Among the big winners in Elon Musk’s agreement to follow through with his deal to buy Twitter is an activist hedge fund based in a coastal Florida city that was just wrecked by Hurricane Ian.
Pentwater Capital, a 15-year-old firm with close to $5 billion in assets, bought a 2.4% stake in Twitter during the second quarter. The purchase of 18.1 million shares cost Pentwater roughly $725 million.
At $54.20, the price Musk has agreed to pay for Twitter, Pentwater’s stake would be worth about $980 million. The stock closed up 22% on Tuesday at $52, which is still below the acquisition price, signaling that Wall Street isn’t entirely convinced the deal will close.
The Tesla and SpaceX CEO said on Tuesday that he’d sent Twitter a letter informing the company of his intent to stick to the terms of the April agreement after previously trying to back out. The two sides were scheduled in court in two weeks, and part of Musk’s latest proposal involved putting an end to the litigation. Twitter has said it received the letter and intends to close the transaction at $54.20, but did not comment on the litigation.
When Pentwater jumped into Twitter, the social media company was in a holding pattern. The stock was languishing as Musk was putting out critical tweets about the company’s bot and spam problem, hinting at a sense of buyer’s remorse. The stock dropped as low as $32.55 on July 11, just after Musk officially tried to terminate the deal.
Pentwater was taking advantage of what the firm saw as a clear arbitrage opportunity. There was a signed contract on the table and a bunch of money to be made as long as the deal reached its logical conclusion.
“In my 23-year career doing this, I’ve never seen an acquirer walk away without any reason,” said Matthew Halbower, Pentwater’s founder, in an interview on Tuesday after Musk’s filing landed with the SEC. “The probability of him being able to walk away was very low.”
Halbower said the only two reasons that Musk would have to tear up the deal would be if there was fraud in Twitter’s financial statements or if there was a material event that changed the value of the company. Neither of those issues were at play, Halbower said.
Greenlight Capital also jumped in during the second quarter, paying an average of $37.24 for the stock. In an investor letter, Greenlight’s David Einhorn said there’s was $17 per share in upside rewards if the deal closed and an equal amount in losses if it collapsed.
“So we are getting 50-50 odds on something that should happen 95%+ of the time,” he wrote.
While Pentwater instantly made Twitter one of its top holdings when it purchased shares in the second quarter, the firm hedged its bet with a hefty investment in puts in case the stock dropped in value. So a portion of the gains from its equity investment will pay for the puts.
Pentwater has made other bets in and around the social media space. The firm is one of the top investors in Digital World Acquisition Corp., the special purpose acquisition company that’s been trying to take former President Donald Trump’s media company public, though the deal is being investigated by the SEC and the company recently missed a key deadline to hold onto $1 billion in funding. Trump’s app, Truth Social, was created after the ex-president was booted from Twitter following the events of Jan. 6.
Halbower said Pentwater has 44 employees, with just seven or so in its office in Naples, Florida. The firm also has locations near Chicago and in New York, Minneapolis and London.
The Naples office had its power restored on Sunday, four days after Hurricane Ian slammed into the west coast of Florida as a Category 4 storm. The office reopened on Monday, Halbower said.
Across the state, roughly 380,000 homes and businesses were without power as of Tuesday afternoon, down from a peak of 2.6 million on Thursday, according to PowerOutage.us. Collier County, which includes Naples, remains one of the counties with the most outages.
Pentwater isn’t the only investor that’s set for a big payday should the Musk deal close.
Longtime shareholder Saudi Prince Alwaleed bin Talal owns 39.95 million shares, worth $2.17 billion at the acquisition price. Jack Dorsey, Twitter’s co-founder and former CEO, owns 18.04 million shares, valued at close to $1 billion. Among institutions, the only investors with a bigger stake than Pentwater are Vanguard, BlackRock, SSgA and Fidelity.
Tyler Winklevoss and Cameron Winklevoss (L-R), creators of crypto exchange Gemini Trust Co., on stage at the Bitcoin 2021 Convention, a cryptocurrency conference held at the Mana Convention Center in Wynwood in Miami, Florida, on June 4, 2021.
Joe Raedle | Getty Images
Gemini Space Station, the crypto company founded by Cameron and Tyler Winklevoss, priced its initial public offering at $28 per share late Thursday, according to Bloomberg.
A person familiar with the offering told the news service that the company priced the offering above its expected range of $24 to $26, which would value the company at $3.3 billion.
Since Gemini capped the value of the offering at $425 million, 15.2 million shares were sold, according to the report. That was a measure of high demand for the crypto company, which had initially marketed 16.67 million shares. Earlier this week, it increased its proposed price range from between $17 and $19 apiece.
A Gemini spokesperson could not confirm the report.
The company and the selling stockholders granted its underwriters — led by and Goldman Sachs, Citigroup and Morgan Stanley — a 30-day option to sell an additional 452,807 and 380,526 shares, respectively, per the registration form. Gemini stock will trade on the Nasdaq under ticker symbol “GEMI.”
Up to 30% of the shares offered will be reserved for retail investors through Robinhood, SoFi, Hong Kong-based Futu Securities, Singapore’s Moomoo Financial, Webull and other platforms.
Gemini, which primarily operates as a cryptocurrency exchange, was founded by the Winklevoss brothers in 2014 and holds more than $21 billion of assets on its platform as of the end of July.
Initial trading will give the market a sense of how long it can keep the crypto IPO party going. Circle Internet and Bullish had successful listings, but there has been a recent consolidation in the prices of blue chip cryptocurrencies like bitcoin and ether. Also, in contrast to those companies’ profitability, Gemini has reported widening losses, especially in 2025. Per its registration with the Securities and Exchange Commission, Gemini posted a net loss of $159 million in 2024, and in the first half of this year, it lost $283 million.
This week, however, Gemini received a big vote of institutional confidence when Nasdaq said it’s making a strategic investment of $50 million in the crypto company. Nasdaq is seeking to offer its clients access to Gemini’s custodial services, and gain a distribution partner for its trade management system known as Calypso.
Gemini also offers a crypto-backed credit card, and last month, launched another card in partnership with Ripple. The latter garnered more than 30,000 credit card sign-ups in August, a new monthly high that was more than twice the number of credit card sign-ups in the prior month, according to the S-1 filing.
Don’t miss these cryptocurrency insights from CNBC Pro:
(Learn the best 2026 strategies from inside the NYSE with Josh Brown and others at CNBC PRO Live. Tickets and info here.)
Microsoft Chairman and Chief Executive Officer Satya Nadella (L), speaks with OpenAI Chief Executive Officer Sam Altman, who joined by video during the Microsoft Build 2025, conference in Seattle, Washington on May 19, 2025.
Jason Redmond | AFP | Getty Images
OpenAI on Thursday said its nonprofit parent will continue to have oversight over the company and will own an equity stake of more than $100 billion.
The artificial intelligence startup, recently valued at $500 billion, said this structure will make the nonprofit “one of the most well-resourced philanthropic organizations in the world,” and will allow the company to continue to raise capital.
OpenAI also announced it has signed a non-binding memorandum of understanding with Microsoft, which outlines the next phase of their partnership. Microsoft has invested over $13 billion in OpenAI, backing the company as early as 2019, three years before the launch of of the chatbot ChatGPT.
“We are actively working to finalize contractual terms in a definitive agreement,” OpenAI said in a joint statement with Microsoft, which is also the company’s key cloud partner. “Together, we remain focused on delivering the best AI tools for everyone, grounded in our shared commitment to safety.”
In May, OpenAI bowed to pressure from civic leaders and ex-employees, announcing that its nonprofit would retain control even as the company was restructuring into a public benefit corporation. OpenAI was founded as a nonprofit research lab in 2015, but has in recent years become one of the fastest-growing commercial entities on the planet.
OpenAI said Thursday it is working closely with the California and Delaware Attorneys General to establish its structure.
“OpenAI started as a nonprofit, remains one today, and will continue to be one – with the nonprofit holding the authority that guides our future,” the company’s Chairman Bret Taylor said in a statement Thursday.
The startup has been engulfed in a heated legal battle with Elon Musk, one of its co-founders. Musk has been trying to keep OpenAI from converting into a for-profit company as he competes in the generative AI market with his own startup, xAI.
OpenAI said its nonprofit is also opening applications for the first phase of a $50 million grant initiative that is aimed to support other nonprofit and community organizations across AI literacy, economic opportunity and community innovation.
Microsoft CEO Satya Nadella departs following a meeting of the White House Task Force on AI Education in the East Room of the White House in Washington on Sept. 4, 2025.
Eric Lee | Bloomberg | Getty Images
Microsoft CEO Satya Nadella told employees in a meeting on Thursday that the company has work to do to smooth relations with employees after announcing several rounds of layoffs and a mandated partial return toin-person work.
In the meeting that was held online, an employee asked executives to speak about a perceived lack of empathy in the company’s culture as of late and steps Microsoft is taking to rebuild trust with its workforce.
“I deeply appreciate that, the question and the sentiment behind it,” Nadella said, in audio that was obtained by CNBC. “I take it as feedback for me and everyone in the leadership team, because at the end of the day, I think we can do better, and we will do better.”
Nadella’s comments come after Microsoft slashed 9,000 jobs in July, following smaller reductions in the months prior. On Tuesday, Microsoft said workers living near its headquarters in Redmond, Washington, must come into the office three days a week, starting in February, with a broader rollout to follow.
Amy Coleman, Microsoft’s human resources chief, said at Thursday’s meeting that reception to the return-to-office announcement has been mixed, with some workers feeling like they’re losing autonomy. But she said that employees in and around Seattle already come in, on average, 2.4 times each week.
Like most of the tech industry, Microsoft went fully remote during the pandemic, and made particular use of its internal Teams video and chat offerings, which gained rapid adoption during that period. Microsoft has been slower than many of its peers to put a mandate in place for coming back to the office. Amazon, one of Microsoft’s top rivals, called employees back to offices five days a week in January.
While Nadella and the executive team are taking criticism from some staffers, Wall Street is applauding the company’s growth and execution. The stock is up almost 20% this year, outperforming the broader market, pushing Microsoft’s market cap to $3.7 trillion, which trails only Nvidia among the world’s most-valuable companies.
In July, Microsoft reported a 24% increase in net income to $27 billion. The company’s gross margin was under 69%, compared with 71% in late 2023. It’s rapidly building and renting data center infrastructure to meet artificial intelligence demand.
Nadella said at the meeting that with remote work, new employees and those who are early in their careers don’t always feel a sense of apprenticeship or mentorship.
“Management is just mostly all remote, but the interns are all, you know, in one location,” he said. “And so those are things that just will break a social contract.”
Microsoft didn’t immediately provide a comment.
Even with Microsoft’s rapid expansion, Nadella said the company is feeling the pressure. It’s a common theme in the software industry, as concerns proliferate about the impact of AI and its potential to automate work.
“We have some very, very hard work ahead of us, and that hard process of renewal is essentially what we have to do,” Nadella said. “You have to be hardcore in terms of an intellectual honesty about what really needs to happen.”
Microsoft’s Azure cloud business grew 39% in the latest quarter, but revenue in the Windows and devices business increased by just 2.5%.
“Some of the biggest businesses we built may not be as relevant going forward,” Nadella said. “Some of the margin that we love today may not be there tomorrow, and that means you have to be way ahead of all of those going away, right?”
Microsoft, which celebrated its 50th anniversary in April, will retain its core values as it confronts market realities, Nadella said.
“Capital markets have one simple truth,” he said. “There is no permission for any company to exist forever.”
That wasn’t the only contentious topic at the meeting.
Employees are awaiting details from a third-party investigation after The Guardian said in August that Israel’s military used Microsoft’s Azure cloud infrastructure to store Palestinians’ phone calls as part of Israel’s invasion of Gaza. Microsoft has fired five employees following protests at its headquarters in Redmond, according to a statement from the group No Azure for Apartheid.
Microsoft President Brad Smith, whose office the protesters entered, addressed the issue on Thursday. He said that he and Coleman met with Jewish Microsoft employees, who have been harassed and threatened and have seen their public information shared online.
“We don’t get to control what happens outside Microsoft, but we need to be clear about one thing,” Smith said. “There is no room for antisemitism at Microsoft, and as a company and as a community, we will protect this group and defend them from that.”