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Cynthia DiBartolo, CEO, Tigress Financial Partners, at the New York Stock Exchange.
Source: NYSE

Robinhood’s highly anticipated IPO last month was led by Wall Street heavy hitters Goldman Sachs and JPMorgan Chase.

But the extensive list of underwriters also included boutique minority-owned firms Ramirez & Co. and Siebert Williams Shank.

Of the 17 firms that helped underwrite the offering, four were owned by minorities, women or military veterans, a category known as MWVBEs.

It’s becoming a trend: 13 of the 25 biggest IPOs of U.S. tech companies in the past year included two or more such firms, according to FactSet.

Tech companies and Wall Street banks, long run and controlled predominantly by white men, came under intense pressure in mid-2020 to improve their diversity after the police murder of George Floyd and the Black Lives Matter protests that followed. Companies made promises to do better, creating social justice philanthropic programs, commiting to more diverse hiring practices, and adding internships for minority candidates, among other moves.

At the time, the IPO market was still mostly closed from the Covid-19 shutdowns and subsequent economic downturn. It slowly reopened in July and August and then flung open in September, when Snowflake held the largest U.S. software offering on record.

In Snowflake’s IPO, the cloud database vendor included four MWVBEs as underwriters — the same four that Robinhood later used. Unity’s share sale, which came right after Snowflake’s, had two of the firms. Airbnb‘s IPO in December included a dozen.

Despite the progress, Cynthia DiBartolo isn’t ready to celebrate.

Over 35 years after entering the finance industry, and a decade after founding investment firm Tigress Financial Partners, DiBartolo has emerged as a fierce advocate for women and minority participation in deal-making. Even though Robinhood added four firms to its roster of underwriters, DiBartolo said that for a company touting its role in democratizing investing, the opportunity was there to make a real splash.

“While we applaud what they did, I think they could’ve brought in more firms to make it more inclusive and make an bigger statement,” DiBartolo said in an interview. “Long before Robinhood existed, long before anyone heard of that company, diverse firms were fighting to bring equality of opportunity to diverse investors. We didn’t have the balance sheet or fire power of a Robinhood.”

In July, Tigress became the first disabled- and woman-owned floor broker to become a member of the New York Stock Exchange. Previously, her firm was among five MWVBEs that served as underwriters for cloud software vendor Monday.com’s IPO.

Now, DiBartolo is working to make sure that the dozens of firms like hers get a regular seat at the table.

DiBartolo created what she calls a diversity questionnaire, or request for information (RFI), for participation in offerings. The objective, she said, is make it easier for companies selling stock, issuing debt or doing share buybacks to vet minority and women-owned firms. American Airlines, she said, has already sent the RFI to firms in the category for future deals.

‘Everyone has reputational risk’

JPMorgan is taking her work a step further, DiBartolo said. The bank is collecting the data from the questionnaires filled out by MWVBEs to build a database that can automate the due diligence process for its clients. DiBartolo said she’s talking to other Wall Street banks about doing something similar.

A JPMorgan spokesperson confirmed the process is underway.

“JPMorgan’s goal is to expand the opportunity for more minority- and women-led firms to be included in debt and equity capital markets issuances,” the company said in an email. “We are building a searchable database based on a streamlined industry RFI which will allow us to evaluate better the strengths and capabilities each firm has to offer our issuer clients.”

The RFI asks firms to fill out details about their principals, the work they’ve done, their expertise and whether there are any legal or regulatory issues that need to be disclosed.

“Everyone has reputational risk,” DiBartolo said. “You want to know who the firms are, who’s behind them, how much of the workforce is diverse, what’s the regulatory history, and is there any pending litigation. These are all questions you should ask.”

DiBartolo is part of other organizations taking different approaches to diversify deal making. At Rev. Jesse Jackson Sr.’s Rainbow PUSH Coalition, an organization fighting for social justice, DiBartolo is chairperson of the steering committee for financial services.

Inside Rainbow PUSH is a 25-year-old group called The Wall Street Project, which advocates for women- and minority-owned businesses in finance. Rebecca Cruz, director of business development at the project, said anytime she reads about a U.S. company that’s raising $100 million or more in an IPO, she sends a letter to the CEO and CFO. In the letter, she encourages the companies to consider including some of the eight minority-owned firms that are members of the organization, providing some detail on what the MWVBEs have accomplished.

Cruz said she follows news clips and press releases about confidential IPO filings so she can reach companies before their prospectuses get published to get the conversations started earlier.

“We’re not pressuring them, we’re saying it’s good for business to include these firms on the transaction,” she said. “The companies that we work with all have proven themselves on Wall Street in transactions. These aren’t fly-by-night firms.”

Many of the firms have been around for decades, managing money for clients, trading, underwriting municipal bond sales and corporate debt deals and, in some cases, doing proprietary research.

While they’re a tiny fraction of the size of the Wall Street giants and are even much smaller than well-known mid-market firms like William Blair, Raymond James and Piper Jaffray, Cruz is out to show companies that it’s not just a good public relations decision to add diversity to their underwriter list. It’s also good business that brings opportunities to reach different classes of investors.

Muriel Siebert, the first woman to ever hold a seat on the New York Stock Exchange.
New York Daily News | Getty Images

Siebert Williams Shank was formed in a 2019 merger of two firms founded in the 1990s, Siebert Cisneros Shank the Williams Capital Group. The firm has been very active over the past 12 months, helping underwrite IPOs for Robinhood, Krispy Kreme, Marqeta, Oatly, Bumble, Affirm, Airbnb and many others.

Sobani Warner is the head of equities at Siebert Williams Shank and was director of equity at Williams starting in 2000. She said that while the firm, in its various parts, has been underwriting equity deals for two decades, there’s been a clear sea-change in the past year and a half as shareholders and activist groups have been demanding stronger action towards diversity.

“The tech companies along with companies in a variety of industries, perhaps all industries, are seeking to play their part in this really positive transition we’re going through,” Warner said in an interview.

Improving economics

Still, firms like Siebert Williams Shank tend to get a tiny combined sliver of the overall IPO. An analysis of fee data from S&P Global Market Intelligence and CNBC published last year showed that between 2016 and the first half of 2020, MWVBEs each made about $167,620 per IPO and secondary offering, compared to $1.4 million per deal for middle-market firms.

Warner said there has been “positive movement” in deal economics recently, though she didn’t provide specifics. More important than the revenue from any specific offering, she said, is the opportunity to show what these firms can offer a company, so the relationship is there when its time for debt financing, strategic advisory help and even share buybacks.

“This is a good way for us to get to know them and for them to understand our capabilities,” Warner said. “The IPO is perhaps the first transaction we do but the expectation is that the IPO will be the first of many.”

Marqeta celebrates IPO at the Nasdaq on June 9th, 2021.
Source: The Nasdaq

Payment-tech company Marqeta, based in Oakland, California, provides one potential example.

When Marqeta was gearing up for its public market debut earlier this year, the company turned to Lise Buyer, an adviser to pre-IPO companies, for help in navigating the expansive universe of potential underwriters.

Seth Weissman, Marqeta’s chief legal officer, said he and finance chief Tripp Faix asked Buyer for the top 10 minority and women-owned firms. From there, they did some research and narrowed the list to six. In the bakeoff among those firms, Marqeta chose two: Siebert Williams Shank and Seelaus, a woman-owned firm based in New Jersey.

“You can actually reach different investors and give people who otherwise might not get a shot at the opportunity to get in on an IPO,” Weissman said. “What you’re counting on is they don’t bring the same set of investors to the table every single time.”

Weissman said that location played a big role in its choice of Siebert Williams Shank, which is co-headquartered in Oakland. Early in the pandemic, Marqeta launched an initiative to help small businesses in Oakland that were hurt by the Covid-19 shutdowns.

For Seelaus, the Marqeta deal is one of eight billion-dollar-plus tech IPOs the firm has been part of in the past year, according to FactSet. Prior to that, it was only involved in two of that size: Lyft and Peloton, both in 2019.

“We have a much bigger seat at the table in the equity capital market, which is really exiting,” said Annie Seelaus, whose father founded the firm in 1984. She joined in 2009 and was named CEO in 2015.

Seelaus said a confluence of events in 2020 started to turn the tide. The push for diversity and inclusion alongside the broader social justice movement was clearly important, she said. Last week, the SEC approved new Nasdaq rules that will require companies listing on the exchange to meet gender and racial diversity requirement for their boards or explain in writing why they haven’t.

Meanwhile, Seelaus, said, the emergence of special purpose acquisition companies (SPACs) created a whole new market for a different type of IPO.

SPACs raised a record $83.4 billion in 2020 and exceeded that number in the first three months of this year. So far in 2021, they’ve raised $121.2 billion, almost nine times the amount for all of 2019, according to SPAC Research.

In a SPAC, a blank-check company goes public through an IPO and then hunts for a target to buy, eventually turning the acquired business into the operating entity. SPAC IPOs tend to use a different set of underwriters than traditional IPOs and in some cases have handed over much better economics to the alternative firms.

Most notably, in July 2020, Bill Ackman paid a group of six MWVBEs a total of 20% of the underwriting fees for the IPO of Pershing Square Tontine Holdings. He told Yahoo Finance in an interview that the number was 10 to 20 times the normal rate, and said the firms were “going to do the work, you’re going to be part of the team.”

Bill Ackman, founder and CEO of Pershing Square Capital Management.
Adam Jeffery | CNBC

Rainbow PUSH’s Wall Street Project is urging companies to pay MWVBEs at least 5% of the fees, with stock allocation in the 10% to 15% range, said Cruz.

Seelaus wasn’t on the Pershing Square IPO, but her firm has been involved with several others, including the Belong Acquisition Corp. IPO and Freedom Acquisition Corp. 1 offering, both this year. She said one things SPACs are doing better than traditional IPOs is bringing the firms in early in the process.

“We never want to be a box-checking exercise at the last moment,” Seelaus said. “We want to be treated like a real player and have the opportunity to add value to the transaction.”

The trend has still not become ubiquitous.

On the day before Robinhood’s IPO, foreign language learning app Duolingo raised more than $500 million in its share sale. The offering was led by Goldman Sachs and included nine other firms. None were owned by women or minorities.

In an interview after its Nasdaq debut on July 28, Duolingo CEO Luis von Ahn said the roster of underwriters “is not something we concentrated on.”

Von Ahn highlighted the importance of diversity among its workforce and on its board, which is 50% women. But he said the possibility of adding diverse underwriters didn’t come up in discussions.

Correction: A prior version of this story had the incorrect company name in paragraph 13. It’s been updated to say American Airlines.

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Hinge founder leaves CEO role to launch AI-powered dating startup

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Hinge founder leaves CEO role to launch AI-powered dating startup

Justin McLeod speaks during the Fast Company Innovation Festival 2025 on Sept. 18, 2025 in New York City.

Eugene Gologursky | Getty Images

Hinge founder Justin McLeod is stepping down as CEO of the dating app to launch a dating service powered by artificial intelligence.

McLeod will be replaced by Jackie Jantos, the dating app’s president and chief marketing officer, Hinge parent company Match Group announced on Tuesday.

“The company’s momentum, including being on track to reach $1 billion in revenue by 2027, gives me full confidence in where Hinge is headed,” said McLeod in a statement. He created the dating app in 2011.

McLeod will remain as an advisor to Hinge through March. Overtone, his new venture, will use AI and voice tools to “help people connect in a more thoughtful and personal way,” according to the announcement.

Along with a dedicated team, McLeod spent much of this year developing the startup with support from Match Group, which said it plans to lead Overtone’s initial funding round in early 2026.

Match Group, which also owns Tinder and various other dating apps, will hold a significant ownership position in Overtone. Match Group CEO Spencer Rascoff will join Overtone’s board.

“We’re proud to have incubated Overtone within Hinge and to now lead its funding round as he builds his next venture,” Rascoff said in a statement.

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Oracle’s AI-fueled debt load has investors on edge ahead of quarterly earnings

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Oracle's AI-fueled debt load has investors on edge ahead of quarterly earnings

Oracle CEOs Clay Magouyrk and Mike Sicilia sit down with CNBC’s David Faber on Oct. 13, 2025.

CNBC

It’s been a rollercoaster year for Oracle investors, as they try to assess the strength of the software giant’s position in the artificial intelligence boom.

The stock is up more than 30% for the year even after a 23% plunge in October, which was its worst month since 2001. It’s recovered a bit in November, climbing almost 10% for the month as of Tuesday.

Heading into the company’s fiscal second-quarter earnings report on Wednesday, pressure is building on management — and newly installed CEOs Clay Magouyrk and Mike Sicilia — to show that Oracle can continue to finance the company’s aggressive infrastructure plans while simultaneously convincing Wall Street that the AI-fueled hypergrowth story remains intact.

In recent months, Oracle has emerged as a more central player in AI, largely due to a $300 billion deal with OpenAI, which came to light in September, an agreement that involves the AI startup buying computing power over about five years, starting in 2027.

Funding Oracle’s compute buildout is going to require mounds of debt. In late September, Oracle raised $18 billion in a jumbo bond sale, one of the largest debt issuances on record in the tech industry, and the company is now the biggest issuer of investment grade debt among non-financial firms, according to Citi.

“There is something inherently uncomfortable as a credit investor about the transformation of the sort we’re facing that is going to require an enormous amount of capital,” Daniel Sorid, head of U.S. investment grade credit strategy at Citi, said on a video call to investors on Friday, a replay of which was provided to reporters.

Oracle's new capacity lags behind competitors, says Rothschild's Haissl

Oracle has secured billions of dollars of construction loans through a consortium of banks tied to data centers in New Mexico and Wisconsin. Citi analyst Tyler Radke estimates Oracle will raise roughly $20 billion to $30 billion in debt every year for the next three years.

As of August, the company’s combined short-term and long-term debt, which includes lease obligations, sat at $111.6 billion, up from $84.5 billion a year earlier, according to FactSet, while cash and equivalents slipped over that stretch to $10.45 billion from $10.6 billion.

As Oracle aims to build out sufficient capacity to meet the rising demand its seeing from customers like OpenAI, the street is questioning whether company will tap sources other than the debt market.

“Oracle will be looking at all options out there — off-balance sheet facilities, raising debt, issuing equity or perhaps exploring interest from a foreign investor, i.e. a sovereign wealth fund,” said Rishi Jaluria, a software analyst at RBC Capital Markets, in an interview. Jaluria recommends holding the stock.

A credit investor who spoke to CNBC highlighted Meta’s $27 billion deal with Blue Owl Capital, a joint venture between the two entities, as one type of financing arrangement being used for AI data center development.

The market is also debating whether Oracle can use vendor financing options to reduce the amount of upfront capital required to stand up data centers, including securing favorable financing terms with suppliers like Nvidia, a credit investor told CNBC. However in that scenario, Nvidia’s chips would be used as collateral, raisings concerns around GPU depreciation.

An Oracle spokesperson declined to comment.

Growing skepticism

The discomfort that Sorid referenced has driven Oracle’s 5-year credit default swaps to new multi-year highs. Credit default swaps are like insurance for investors, with buyers paying for protection in case the borrower can’t repay its debt. Bond investors told CNBC that they’ve become a popular way to hedge the risk tied to the AI trade.

Credit analysts at Barclays and Morgan Stanley are recommending clients buy Oracle’s 5-year CDS. Andrew Keches, an analyst at Barclays, told analysts in a note last month that he didn’t see an avenue for Oracle’s credit trajectory to improve. And in late November, Morgan Stanley analysts said Oracle’s CDS had attracted not just typical credit investors but “tourists” who have less experience with this type of financial instrument.

Spools of electrical wires outside a series of assembly tents during a media tour of the Stargate AI data center in Abilene, Texas, US, on Tuesday, Sept. 23, 2025. Stargate is a collaboration of OpenAI, Oracle and SoftBank, with promotional support from President Donald Trump, to build data centers and other infrastructure for artificial intelligence throughout the US.

Kyle Grillot | Bloomberg | Getty Images

Oracle’s revenue growth and backlog of business will be closely monitored as investors try to gauge whether the company’s spending plans are justified. Analysts expect to see revenue growth in the latest quarter of 15% to $16.2 billion, according to StreetAccount.

Remaining performance obligations, a measure of contracted revenue that hasn’t yet been recognized, are expected to surpass $500 billion, StreetAccount says, which would mark a more than fivefold increase from a year earlier. Oracle’s disclosure in September that RPOs jumped 359% to $455 billion sent the company’s stock up 36%, its best single-day performance since 1992.

Since then, the stock has wiped out all of those gains and then some.

Gil Luria, an analyst at D.A. Davidson, said that beyond infrastructure, he’ll be closely watching Oracle’s core database business, which is a source of much higher margins. That will help determine how much flexibility the company has in going to the capital markets, he said.

“Oracle can handle the debt load,” said Luria, who recommends holding the stock. “But they need more cash flow to raise more capital from here.”

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Teachers’ union AFT slams crypto market bill, warns of ‘profound risks’ for America’s retirement plans

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Teachers' union AFT slams crypto market bill, warns of 'profound risks' for America's retirement plans

Sen. Gillibrand says 'nothing is holding up' progress on crypto market regulation: CNBC Crypto World

The American Federation of Teachers, the powerful labor union that represents 1.8 million members, is urging the Senate Banking Committee to reconsider its crypto market structure bill, the Responsible Financial Innovation Act, calling the proposed legislation “as irresponsible as it is reckless” in a letter exclusively obtained by CNBC.

In the letter that AFT president Randi Weingarten sent to Senate Banking Committee Chairman Tim Scott (R-SC) and Ranking Member Elizabeth Warren (D-Mass.), she wrote the union opposes the bill based on the “profound risks to the pensions of working families and the overall stability of the economy.”

“The legislation on crypto we have seen weighed by the committee over the last few months gives us deep concern,” Weingarten added.

The AFT is concerned that in passing crypto legislation, the government will open the floodgates to widespread fraud and unethical practices across retirement plans including AFT pensions.

“This legislation pretends that crypto assets are stable and mainstream, and they are not. Rather than just being silent on crypto, this bill strips the few safeguards that exist for crypto and erodes many protections for traditional securities. If passed, it will undercut the safety of many assets and cause problems across retirement investments,” Weingarten wrote.

A specific issue the AFT cited with the proposed legislation it allowing non-crypto companies to put their stock on the blockchain and evade existing securities regulatory framework. Wall Street has become interested in the idea of “tokenization” of all financial assets, with Larry Fink, CEO of BlackRock, the largest asset manager in the world, a leader evangelist for the concept.

“This loophole and the erosion of traditional securities law will have disastrous consequences: Pensions and 401(k) plans will end up having unsafe assets even if they were invested in traditional securities,” Weingarten wrote.

She argued that the legislation being considered by the committee also does little to curb fraud, illegal activity and corruption that continues to be prevalent in crypto markets. Weingarten called the legislation “irresponsible” and “reckless.”

“We believe that if enacted, this bill has the potential to lay the groundwork for the next financial crisis,” she wrote.

NEW YORK, NEW YORK – AUGUST 28: Randi Weingarten, president of the American Federation of Teachers (AFT), speaks during the March on Wall Street on August 28, 2025 in New York City.

Michael M. Santiago | Getty Images News | Getty Images

The AFL-CIO, the nation’s largest labor union, stated its opposition to the Senate Banking Committee over a draft of the crypto bill in October.

CNBC also confirmed that on Thursday, the CEOs of Bank of America, Citi and Wells Fargo, will be meeting with lawmakers to discuss the crypto market structure proposals.

The currently proposed legislation, which builds on a bill that passed the House of Representatives over the summer, is co-sponsored by key crypto backer Senator Cynthia Lummis (R-Wyoming) and Senator Bernie Moreno (R-Ohio), alongside Chairman Scott. It aims to create structure for regulating digital assets, but also raises questions about tokenized securities that are not specifically cryptocurrencies.

Tokenization has been a key concern as the bill has gained momentum on Capitol Hill, and a hurdle to getting the support from Democrats that will be needed for passage. Previous CNBC reporting indicates that the Senate backers will need to attract votes from at least seven Democrats for the legislation to pass. At last week’s CNBC CFO Council Summit in Washington, D.C., Senator Mark Warner (D-Va.) told attendees, “I’m in crypto hell at this moment trying to get the market structure bill done.”

Warner is among a group of Democratic senators who met on Monday to review the Senate Banking draft and consider counter-offers, according to Politico.

Many Democrats, including Warren, have also been concerned about the balance of crypto regulatory oversight between the CFTC and the Securities and Exchange Commission. States, meanwhile, worry that their laws may be preempted by a new federal law, and the states left powerless to protect residents from fraud, a concern outlined by Massachusetts’ Secretary of State William Galvin in a letter to Senate Banking, writing that the “sweeping provisions that will exclude significant portions of the financial industry from state oversight. This is a recipe for disaster for millions of savers.”

Progress on the Senate’s version of a crypto market structure bill was stalled for weeks due to the longest government shutdown in U.S. history. Speaking on Tuesday morning at The Blockchain Association Policy Summit in Washington, D.C., Senator Lummis provided some insight into when the Senate’s version of a crypto market structure bill could be expected. She said her goal is to share a draft by the end of the week, then let the crypto industry as well as Republicans and Democrats vet it and proceed to markup next week.

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