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CrowdStrike, Carahsoft struck deal to sell software IRS didn’t buy

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Last fall, George Kurtz, the chief executive officer of CrowdStrike Holdings Inc., gave investors a quarterly financial update that sent shares soaring. Among the details Kurtz highlighted was a major deal to sell cybersecurity tools for use by the U.S. government.

“Identity threat protection wins in the quarter included an eight-figure total deal value win in the federal government,” Kurtz said on the earnings call after markets closed on Nov. 28, 2023.

Kurtz was referring to a $32 million order from Carahsoft Technology Corp., which serves as a middleman between technology companies and government agencies, that arrived on the last day of CrowdStrike’s fiscal third quarter. It was for identity threat protection software intended for the Internal Revenue Service, according to documents from both companies.

But the IRS never bought the software, according to records reviewed by Bloomberg News and people with knowledge of the situation.

Still, Carahsoft has been making on-time payments on the $32 million to CrowdStrike, according to the cybersecurity firm. When asked for comment by Bloomberg News, both companies explained that they had a “non-cancellable order” between them. They declined to say why that deal was struck without a purchase in place from the IRS. 

Some legal and accounting experts, who reviewed the arrangement at Bloomberg’s request, said it raises red flags that merit scrutiny from regulators. The deal also raised concerns within CrowdStrike — according to people familiar with the matter and the company itself — and many specifics of the transaction remain unclear.

Crowdstrike's offices in California
CrowdStrike’s offices in Sunnyvale, California.

Benjamin Fanjoy/Bloomberg

Depending on how CrowdStrike accounted for the deal in financial statements — the company didn’t explain those details — it was big enough that it could have made the difference between the company beating or missing Wall Street projections for the period. The day after CrowdStrike reported results for the record quarter, its shares rose 10%.

Jeremy Fielding, a spokesperson representing CrowdStrike, dismissed employees’ concerns as baseless and the order’s timing as insignificant. The Austin, Texas-based cybersecurity firm closes deals “throughout the quarter, starting the first day and often through the last day,” he said. 

“The Carahsoft deal went through a separate and extensive review,” he said, adding that it “was given a clean bill of health.” Fielding characterized the experts’ comments as “inaccurately speculating about a transaction that CrowdStrike confirmed fully met” an accounting standard on revenue from contracts. 

CrowdStrike “closed and recognized” the deal once Carahsoft placed the order, and its booking of the revenue is consistent with standard accounting principles, according to Thomas Clare and Elizabeth Locke, lawyers representing the cybersecurity company.

A representative of Carahsoft, Mary Lange, said in an email, “Carahsoft is a private company and we do not disclose financial information or customer details. That said, we placed a valid, non-cancellable order with CrowdStrike and stand by that transaction.” The company declined to answer any other questions.

The IRS didn’t answer detailed questions. The tax agency said in a statement that it doesn’t hold any contracts with CrowdStrike directly and, in keeping with federal procurement rules, acquires its software and services through third-party vendors.

No IRS contract or payments matching the deal appear in the public government spending database USASPENDING.gov. The database excludes some information — for instance, material that could compromise national security. But the tax agency’s purchases of CrowdStrike’s products through vendors total less than $10 million, according to a person familiar with the matter.

This story is based on records of the transaction and interviews with five people familiar with the matter, who requested that their names not be published because they aren’t authorized to discuss it.

“It raises an eyebrow,” said Lawrence Cunningham, director of the University of Delaware’s John L. Weinberg Center for Corporate Governance.

“It appears on its face to be uncompensated risk, and rational businesses don’t usually accept uncompensated risk,” Cunningham said, referring to Carahsoft’s payments to CrowdStrike.

Carahsoft declined to answer questions about whether it was taking a loss on the deal or if it found a way to recoup the money.

In recent months, separate issues at CrowdStrike and Carahsoft have drawn negative attention and government scrutiny.

CrowdStrike, with annual revenues of more than $3 billion, sells security software to thousands of businesses and government agencies globally. But in July, a flawed update from the firm knocked out millions of Windows computers around the world, disrupting air travel, medical care, banks and other businesses. Executives have apologized repeatedly, including before members of Congress; the company’s share price plummeted after the outage and hasn’t fully recovered.

Carahsoft is a dominant player among resellers and distributors that help technology companies navigate the complexities of selling to government agencies. In September, agents from the FBI and the Department of Defense searched the company’s Reston, Virginia, headquarters. Lange, the Carahsoft spokesperson, previously said the company was cooperating with the FBI probe and that it involved “an investigation into a company with which Carahsoft has done business in the past.” 

The Justice Department is also conducting a civil probe of Carahsoft and software giant SAP SE for potential price fixing on government contracts. The German firm is cooperating with the civil probe, a spokesperson said. SAP chief financial officer Dominik Asam told Bloomberg News that SAP had “gotten written assurance from Carahsoft” that the FBI search was “entirely unrelated” to SAP and a U.S. subsidiary.

There’s no known link between CrowdStrike and either the civil investigation or search of Carahsoft’s office. Fielding, the CrowdStrike representative, said neither investigation is connected to the cybersecurity company.

A potential deal for the IRS dates to early 2023, when CrowdStrike sales representatives began talking with agency officials about buying an identity verification tool to help prevent fraud in a new program that lets people file their taxes directly with the government, according to three people familiar with the matter.

Work continued on a potential deal in the following months, but by mid-October it had become clear to at least some CrowdStrike staff that the IRS wouldn’t order the software before the company’s quarter closed at the end of the month, the people said.

Nevertheless, on Halloween, Carahsoft ordered $32.25 million worth of subscription access to CrowdStrike’s “Government National Identity Threat Protection” service for as many as 40 million users, according to records and two of the people. The order split the purchase into four $8 million payments, with the final payment due at the end of this October. The order indicates that Carahsoft should be billed for the CrowdStrike software and that it should be shipped to the IRS’s Washington headquarters.

That day, CrowdStrike sent an automated email to dozens of staff, saying, “Opportunity has been Closed Won for Internal Revenue Service (IRS).”

The closing of the deal and Kurtz referring to it on the earnings call alarmed some staff who raised internal concerns that CrowdStrike was “pre-booking” a transaction that they viewed as incomplete because it was unclear whether the IRS would ever make the large purchase, according to three of the people. U.S. regulators have in some cases sued and fined companies over alleged pre-booking, also known as channel stuffing, claiming they misled investors by improperly recognizing revenue to inflate their financial figures.

Fielding said it was “demonstrably false” that there was any pre-booking.

That quarter, $32 million was enough to make the difference between CrowdStrike beating analysts’ expectations on two key financial metrics — annual recurring revenue and net new annual recurring revenue — or falling short of them. CrowdStrike highlighted both metrics in the earnings announcement for the quarter, but the company declined to answer questions about whether the deal was recorded under them.

Annual recurring revenue is widely used by software companies to track income from subscriptions. CrowdStrike has consistently emphasized it with investors, writing in a 2019 regulatory filing that it “is a key metric to measure our business.”

Theresa Gabaldon, a professor at the George Washington University Law School, said that for CrowdStrike to appropriately book the deal as revenue it would need to have not only received payment but also delivered the product. Neither CrowdStrike nor Carahsoft answered questions about what became of the subscription software.

“I characterize it as raising red flags,” Gabaldon, who teaches securities regulation, law and accounting, said of the deal.

Whatever happened, Carahsoft was among the companies that CrowdStrike feted at a June “partner symposium.” There, Kurtz and other CrowdStrike staff mingled with guests at a luxury resort on the southern California coast. A video shows attendees enjoying drinks and live string music on a bluff overlooking the Pacific Ocean and getting sushi-making lessons from a celebrity chef.

At the event, CrowdStrike named Carahsoft “Distributor of the Year.”

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IRS employee union requests emergency relief

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The National Treasury Employees Union, which represents workers at the Internal Revenue Service among 37 federal agencies and offices, has asked a federal judge for emergency relief to preserve the union rights of federal employees while NTEU’s legal challenge to President Trump’s executive order stripping unions of collective bargaining rights can be heard in court.

Trump signed an executive order last Thursday removing the requirements from employees at agencies including the Treasury Department that he deemed to have national security missions. On Monday, the NTEU filed a lawsuit to stop the move arguing that Trump’s rationale for protecting national security was just a way to end union protections for federal workers. The administration also wants to prevent the unions from collecting dues automatically withheld from employee paychecks.

NTEU’s request for a preliminary injunction was filed Friday with U.S. District Judge Paul Friedman.

 “NTEU seeks emergency relief to protect itself and the workers it represents from this unlawful attempt to eliminate collective bargaining for some two-thirds of the federal workforce,” the request stated.

The NTEU contended that the Trump administration’s executive order claims that allowing workers to join a union was a threat to national security were absurd.

“We all know this has nothing to do with national security and that the true goal here is to make it easier to fire federal employees across government,” said NTEU national president Doreen Greenwald in a statement Friday. “Just five days after declaring the administration would no longer honor our contract with Health and Human Services, thousands of brilliant civil servants who work tirelessly to improve public health were let go for spurious reasons and little recourse to fight back.”

The union pointed out that Congress declared 47 years ago that collective bargaining in the federal sector was in the public’s interest by giving employees a voice in the workplace and allowing labor and management to work together. It acknowledged there is a narrow exemption in the law for groups of employees whose work directly impacts national security, but argued that Trump’s executive order is blatant retaliation against federal sector unions and ignores the laws passed by Congress creating the agencies.

In agencies where a reduction-in-force has been announced, NTEU’s contracts provide time for employees to respond to a RIF notice and explore alternatives to mitigate the impact of the layoffs.

Earlier this week, after two court rulings in California and Maryland, the IRS’s acting commissioner, Melanie Krause, announced the IRS would be bringing back approximately 7,000 probationary employees who had been fired and then put on paid administrative leave.

A bipartisan bill has been introduced in Congress to preserve collective bargaining rights for federal employees. The Protect America’s Workforce Act (H.R. 2550), sponsored by Rep. Jared Golden, D-Maine, and Brian Fitzpatrick, R-Pennsylvania, would overturn Trump’s executive order stripping collective bargaining rights from hundreds of thousands of federal workers at multiple agencies.  Separately, eight House Republicans and every House and Senate Democrat have sent letters to the White House condemning the executive order.

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Estate planning for the Tax Cuts and Jobs Act expiration

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The political calculus involved with the details of estate planning next year and beyond may be distracting financial advisors and clients from a larger, simpler conversation, one expert says.

On the off chance that the federal estate-tax exemption levels of $13.99 million for individuals (and double for couples) revert to half those amounts when Tax Cuts and Jobs Act provisions expire in 2026, only 0.2% of households would face potential duties upon transfer of assets, according to Ben Rizzuto, a wealth strategist with Janus Henderson Investors‘ Specialist Consulting Group. He predicted that most financial advisors and high net worth clients, such as those he works with and others across the industry, will see no changes. 

With few other revenue-raising provisions available to President Donald Trump and Republican lawmakers, they’re not likely to shield all estates from payments to Uncle Sam — as much as they might like to play undertaker to the “Death of the Death Tax,” Rizzuto said, using the label for estate taxes adopted by critics favoring bills like the “Death Tax Repeal Act.” Lawmakers’ decisions on future exemptions from the taxes (and when they make those decisions) remain out of advisors’ control. Meanwhile, they must remind clients that estate planning is much more than having a will and avoiding taxes, Rizzuto said.

“For financial advisors and clients, I would expect for many of them not to have to worry about federal estate taxes next year,” he said in an interview. “Even though they may not have to worry about it, there are still a lot of good conversations to be had.”

READ MORE: Tax Cuts and Jobs Act expiration: A guide for financial advisors

The 1%

Trust tools that reduce the value of the assets that will transfer to spouses or other beneficiaries upon a client’s death, combined with the available statistics about the shrinking share of estates subject to taxes, could bring some peace of mind to clients. The 2017 tax law itself pushed down estate tax liability as a percentage of gross domestic product to a quarter of its 2001 level, according to an analysis by the “Budget Model” of the University of Pennsylvania’s Wharton School. Just two years after the law’s passage, the number of taxable estates had plummeted to 1,275 — or 1% of the number at the beginning of the century.

At the same time, advisors could raise any number of questions with clients about their estates that involve varying degrees of expertise and collaboration with outside professionals. And many surveys have found that clients are expecting them to do so. For example, at least 70% out of a group of 10,000 adults contacted in January by WeAreTalker (formerly OnePoll) on behalf of online legal information service Trust & Will said advisors should offer estate planning. In addition, 40% of the group said they would switch to an advisor who provided that service.

“We’re seeing a fundamental shift in client expectations,” Trust & Will CEO Cody Barbo said in a statement. “The findings are clear. Advisors who fail to integrate estate planning into their practice aren’t just missing an opportunity; they are facing a threat to their client base as wealth transfers to younger generations over the next two decades.”

READ MORE: Ethical wills can be a crucial tool for estate planning

chart visualization

Get back to the planning basics

In that context, advisors and their clients should steer clear of trying to make sense of a complicated, ever-changing flow of news from Capitol Hill as Trump and the GOP pursue major tax legislation with a year-end deadline, Rizzuto said. If clients truly could be on the hook for estate taxes, a grantor retained annuity trust, a spousal lifetime access trust or gifting strategies may eliminate the possibility. One method involved with the latter could set them up in the future to receive stock that is “highly appreciated with lower basis,” Rizzuto noted, citing the example of equities that have gained a lot of value that a client could give to their parents.

“Why not gift them upstream?” Rizzuto said. “My father holds it. I tell him, ‘Dad, you have to do these things: Live for another 12 months, make sure you don’t sell, make sure that you update your will or your instructions to gift it back to me when you die.’ That’s another idea that we’ve been talking about with advisors.”

From another perspective, these possible paths forward may beckon to clients this year, if they are tuning into Beltway news about the progress of the tax legislation, he said. To bypass the risk of client perceptions that their advisor isn’t doing any tax planning at all, Washington’s complex maneuvering around the future rules is, “if nothing else,” a “great opportunity for advisors to bring this up at a very high level,” Rizzuto said.

“Advisors will really need to go back to basics and have some foundational conversations with clients,” he said, suggesting their goals with taxes as one key point of discussion. “‘What is it that we actually control within your financial and tax plan?’ When it comes right down to it, it’s really just incomes and deductions.”

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Developing future leaders in accounting: the new imperative in an AI and automation driven era

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As technology continues to automate routine tasks, the role of finance professionals is evolving, demanding deeper capabilities in critical thinking, communication and business acumen. 

Many of PrimeGlobal’s North American firms are focused on cultivating these skills in their future leaders. Carla McCall, managing partner at AAFCPAs, Randy Nail, CEO of HoganTaylor, and Grassi managing partner Louis Grassi shared their views with PrimeGlobal CEO Steve Heathcote on the need for future leaders to balance technological proficiency with human-centered skills to thrive.

AI is transforming the sector by streamlining workflows, automating data analysis and reducing manual processes. However, rather than replacing accountants, AI is reshaping their roles, enabling them to focus on higher-value tasks. In the words of Louis Grassi, AI can be seen as a strategic partner, freeing accountants from routine tasks, enabling deeper engagement with clients, more thoughtful analysis, and ultimately better decision-making. 

Nail emphasized the importance of embracing AI, warning that those who fail to adapt risk being replaced by professionals who leverage the technology more effectively. HoganTaylor’s “innovation sprint” generated over 100 ideas for AI integration, underscoring why a proactive approach to adopting new technologies is so necessary and valuable.

McCall advocates for an educational shift that equips professionals with the skills to interpret AI-generated insights. She stressed that accounting curricula of the future must evolve to incorporate advanced technology training, ensuring future accountants are well-versed in AI tools and data analytics. Moreover, simulation-based learning is becoming increasingly crucial as traditional methods of education become obsolete in the face of automation.

Talent development and leadership growth

As AI reshapes the profession, firms must rethink how they develop and nurture their future leaders. To attract and retain top talent, firms need to prioritize personalized development plans that align with individual career goals. 

HoganTaylor’s approach to talent development integrates technical expertise with leadership and communication training. These initiatives ensure professionals are not only proficient in accounting principles but also equipped to lead teams and navigate complex client interactions.

Nail underscored the growing importance of writing and presentation skills, as AI will handle routine tasks, leaving professionals to focus on higher-level analytical and decision-making responsibilities.

Soft skills are the success skills

While technical proficiency remains vital, future leaders must also cultivate critical thinking, communication and adaptability — skills McCall refers to as the “success skills.” McCall highlights the necessity of business acumen and analytical communication, essential for interpreting data, advising clients and making strategic decisions. 

Recognizing teamwork and collaboration remain crucial in the hybrid work environment, McCall explained in detail how AAFCPA fosters collaboration through structured remote engagement strategies such as “intentional office time,” alcove sessions and stand-up meetings. Similarly, HoganTaylor supports remote teams by offering training for career advisors to ensure effective mentorship and engagement in a dispersed workforce.

McCall emphasized why global experience can be valuable in leadership development. Exposure to diverse markets and accounting practices enhances professionals’ adaptability and broadens their perspectives, preparing them for leadership roles in an increasingly interconnected world.

Grassi reminded us that an often-overlooked leadership skill is curiosity. In his view the most effective leaders of tomorrow will be inherently curious — not just about emerging technologies but about clients, market shifts and global trends. Encouraging curiosity and continuous learning within our firms will distinguish the true industry leaders from those simply reacting to change.

A balanced future

What’s clear from speaking to our leaders is PrimeGlobal’s role in fostering trust, community and knowledge sharing. McCall recommended member-driven panels to discuss AI implementation and automation strategies and share best practice. Nail, on the other hand, valued PrimeGlobal’s focus on addressing critical industry issues and encouraged continuous evolution to meet professionals’ changing needs.

The future of leadership in the accountancy profession hinges on a balanced approach, leveraging AI to enhance efficiency while cultivating essential human skills that technology cannot replicate, which Grassi highlights skills including leadership and building client trust.

As McCall and Nail advocate, the next generation of accountants must be agile thinkers, skilled communicators and strategic decision-makers. Firms that invest in these competencies will not only stay competitive but will also shape the future of the industry by developing well-rounded leaders prepared for the challenges ahead.

By investing in both AI capabilities and essential human skills, firms can not only future proof their leadership but also shape a resilient and forward-thinking profession ready to meet the challenges of the future.

As Grassi concluded, while technical skills provide the foundation, leadership in accounting increasingly demands emotional intelligence, empathy and adaptability. AI will change how we perform our work, but human connection, trust and nuanced judgment are irreplaceable. Investing in these human-centric skills today is critical for firms aiming to build resilient leaders of tomorrow. To remain relevant and thrive, professionals must prioritize developing strong success skills that will define the leaders of tomorrow.

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