(Bronson Stamp for Sherwood News)

What company’s past reveals the future of OpenAI?

Sherwood asked a baker’s dozen of writers to make their best case for what’ll happen to the most important company of 2024: OpenAI.

Walt Hickey

12/26/24 8:52AM

OpenAI has, in a very short time, catapulted itself from a small operation tinkering in a speculative and math-heavy field to a household name that’s been compared favorably to some of the most lucrative blue-chip companies in the history of American commerce.

This fast trajectory has made the company itself the topic of fascination and speculation, with the ultimate power of its technology, and the ultimate value of its business, the subject of endless discussion and debate. Contemplating the future of AI in general and OpenAI in particular isn’t just a Silicon Valley parlor game but national watercooler chatter. OpenAI is the next Google, some cry — it’ll change the way we use the internet! Others warn it’s the next FTX, an over-hyped scam led by a charismatic founder that’ll go to zero.

Here at Sherwood we wanted to consider the many paths that lay ahead for OpenAI, and we’ve assembled an all-star crew of writers who make their case for what they argue is OpenAI's future. Some see huge returns, others serious peril. In some cases, the tech is transformative on a scale that today we have difficulty even imagining; in others, you’ll hear about a rather boring but extremely lucrative business. And then there’s Taco Bell.

Let the arguments begin:

OpenAI is Visa by Taylor Lorenz
OpenAI is bitcoin by Crystal Kim
OpenAI is Uber by Max Knoblauch
OpenAI is Lyft by J. Edward Moreno
OpenAI is Adobe by Sophia Smith Galer
OpenAI is Pixar by Jon Keegan
OpenAI is Intel by Jeff Wise
OpenAI is IBM by Jack Raines
OpenAI is Microsoft by Ryan Broderick & Adam Bumas
OpenAI is Salesforce by Rani Molla
OpenAI is Napster by Jamie Wilde
OpenAI is Taco Bell by Adam Chandler
OpenAI is Lehman Bros. by Ed Zitron

OpenAI did not respond to a request for comment on the series from Sherwood News.

Jon Keegan

Report: Microsoft adds Anthropic alongside OpenAI in Office 365, citing better performance

In a move that could test its fraught $13 billion partnership, Microsoft is moving away from relying solely on OpenAI to power its AI features in Office 365 and will now also include Anthropic’s Claude Sonnet 4 model, according to a report from The Information.

The move is a tectonic shift that boosts Anthropic’s standing, heightens risks for OpenAI, and has huge ramifications for the balance of power in the fast-moving AI field.

Per the report, Microsoft executives found that Anthropic’s AI outperformed OpenAI’s on tasks involving spreadsheets and generating PowerPoint slide decks, both crucial parts of Microsoft’s Office 365 productivity suite.

Microsoft will have to pay the competition to provide the services —Amazon Web Services currently hosts Anthropic’s models while Microsoft’s Azure cloud service does not, The Information reported.

OpenAI is also reportedly working on its own productivity suite of apps.

Microsoft to Buy AI From Anthropic in Partial Shift From OpenAI

The move is a tectonic shift that boosts Anthropic’s standing, heightens risks for OpenAI, and has huge ramifications for the balance of power in the fast-moving AI field.

OpenAI is also reportedly working on its own productivity suite of apps.

Jon Keegan

10h

Apple announces extra slim iPhone Air, iPhone Pro with longer battery life, updated AirPods Pro 3 with live language translation, and refreshed Apple Watch line

At today’s “Awe Dropping” Apple event, the company announced its yearly refresh of the iPhone lineup. The new iPhone 17, iPhone 17 Pro, and iPhone 17 Pro Max were joined by a brand-new addition: the iPhone Air, a superthin model with tougher glass and faster processors.

Apple shares dipped on news of the product releases and are down about 1.4% on the day in afternoon trading.

The company also announced an updated Apple Watch line — Series 11, SE3, and Ultra 3 — with new features like 5G, high blood pressure detection, 24-hour battery life, and satellite communication.

Apple iPhone 17 — Apple’s iPhone 17 (Photo: Apple)

Here’s a breakdown of the new products Apple announced:

The ultrathin iPhone Air was described by Apple as “a paradox you have to hold to believe.” The sleek 5.6-millimeter-thin iPhone features a crack- and scratch-resistant front and back and “Macbook Pro levels of compute,” which you can pair with a weird $59 cross-body strap. It starts at $999.
The iPhone 17 has a faster A19 chip, an improved smart selfie camera, and a higher-resolution screen. It starts at $799.
The iPhone 17 Pro has a new design, ever-faster A19 Pro chip, a tougher “ceramic shield” on the front and back, better cameras, and a bigger battery that gets an extra 10 hours of video playback compared to its predecessor. It costs $100 more than the previous generation, but the minimum storage has doubled to 256 gigabytes. It starts at $1,099.
The iPhone 17 Pro Max starts at $1,199.
The AirPods Pro 3 have AI-powered live translation, a new heart rate sensor, eight hours of battery life, and improved active noise cancellation. The new AirPods can also track workouts, and Apple says they are built to fit more people’s ears with a new design and foam ear tips. They start at $249.
The Apple Watch Series 11 has 5G, a new high blood pressure detection feature, improved sleep tracking, a more scratch-resistant face, and 24 hours of battery life.
The entry-level Apple Watch SE 3 gets 5G, new health-tracking features, and an always-on display. It starts at $249.
The chunky Apple Watch Ultra 3 has an impressive 42-hour battery life, satellite communications for emergencies, and a brighter and bigger display. It starts at $799.

Rani Molla

13h

Tesla could sell a record number of vehicles in the US this quarter

That won’t be enough to keep full-year global sales from falling.

Guy waving an American flag in a tiny Tesla Cybertruck

Claire Yubin Oh & Jon Keegan

18h

Nebius soars after signing a 5-year deal with Microsoft to supply nearly $20 billion worth of AI computing power

Artificial intelligence infrastructure group Nebius jumped more than 50% in early trading on Tuesday after the company announced after the close on Monday a major deal to supply computing power for Microsoft’s AI operations.

Under the agreement, Nebius — which rose from the ashes of Russian tech giant Yandex — will provide Microsoft “access to dedicated GPU infrastructure capacity in tranches at its new data center in Vineland, New Jersey over a five-year term.” The New Jersey data center has a capacity of 300 megawatts. The total contract value through 2031 is $17.4 billion, though, if further capacity is required, the contract value could rise to $19.4 billion.

The deal represents a sizable portion of Microsoft’s proposed annual capital expenditure on AI, which is expected to reach $120 billion by the end of fiscal 2026.

Nebius and competitor CoreWeave are both on the short list of startups that Nvidia has invested in. Nvidia’s small stake in the former is now worth about $120 million.

Nebius announces multi-billion dollar agreement with Microsoft for AI infrastructure

The deal represents a sizable portion of Microsoft’s proposed annual capital expenditure on AI, which is expected to reach $120 billion by the end of fiscal 2026.

Nebius and competitor CoreWeave are both on the short list of startups that Nvidia has invested in. Nvidia’s small stake in the former is now worth about $120 million.

President Trump hosts tech executives and their guests to a dinner at the White House in the Oval Office.

Here are the Trump ties among the tech leaders who had dinner at the White House

Many of the attendees have donated to, vocally supported, or even worked for the president.

Jon Keegan9/8/25