Monologue: OpenAI Vs. Microsoft

20 Jun 2025 · 9 min

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

Better Offline Podcast Episode Summary

Episode Title

Monologue: OpenAI Vs. Microsoft

Episode Overview In this episode, host Ed Zitron delves into the escalating tensions between OpenAI and Microsoft, highlighting the precarious nature of their partnership and the possible implications for the AI industry.

---

Key Topics Discussed

  1. Background of OpenAI and Microsoft Agreement
  2. In 2019, Microsoft invested $1 billion into OpenAI.
  3. The agreement granted Microsoft:
  4. Full access and rights to OpenAI's pre-AGI intellectual property.
  5. 49% ownership of OpenAI's future profits.
  6. Discounted Azure rates for OpenAI services.
  1. Current Negotiations and Tensions
  2. OpenAI is attempting to revise its agreement with Microsoft, seeking:
  3. Reduction of Microsoft’s share in the new entity from 49% to 33%.
  4. Lowering Microsoft’s revenue share from 20% to 10%.
  5. Restricting Microsoft’s access to OpenAI’s future intellectual property.
  6. Microsoft has largely refused these demands.
  1. OpenAI's Strategic Moves
  2. OpenAI is reportedly undercutting Microsoft by offering ChatGPT at a 10-20% discount to enterprise customers, directly competing with Microsoft’s offerings.
  3. An antitrust complaint against Microsoft has been floated, indicating a desperate attempt by OpenAI to leverage public sentiment.
  1. Financial Viability Concerns
  2. OpenAI's reliance on Microsoft is highlighted, as they depend on Microsoft's infrastructure and funding.
  3. OpenAI is on a tight timeline to convert into a for-profit entity by 2025, or risk a significant reduction in their funding from SoftBank.
  1. Projected Revenue and Market Challenges
  2. OpenAI’s ambitious goal of generating $100 billion annually from subscriptions by 2029 is scrutinized:
  3. For context, Spotify and Netflix, two leading subscription services, made under $40 billion combined in 2024.
  4. This raises questions about OpenAI’s pricing power and market strategy.
  1. Long-Term Implications
  2. The outcome of the negotiations and the viability of OpenAI could significantly impact the AI landscape.
  3. Potential for Microsoft to absorb OpenAI entirely, rebranding its services and eliminating competition.
  1. Critique of Business Practices
  2. Zitron expresses frustration over the lack of coherent business practices within these negotiations and the absurdity of both companies competing for the same enterprise customers.
  3. Highlights the need for meaningful product development at OpenAI to secure its future.

---

Conclusion Ed Zitron concludes with a critical view of the current state of OpenAI and Microsoft, suggesting that the ongoing saga is not only a significant business dispute but also a critical moment for the future of the AI industry. The episode underscores the complexities of tech partnerships, market strategies, and the looming risks involved in navigating such high-stakes negotiations.

---

Additional Resources

  • [Wall Street Journal Article on OpenAI and Microsoft Tensions](https://www.wsj.com/tech/ai/openai-and-microsoft-tensions-are-reaching-a-boiling-point-4981c44f)
  • [The Information: Financial Concessions From Microsoft](https://www.theinformation.com/articles/openai-seeks-new-financial-concessions-microsoft-top-shareholder?rc=kz8jh3)
  • [The Information: OpenAI Discounts ChatGPT](https://www.theinformation.com/articles/openai-starts-selling-chatgpt-discount-hurting-microsoft?rc=kz8jh3)

Social and Community Links

  • [Better Offline on Reddit](https://www.reddit.com/r/BetterOffline/)
  • [Discord Community](https://discord.com/invite/QUUQUP9szv)
  • [Ed Zitron's Twitter](https://twitter.com/edzitron)

---

Merchandise

  • Better Offline Merch: [Shop Here](https://cottonbureau.com/people/better-offline) (Use code FREE99 for free shipping on orders over $99)

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00This is an iHeart Podcast.

0:04Parking shouldn't slow you down. ParkWiz gives every driver a shortcut. Book ahead, save up to 50%, and skip the hassle of circling the block. Park smarter, park faster. ParkWiz. Download the ParkWiz app today and save every time you park. Call Zone Media Greetings. I'm Ed Zitron, and this is your weekly Better Offline monologue.

0:35Earlier this week, a story came out in the Wall Street Journal that tensions between OpenAI and Microsoft are, and I quote, reaching a boiling point. Why? Well, let's give you some background. As OpenAI tries to convert part of itself into a for-profit entity, all very annoying, but it would still be controlled by the non-profit board, it faces one big obstacle. It's deal with Microsoft. Back in 2019, Microsoft invested a billion dollars into OpenAI, and as part of that deal, OpenAI agreed to let Microsoft have full access and rights to its pre-AGI intellectual property, which means all of their intellectual property, along with their research and the exclusive right to sell OpenAI's models to their customers.

1:15Microsoft also, as a result of the deal, owns 49 % of the future profits of OpenAI, and offers, or offered, it's unclear how these terms are these days, discounted rates on Azure for OpenAI, Microsoft's cloud compute service, so OpenAI would pay less than other customers to host their services. I should also be clear that this deal means that Microsoft has almost complete control over OpenAI's future, and without their blessing, OpenAI cannot complete its conversion to a for-profit entity. In the event that that conversion fails, SoftBank is able to pare the size of their investment in OpenAI down to a mere$20 billion, according to the Wall Street Journal, as opposed to the$40 billion that OpenAI, well, needs.

1:55In simpler terms, OpenAI has got$10 billion so far from SoftBank, and if they don't become a for-profit entity by the end of 2025, they only get another$10 billion, rather than the$30 billion that they want and, well, need to keep burning more money. all very silly and actually existentially bad i'm surprised people aren't more freaked out about this so open ai and microsoft are currently locked in negotiations by which i mean open ai is making arbitrary demands and microsoft is saying no so as part of the conversation according to the information open ai is asking for some very fucking stupid things i'll list them they want microsoft to only have 33 of the new entity as opposed to the 49 of profits they have already They want to lower Microsoft's revenue share, which is currently 20 % of OpenAI's revenue, to 10%.

2:43Just, they want that. And they want to bar Microsoft from having access to OpenAI's future intellectual property, in part due to OpenAI's attempts to acquire coding startup Winsurf, which competes with Microsoft's GitHub Copilot. What's funny is part of the information story, they're like, yeah, Microsoft has said as part of the current deal, they're totally fine with the acquisition. What's really interesting as well is everyone reported the Winsurf deal, which is about$3 billion as a done deal. But at the time I was saying, hey, this hasn't happened yet. It's been two months since people talked about it.

3:13The information says that Windsurfer said this deal was speculative. Kind of weird, right? Be cool if we had like a kind of an analyst or a journalist who covered tech and thought about it. Anyway, you may be wondering what it is that OpenAI is offering in return for these concessions and the answer is nothing. Understandably, Microsoft is refusing to budge, which has led to OpenAI considering making an outlandish antitrust complaint against them. It's kind of like putting a gun to your own head and threatening to release the hostages if your demands aren't met. And if I'm honest, it's one of the most ridiculous things I've seen a company do in the Valley.

3:50Later in the week, the information also reported that OpenAI has been undercutting Microsoft and selling ChatGPT to enterprise customers, discounting ChatGPT enterprise by 10 to 20 % for customers buying additional products from OpenAI. And that directly competes, by the way, with Microsoft's co-pilot. The information also reports that Microsoft has been losing deals to OpenAI because their finance side will only generally discount by 5-10%. They also add that the same has been happening with enterprise deals over providing access to OpenAI's models, which Microsoft also sells. This whole relationship is so goddamn stupid.

4:23You've got two companies selling the same thing for some reason. I don't even know what you'd buy from Microsoft doesn't really make any sense to me other than, and the information even says, that companies like Fidelity buy it because they're already buying crap from Microsoft. I just, I think about this and it makes me slightly annoyed because it's like, this is not real business. Why would you have both companies selling the same thing? And it's just because everyone wants a monopoly these days, but it's all bad business. They all lose money. it's all very silly. But another tidbit from the information story is that, and I quote, OpenAI's pricing power may not be as strong with enterprises as it is with customers.

5:08This is a huge deal because it means that OpenAI's future is tied to the idea that they can sell, and I shit you not, these are their alleged projections, over$100 billion a year in subscriptions to consumers by 2029. I want to give you some scale as to how fucking stupid this is. In 2024, Spotify, the most popular music streaming app, made just under$16 billion in revenue from subscriptions, and Netflix, the most popular streaming service, made around$39 billion from the same. Are you telling me that ChatGPT is going to become more successful than two Netflixes and two Spotifys? Are you fucking insane?

5:49Anyway, this whole situation is completely ridiculous. OpenAI does not have any real leverage here, and the only possible way that they can lean on Microsoft is to try and make them look bad, which would require OpenAI to piss off their number one infrastructure provider and their number one financial backer. By arbitrarily threatening an antitrust case, an obvious leak to the press as a means of dragging down Microsoft, OpenAI has attempted to put pressure on a company that holds all the cards. You see, Sam Altman's real talent is that OpenAI has not really had to commit anything to build their company.

6:23Microsoft provides them with the infrastructure. Microsoft funded them, along with venture capitalists, private equity firms, and SoftBank. Oracle is covering all the costs of the GPUs going into the Stargate data center project in Abilene, which is funded by a private equity firm that pays Crusoe, an unproven data center builder, who has also taken out$750 million in a line of credit to get the data center built. More egregiously, the Stargate entity, which SoftBank will have full financial responsibility for, has not even been formed. And from reports, it doesn't even sound like OpenAI has signed a contract to use it.

6:57What the f - it's so silly. The other side of this, though, is that having everybody else own all of the problems means that OpenAI doesn't really own anything, making them dependent on literally everybody. Any delays to Stargate are out of OpenAI's hands, as are any issues with their infrastructure, as are any issues with their funding, and when bartering with other companies, OpenAI has little to offer other than discounts on the software that loses the money all the time. Sam Orman's play here is that Microsoft is somehow dazzled by the glory that is OpenAI, and wouldn't want to take the reputational hit of scorning Silicon Valley's favorite company and their clammiest founder.

7:37Sammy's only hope is that Satya Nadella likes him enough to make major concessions for no apparent reason, something that seems increasingly unlikely as they send passive-aggressive leaks to different media outlets. I should also add that Microsoft's legal team is 2 ,000 people. 2 ,000. I'm not kidding. That is the team that, if they did an antitrust complaint, that would take years and years and years and years. Cannot be clear enough how long that would take. They would be going up against a company that has already won an antitrust case back in the 90s and the 2000s. I think OpenAI is like 50 lawyers maybe they probably have an outside firm as well how the fuck is that meant to work i've had people suggest oh they could bribe trump no they though they can't and also to what end a bailout how much money open ai constantly burns cash it's more likely microsoft absorbs them and the outcome of this event will determine the entire future of the ai bubble though there is a decent chance that microsoft agrees to some concessions and they work it out as a means of continuing their stranglehold on OpenAI, there's also a chance that they just let OpenAI die.

8:44After all, they own all the IP and the research as well as housing all their infrastructure. They could just rip the OpenAI sticker, put a Microsoft sticker on it, OpenAI sends to Microsoft, chatgpt.com goes to Copilot. They'd probably do chatgpt by Copilot or by Microsoft. Pretty easy, right? I understand why people don't think that can happen just because it would be so big, but all the rails are there for it to occur. All very silly. I also think this pissy back and forth is a helpful distraction from OpenAI's core problem, that they've yet to ship a meaningful new product in some time, and their entire future is based on consumer subscriptions, which will require them to create meaningful consumer products, a thing they've failed to do.

9:29I can't wait to see how this shakes out. I feel bad for Silicon Valley, but this is tremendous content.

10:05We'll be right back. at 800-884-FUND. Startups, rapid growth stage, or struggling, even with less than perfect credit, including bankruptcies. In business for over 34 years, thousands of satisfied clients have transformed their cash flow with Amerifactors. Call Amerifactors today at 800-884-FUND. That's 800-884-3863. Or visit Amerifactors.com. Hey, it's Lunchbox from The Bobby Bones Show. Toyota is moving toward a more sustainable future by giving you the freedom to choose from a full lineup of hybrids, plug-in hybrids, regular gas, and 100 % electric vehicles. So pick from stylish cars like the Camry, Corolla, and Prius, as well as efficient and spacious SUVs like the RAV4 and Grand Highlander, all backed by Toyota's reputation for reliability.

10:53In fact, for 2025, Toyota is the best resale value brand for the fifth year in a row, according to Kelly Blue Book's KBB.com. So smart buy today can mean higher trade-in values tomorrow. With Toyota, you have more choices and less compromise. Visit buyatoyota.com for a great deal on an efficient Toyota today. Vehicle's projected resale value is specific to the 2025 model year. For more information, visit kellybluebookskbb.com. Toyota, let's go places. Stop settling for weak sound. It's time to level up your game and bring the boom. Hit the town with the ultra-durable LG XBoom portable speaker and enjoy vibrant sound wherever you go.

11:39Elevate your listening experience to new heights, because let's be real, your music deserves it. The future of sound is now with LG XBoom. And for a limited time, save 25 % at LG.com with code FALL25. Bring the boom! XBoom. This is an iHeart Podcast.

From the publisher

In this week’s monologue, Ed Zitron walks you through OpenAI’s desperate attempts to lean on Microsoft to change the terms of their agreement, and how the entire AI bubble may rest on this negotiation. 

WSJ: OpenAI and Microsoft Tensions Are Reaching a Boiling Point https://www.wsj.com/tech/ai/openai-and-microsoft-tensions-are-reaching-a-boiling-point-4981c44f 
The Information: OpenAI Seeks New Financial Concessions From Microsoft, a Top Shareholder https://www.theinformation.com/articles/openai-seeks-new-financial-concessions-microsoft-top-shareholder?rc=kz8jh3
The Information: OpenAI Starts Selling ChatGPT at a Discount, Hurting Microsoft
https://www.theinformation.com/articles/openai-starts-selling-chatgpt-discount-hurting-microsoft?rc=kz8jh3
Data Center Dynamics: Crusoe secures $750m credit facility from Brookfield
https://www.datacenterdynamics.com/en/news/crusoe-secures-750m-credit-facility-from-brookfield/
The Information: Oracle CEO Says OpenAI’s Stargate Venture ‘Not Formed Yet’
https://www.theinformation.com/briefings/oracle-ceo-says-openais-stargate-venture-formed-yet?rc=kz8jh3

YOU CAN NOW BUY BETTER OFFLINE MERCH! Go to https://cottonbureau.com/people/better-offline and use code FREE99 for free shipping on orders of $99 or more.

---

LINKS: https://www.tinyurl.com/betterofflinelinks

Newsletter: https://www.wheresyoured.at/

Reddit: https://www.reddit.com/r/BetterOffline/ 

Discord: chat.wheresyoured.at

Ed's Socials:

https://twitter.com/edzitron

https://www.instagram.com/edzitron

https://bsky.app/profile/edzitron.com

https://www.threads.net/@edzitron

See omnystudio.com/listener for privacy information.

More from Better Offline

All 276 episodes
Monologue: OpenAI Vs. MicrosoftBetter Offline · 9 min
Listen in VO