The Story: Vibe Shift in the Valley w/ Jessica Lessin
Jessica Lessin is the founder and CEO of The Information, a media company that’s a trusted source for tech readers and tech leaders. She’s reported on the industry for almost two decades and is deeply familiar with the culture shifts in Silicon Valley. Lessin sits down with Oz to discuss these trends, including tech titans appealing to the new Trump administration.
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OpenAI's GPT-5 Looms, Apple's Antitrust Problem, Sports Betting's Big Scandal
The Information's Jessica Lessin and CNBC's Steve Kovach join us for a star studded Friday episode breaking down the week's news. Lessin is the CEO and founder of The Information and co-host of the More or Less podcast. Kovach is a technology correspondant at CNBC. We cover (with Lessin): 1) Rumors of GPT-5 being shown to founders, and what it might look like 2) Whether OpenAI is vulnerable now that model quality is converging 3) Satya Nadella's claims that Microsoft effectively controls all the value of OpenAI 4) Inflection leadership heads to Microsoft 5) Inflection investors are pissed 6) Why Inflection failed 7) Google and Apple's potential AI agreement 8) Would The Information use Google's new tool for newsrooms. And with Kovach: 9) Outline of the DOJ's case against Apple 10) How Apple is feeling about the case 11) Merits of the case 12) Shohei Ohtani's betting problems.
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Has the Silicon Valley Bubble Burst? A Conversation w Jessica Lessin & William Cohan
Rapid-fire layoffs, activist investors at the gate and tumbling stock prices — tech has had a bad year. But Kara tells Nayeema she’s seen it all before and that the industry, if not all its captains, will survive this shake-up, too. In the panel interview, Kara is joined by two other journalists: Jessica Lessin, founder and CEO of The Information, a scoop-laden tech news platform covering Silicon Valley, and William Cohan, a former M&A banker and a founding partner at Puck, another excellent source for scoops.
They tackle what’s behind the long decline, and recent rally, of tech stocks, and when and how the Valley will bounce back. Then they zoom in on what Meta, Google, Microsoft, Amazon, Apple and Netflix will need to zoom in on to survive the storm. And Jessica offers a theory: the time is ripe for a changing of the old tech guard. Sorry, Elon — it may be time to step aside.
You can find Kara and Nayeema on Twitter @karaswisher and @nayeema.
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The future of news with Jessica Lessin, founder of The Information
Aba is back to host this episode with Jessica Lessin, journalist, founder, and editor-in-chief of The Information. Founded in 2013, The Information breaks exclusive stories and publishes deeply reported articles about tech and startups.
In this episode we talk about:
What attracted to her to journalism in the first place, how she got her start at the Wall Street Journal, and why the distortion of the news industry's business model by the internet led her to start The Information.
What she's learned after five years running The Information, her insights on leadership, and the importance of resilience and self-awareness.
And of course, her take on the big tech trends on the horizon, including the possibility of tokenizing everything and the future of Facebook.
We also discuss some of her favorite products, including Google Maps, Google Photos, and Asana, which they use extensively at The Information.
We’ll be back next week so be sure to subscribe on Apple Podcasts, Google Podcasts, Spotify, Breaker, Overcast, or wherever you listen to your favorite podcasts. Also, big thanks to AngelList and FreshBooks for their support. 😸
Quotes from This Episode
“I caught the reporting bug early. I thought being a reporter and never having to pick one job, but having license to learn about the world and ask smart people questions, is really just an awesome profession and also believe really passionately again that the news industry has in many ways been devastated by the internet and really needs to have a renaissance.” — Jessica
“Not only was digital advertising not going to pay the bills for these newsrooms, but it was also distorting the content, and I felt that the subscription business — which is what we are at The Information — was the antidote to that. It was the business that only worked if you delivered a quality product and earned your real relationship with your user and that loyalty. And so, in seeing what I felt was the bad reaction of the new industry to the internet, I felt like there was an opportunity to do it differently and approach coverage differently.” — Jessica
“You know, in studying and reporting on startups for so long, you see it’s never a smooth ride. What you see is only a fraction of what’s really going on.” — Jessica
Companies and Products Mentioned in This Episode
Asana — The task management tool, completely redesigned.
Google Maps — Essential mapping app.
Google Photos — Automatic backup and unlimited storage for all your photos.
20VC: The Information's Jessica Lessin on The Future For Online Journalism & The Benefits Of A Subscription Based Business Model
Jessica Lessin founder and Editor in Chief of The Information. Prior to The Information, she covered Silicon the technology industry for eight years at the Wall Street Journal where she wrote nearly 1,000 articles for the paper, consistently breaking news about major products, management changes and strategy shifts. Jessica was also part of a team that was a finalist for the Pulitzer Prize. Now you can follow both Jessica and me on Snapchat on @jlessk and @hstebbings In Today's Episode You Will Learn: 1.) How did Jessica come to found The Information following The Wall Street Journal?
2.) Marc Andreesen: 'print journalism is converging in quality and technique with blogs and Wikipedia'. Does Jessica agree with this? Has revisability has led to a lower quality initial publication?
3.) How does Jessica view the competitive landscape for journalism today? Who are competitors and what would Jessica say is complimentary to The Information??
4.) We have seen the decentralization away from the central forms of authority in journalism. What effect has this decentralization had on distribution? Competition? Market size?
5.) What is the monetisation strategy for The Information? Why choose that strategy over the more prevalent others such as advertising?
Items Mentioned In Today's Episode:
Jessica's Fave Book: Ben Bradlee: A Good Life
Jessica's Fave Blog: Doug Young
As always you can follow The Twenty Minute VC, Harry and Jessica on Twitter here! If you would like to see a more colourful side to Harry with many a mojito session, you can follow him on Instagram here! The Twenty Minute VC is brought to you by Leesa, the Warby Parker or TOMS shoes of the mattress industry. Lees have done away with the terrible mattress showroom buying experience by creating a luxury premium foam mattress that is order completely online and ships for free to your doorstep. The 10 inch mattress comes in all sizes and is engineered with 3 unique foam layers for a universal, adaptive feel, including 2 inches of memory foam and 2 inches of a really cool latex foam called Avena, design to keep you cool. All Leesa mattresses are 100% US or UK made and for every 10 mattresses they sell, they donate one to a shelter. Go to Leesa.com/VC and enter the promo code VC75 to get $75 off!
Maker Stories: Episode 12 w/ Jessica Lessin
I chat with Jessica Lessin, founder of The Information about the news industry, what makes a great journalist, the transition from reporter to entrepreneur, and much more. Jessica has a special deal for listeners, so tune in. Edited by Daniel Russel.