow kind of thing.”
Seth Rosenberg Mar 17, 2025 ▶ 1:06 The GREAT VC AI DEBATE between Slow Ventures and Greylock Partners.
MORE OR LESS Disclosure
Sam Lessin: Highway 101 billboard cost low tens of thousands
“Oh, it's like barely in the low tens of thousands for a month.”
Sam Lessin Mar 7, 2025 ▶ 18:16 #89: America’s Crypto Reserve, Nvidia’s $600M Hit & Digg’s Comeback · More or Less Podcast
MORE OR LESS Disclosure
Lessin plans to buy a $25k satirical AI billboard on Highway 101
“Instead of eight million dollars, I'm gonna spend 25,000 dollars and have a hilarious billboard. I'm very excited. It's one of those things, like, I'm gonna submit it as an expense to the venture firm, and if they reject it, it's okay.”
Sam Lessin Feb 7, 2025 ▶ 1:08:28 #85: The $250M Meme Coin Experiment · More or Less Podcast
MORE OR LESS Prediction Held up
Brit Morin: Waymo is testing autonomous driving on Highway 101
“They're going to go on the highways soon. They're already testing on the one-on-one.”
Brit Morin Oct 18, 2024 ▶ 8:46 #69: Robots, Rockets, and Elon Hype · More or Less Podcast
LENNY'S PODCAST Assertion Not checkable as stated
Dietrich: Snowflake's brand advertising for years was just one Highway 101 billboard
“So Snowflake, for instance, has always gotten credit for doing a billboard on one-on-one. And people think they do lots of advertising, but for many years, it was only the billboard on one-on-one. It was just sustained and strategic.”
Carilu Dietrich Apr 30, 2023 ▶ 21:46 How to achieve hypergrowth in your business and career | Carilu Dietrich (Atlassian)

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