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 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.”
The American Institute of CPAs is asking leaders of the Senate Finance Committee and the House Ways and Means Committee to make changes in the wide-ranging tax and spending legislation that was passed in the House last week and is now in the Senate, especially provisions that have a significant impact on accounting firms and tax professionals.
In a letter Thursday, the AICPA outlined its concerns about changes in the deductibility of state and local taxes pass-through entities such as accounting and law firms that fit the definition of “specified service trades or businesses.” The AICPA urged CPAs to contact lawmakers ahead of passage of the bill in the House and spoke out earlier about concerns to changes to the deductibility of state and local taxes for pass-through entities.
“While we support portions of the legislation, we do have significant concerns regarding several provisions in the bill, including one which threatens to severely limit the deductibility of state and local tax (SALT) by certain businesses,” wrote AICPA Tax Executive Committee chair Cheri Freeh in the letter. “This outcome is contrary to the intentions of the One Big Beautiful Bill Act, which is to strengthen small businesses and enhance small business relief.”
The AICPA urged lawmakers to retain entity-level deductibility of state and local taxes for all pass-through entities, strike the contingency fee provision, allow excess business loss carryforwards to offset business and nonbusiness income, and retain the deductibility of state and local taxes for all pass-through entities.
The proposal goes beyond accounting firms. According to the IRS, “an SSTB is a trade or business involving the performance of services in the fields of health, law, accounting, actuarial science, performing arts, consulting, athletics, financial services, investing and investment management, trading or dealing in certain assets, or any trade or business where the principal asset is the reputation or skill of one or more of its employees or owners.”
The AICPA argued that SSTBs would be unfairly economically disadvantaged simply by existing as a certain type of business and the parity gap among SSTBs and non-SSTBs and C corporations would widen.
Under current tax law (and before the passage of the Tax Cuts and Jobs Act of 2017), it noted, C corporations could deduct SALT in determining their federal taxable income. Prior to the TCJA, owners of PTEs (and sole proprietorships that itemized deductions) were also allowed to deduct SALT on income earned by the PTE (or sole proprietorship).
“However, the TCJA placed a limitation on the individual SALT deduction,” Freeh wrote. “In response, 36 states (of the 41 that have a state income tax) enacted or proposed various approaches to mitigate the individual SALT limitation by shifting the SALT liability on PTE income from the owner to the PTE. This approach restored parity among businesses and was approved by the IRS through Notice 2020-75, by allowing PTEs to deduct PTE taxes paid to domestic jurisdictions in computing the entity’s federal non-separately stated income or loss. Under this approved approach, the PTE tax does not count against partners’/owners’ individual federal SALT deduction limit. Rather, the PTE pays the SALT, and the partners/owners fully deduct the amount of their distributive share of the state taxes paid by the PTE for federal income tax purposes.”
The AICPA pointed out that C corporations enjoy a number of advantages, including an unlimited SALT deduction, a 21% corporate tax rate, a lower tax rate on dividends for owners, and the ability for owners to defer income.
“However, many SSTBs are restricted from organizing as a C corporation, leaving them with no option to escape the harsh results of the SSTB distinction and limiting their SALT deduction,” said the letter. “In addition, non-SSTBs are entitled to an unfettered qualified business income (QBI) deduction under Internal Revenue Code section 199A, while SSTBs are subject to harsh limitations on their ability to claim a QBI deduction.”
The AICPA also believes the bill would add significant complexity and uncertainty for all pass-through entities, which would be required to perform complex calculations and analysis to determine if they are eligible for any SALT deduction. “To determine eligibility for state and local income taxes, non-SSTBs would need to perform a gross receipts calculation,” said the letter. “To determine eligibility for all other state and local taxes, pass-through entities would need to determine eligibility under the substitute payments provision (another complex set of calculations). Our laws should not discourage the formation of critical service-based businesses and, therefore, disincentivize professionals from entering such trades and businesses. Therefore, we urge Congress to allow all business entities, including SSTBs, to deduct state and local taxes paid or accrued in carrying on a trade or business.”
Tax professionals have been hearing about the problem from the Institute’s outreach campaign.
“The AICPA was making some noise about that provision and encouraging some grassroots lobbying in the industry around that provision, given its impact on accounting firms,” said Jess LeDonne, director of tax technical at the Bonadio Group. “It did survive on the House side. It is still in there, specifically meaning the nonqualifying businesses, including SSTBs. I will wait and see if some of those efforts from industry leaders in the AICPA maybe move the needle on the Senate side.”
Contingency fees
The AICPA also objects to another provision in the bill involving contingency fees affecting the tax profession. It would allow contingency fee arrangements for all tax preparation activities, including those involving the submission of an original tax return.
“The preparation of an original return on a contingent fee basis could be an incentive to prepare questionable returns, which would result in an open invitation to unscrupulous tax preparers to engage in fraudulent preparation activities that takes advantage of both the U.S. tax system and taxpayers,” said the AICPA. “Unknowing taxpayers would ultimately bear the cost of these fee arrangements, since they will have remitted the fee to the preparer, long before an assessment is made upon the examination of the return.”
The AICPA pointed out that contingent fee arrangements were associated with many of the abuses in the Employee Retention Credit program, in both original and amended return filings.
“Allowing contingent fee arrangements to be used in the preparation of the annual original income tax returns is an open invitation to abuse the tax system and leaves the IRS unable to sufficiently address this problem,” said the letter. “Congress should strike the contingent fee provision from the tax bill. If Congress wants to include the provision on contingency fees, we recommend that Congress provide that where contingent fees are permitted for amended returns and claims for refund, a paid return preparer is required to disclose that the return or claim is prepared under a contingent fee agreement. Disclosure of a contingent fee arrangement deters potential abuse, helps ensure the integrity of the tax preparation process, and ensures compliance with regulatory and ethical standards.”
Business loss carryforwards
The AICPA also called for allowing excess business loss carryforwards to offset business and nonbusiness income. It noted that the One Big Beautiful Bill Act amends Section 461(l)(2) of the Tax Code to provide that any excess business loss carries over as an excess business loss, rather than a net operating loss.
“This amendment would effectively provide for a permanent disallowance of any business losses unless or until the taxpayer has other business income,” said letter. “For example, a taxpayer that sells a business and recognizes a large ordinary loss in that year would be limited in each carryover year indefinitely, during which time the taxpayer is unlikely to have any additional business income. The bill should be amended to remove this provision and to retain the treatment of excess business loss carryforwards under current law, which is that the excess business loss carries over as a net operating loss (at which point it is no longer subject to section 461(l) in the carryforward year).
AICPA supports provisions
The AICPA added that it supported a number of provisions in the bill, despite those concerns. The provisions it supports and has advocated for in the past include
• Allow Section 529 plan funds to be used for post-secondary credential expenses; • Provide tax relief for individuals and businesses affected by natural disasters, albeit not permanent; • Make permanent the QBI deduction, increase the QBI deduction percentage, and expand the QBI deduction limit phase-in range; • Create new Section 174A for expensing of domestic research and experimental expenditures and suspend required capitalization of such expenditures; • Retain the current increased individual Alternative Minimum Tax exemption amounts; • Preserve the cash method of accounting for tax purposes; • Increase the Form 1099-K reporting threshold for third-party payment platforms; • Make permanent the paid family leave tax credit; • Make permanent extensions of international tax rates for foreign-derived intangible income, base erosion and anti-abuse tax, and global intangible low-taxed income; • Exclude from GILTI certain income derived from services performed in the Virgin Islands; • Provide greater certainty and clarity via permanent tax provisions, rather than sunset tax provisions.
In the world of depreciation planning, one small timing detail continues to fly under the radar — and it’s costing taxpayers serious money.
Most people fixate on what a property costs or how much they can write off. But the placed-in-service date — when the IRS considers a property ready and available for use — plays a crucial role in determining bonus depreciation eligibility for cost segregation studies.
And as bonus depreciation continues to phase out (or possibly bounce back), that timing has never been more important.
Why placed-in-service timing gets overlooked
The IRS defines “placed in service” as the moment a property is ready and available for its intended use.
For rentals, that means:
It’s available for move-in, and,
It’s listed or actively being shown.
But in practice, this definition gets misapplied. Some real estate owners assume the closing date is enough. Others delay listing the property until after the new year, missing key depreciation opportunities.
And that gap between intent and readiness? That’s where deductions quietly slip away.
Bonus depreciation: The clock is ticking
Under current law, bonus depreciation is tapering fast:
2024: 60%
2025: 40%
2026: 20%
2027: 0%
The difference between a property placed in service on December 31 versus January 2 can translate into tens of thousands in immediate deductions.
And just to make things more interesting — on May 9, the House Ways and Means Committee released a draft bill that would reinstate 100% bonus depreciation retroactive to Jan. 20, 2025. (The bill was passed last week by the House as part of the One Big Beautiful Bill and is now with the Senate.)
The result? Accountants now have to think in two timelines:
What the current rules say;
What Congress might say a few months from now.
It’s a tricky season to navigate — but also one where proactive advice carries real weight.
Typical scenarios where timing matters
Placed-in-service missteps don’t always show up on a tax return — but they quietly erode what could’ve been better results. Some common examples:
End-of-year closings where the property isn’t listed or rent-ready until January.
Short-term rentals delayed by renovation punch lists or permitting hang-ups.
Commercial buildings waiting on tenant improvements before becoming operational.
Each of these cases may involve a difference of just a few days — but that’s enough to miss a year’s bonus depreciation percentage.
Planning moves for the second half of the year
As Q3 and Q4 approach, here are a few moves worth making:
Confirm the service-readiness timeline with clients acquiring property in the second half of the year.
Educate on what “in service” really means — closing isn’t enough.
Create a checklist for documentation: utilities on, photos of rent-ready condition, listings or lease activity.
Track bonus depreciation eligibility relative to current and potential legislative shifts.
For properties acquired late in the year, encourage clients to fast-track final steps. The tax impact of being placed in service by December 31 versus January 2 is larger than most realize.
If the window closes, there’s still value
Even if a property misses bonus depreciation, cost segregation still creates long-term savings — especially for high-income earners.
Partial-year depreciation still applies, and in some cases, Form 3115 can allow for catch-up depreciation in future years. The strategy may shift, but the opportunity doesn’t disappear.
Placed-in-service dates don’t usually show up on investor spreadsheets. But they’re one of the most controllable levers in maximizing tax savings. For CPAs and advisors, helping clients navigate that timing correctly can deliver outsized results.
Because at the end of the day, smart tax planning isn’t just about what you buy — it’s about when you put it to work.