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Black Friday stress-tests sales tax solutions\

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Black Friday shopping at Best Buy in 2024
A Best Buy store on Black Friday in California

David Paul Morris/Bloomberg

While shoppers that took Black Friday seriously now have an opportunity to rest from their efforts before venturing back out to the malls, tax professionals who are responsible for businesses’ sales taxes may find it hard to keep up with the demands of the holiday season. 

“The complexity during Black Friday, Small Business Saturday, and Cyber Monday into the holiday season is due to the serious uptick in transactions that happen during the holiday time,” said Charles Maniace, vice president of regulatory analysis & design at indirect tax software solution provider Sovos. “The way I always view it is that it’s kind of a crucible in which a retailer’s tax systems and processes are put to their maximum test if there is a weakness. If there’s a weakness or vulnerability, it’s going to be revealed and become a problem during the holiday.”

“For example, let’s say your organization doesn’t apply a solution that’s particularly on top of rate and rule and requirement changes,” he continued. “It’s during this time where you’ll be processing for some companies that process the majority of their sales during the holiday. So if you’re going to get taxed wrong because you don’t know that a rate or a rule has changed in a given jurisdiction, the effect of not having the right answer will more robustly be manifest when you’re making your most sales. Of course, this creates potentially a customer service problem: The last thing you need during the holiday season is people flooding your customer support line with questions about why you’re applying incorrect sales tax. It’s a customer service disaster. And it creates the greatest audit exposure because that’s where the highest volume is.” 

“People are buying a large volume of goods at this time, and if a retailer is applying the wrong tax rate, it’s a recipe for a future audit liability that’s going to sit on your books for a couple of years until the auditors come knocking and then it will reveal itself in a very painful way,” said Maniace. “The other issue is scalability and whether your solution can handle the increased volume. If you have an automated solution, is that solution capable of supporting you in your most challenging time? Can it handle the increased volume without doing something incorrect or inaccurate?”

There is also a potential issue with the interplay with economic nexus, according to Maniace. 

“There’s still a whole bunch of states, including California, that say your obligation to collect and remit sales tax occurs during the next transaction after you cross an economic nexus threshold,” he explained. “For smaller sellers, it means that if they experience a holiday spike, if they cross the threshold during the holiday, then they become obligated to collect and remit sales and use tax on the next sale. So let’s say a state has a $100,000-in-gross-sales threshold, and they cross that threshold after Black Friday but before Cyber Monday. Technically they have an obligation to collect and remit a tax on Cyber Monday.”

The only way a company can turn around on a dime and go from being not compliant to being compliant is by having a solution in place that allows you to effectively turn on your compliance with the flip of a switch or a phone call, Maniace observed. 

“You have to be able to work with your provider on an immediate basis, flip a couple of switches in your solution, and start collecting and remitting on a timely manner,” he said. “This is where technology providers prove their mettle — are they truly up all of the time, and will that uptime persist when all of their clients are pinging the system for transactions that are happening in real time.”

Retail delivery fees: The next big trend?

Colorado introduced a retail delivery fee several years ago, and Minnesota followed with their own version in July 2024. Maniace foresees other states developing their such a fee in coming years, with each one differing from the other. 

“It’s a 50 cent fee applied to orders over $100 that include either a taxable item or non-taxable clothing,” he explained. “There’s a mechanism in Minnesota law that allows a seller to either pass this on to their customer directly as a charge on their invoice or absorb the cost. A seller may choose to absorb that cost and that may work for them for a period of a few months, but when they do that it comes out of their bottom line. Unless they’re overtly raising their costs to account for something like the retail delivery fee, it’s coming out of their profits. It’s a relatively recent law change and if you haven’t adopted it or accounted for it on an automated basis, it’s going to really cut into your profits come this Christmas.”

“A number of other states have expressed interest in it,” he noted. “Washington commissioned a study on it, and Nebraska considered it in their last special session, but ultimately chose not to adopt it. I suspect that this coming legislative session, and future ones, we could see a number of other states adopting something like the retail delivery fee. When you pyramid one on top of another, with each one working differently, you’re adding a great deal of complexity.”

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Accounting

Instead adds AI-driven tax reports

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Tax management platform Instead launched artificial intelligence-driven tax reports, harnessing AI to analyze full tax returns to glean tax strategies and missed opportunities.

The San Francisco-based company’s reports, which are designed for clarity and compliance, include:

  • Tax Return Analysis Report, which reveals tax-saving opportunities in tax returns for individuals (1040) and businesses (Schedule C, E, F, 1120, 1120S, 1065).
  • Tax Plan Report, which provides a real-time summary and action list of all tax strategies across all entities in a tax year and includes potential and actual savings, summaries for each tax strategy, and IRS and court case references.
  • Tax Strategy Reports for every tax strategy, with detailed calculations of deductions and credits, supporting documentation, and an actionable plan.

Instead users can collaborate with their tax professionals on the platform or search the Instead directory of firms that support the platform and offer tax planning and advisory services. 

Andrew Argue

Andrew Argue

“We are excited to bring our users the future of smart, effective decisions when it comes to filing taxes,” said Andrew Argue, co-founder of Instead, in a statement. “With Instead, users can easily uncover and implement tax strategies and opportunities that will save them money and have the transparent calculations to support a tax return. And this is just the beginning…we have some exciting things on our roadmap and look forward to sharing them very soon!”

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Accounting

Half of accountants expect firms to shrink headcount by 20%

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Fifty-two percent of accountants expect their firms to shrink in headcount by 20% in the next five years, according to a new report.

The Indiana CPA Society, in collaboration with CPA Crossings, released today a 2025 Workforce Transformation report. Paradoxically, while it found that most respondents anticipate their firms to reduce headcount, 75% said that their firms will need the same amount or more staff to meet future client demand. 

Sixty percent of respondents said that entry-level professionals are the role they anticipate needing fewer employees in the future due to automation. Nearly half as many responded saying experienced professionals (approximately 33%) and manager-level roles (approximately 25%). 

The report highlights the weaknesses of the pyramid-shaped practice structure that is the basis for most firm’s current talent management and workforce development systems. One challenge is the pyramid’s low retention design. 

“The pyramid practice structure was not designed to retain staff. It actually does the opposite. Upward mobility is statistically difficult to attain,” the report reads. “Firms have a lot of requirements for entry-level staff, but there is a lot less need for experienced staff. Firms eventually have a lot of entry-level professionals qualified to become experienced staff but only a few openings. It only gets more difficult as staff try to move from experienced staff to managers. For those who want to move from managers to owners, the wait could be 15 years or more — or maybe never.”

The report discussed the dwindling pipeline of incoming talent, saying, “Currently, there are not enough qualified staff to maintain a bottom layer that is wide enough,” and generational preferences, saying, “Gen Zers are looking for meaning and emotional connection. If they cannot find these connections in their work, it won’t take much for them to decide to move on.”

The final weakness of the pyramid model the report highlighted was advances in technology, particularly automation and artificial intelligence. 

“Advances in technology, especially with automation and artificial intelligence, could obliterate the work being done by the bottom of the pyramid,” the report reads. “This impact is beginning to be seen in accounting firms across the country as manual and time-consuming data entry and reconciliation tasks, once assigned to entry-level staff, are being automated. Firms are already seeing great benefits from this transfer, such as faster and more accurate data processing.”

The report suggests that firms take on a new practice structure that focuses on precision hiring, proactive retention, practical technology implementation, pricing expertise, practice area expansion or focus, and people acceleration. 

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Accounting

Senate Republicans plan major revisions to Trump tax bill

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The U.S. Capitol

Senate Republicans intend to propose revised tax and health-care provisions to President Donald Trump’s $3 trillion signature economic package this week, shrugging off condemnations of the legislation by Elon Musk as they rush to enact it before July 4. 

The Senate Finance Committee’s plan to extract savings from the Medicaid and — perhaps — Medicare health insurance programs could depart in key respects from the version of the giant bill that narrowly passed the US House in May. The release of the panel’s draft will likely touch off a new round of wrangling between fiscal conservatives and moderates. 

As the debate unfolds, businesses in the energy, health care, manufacturing and financial services industries will be watching closely.  

SALT dilemma

A crucial decision for Majority Leader John Thune, Committee Chairman Mike Crapo and other panel members will be how to handle the $40,000 limit on state and local tax deductions that was crucial to passage of the bill in the House. 

Senate Republicans want to scale back the $350 billion cost of increasing the cap from $10,000 to $40,000 for those making less than $500,000.   

House Speaker Mike Johnson and a group of Republican members from high-tax states have warned that any diminishing of the SALT cap would doom the measure when it comes back to the House for a final vote. At the same time, so-called pass-through businesses in the service sector are pushing to remove a provision in the House bill that limits their ability to claim SALT deductions. 

(Read more:What the House gave the Senate: Inside the ‘Big Beautiful’ bill.“)

The Senate Finance Committee is widely expected to propose extending three business tax breaks that expire after 2029 in the House version to order to make them permanent. They are the research and development deduction, the ability to use depreciation and amortization as the basis for interest expensing and 100% bonus depreciation of certain property, including most machinery and factories.  

Manufacturers and banks are particularly eager to see all of them extended. 

To pay for the items, which most economists rank as the most pro-growth in the overall tax bill, senators may restrict temporary breaks on tips and overtime, which Trump campaigned on during last year’s election in appeals to restaurant and hospitality workers. The White House wants to keep those provisions as is.

White House economic adviser Kevin Hassett said Trump “supports changing” the SALT deduction and it’s up to lawmakers to reach a consensus.

“It’s a horse trading issue with the Senate and the House,” Hassett said Sunday on CBS’s Face the Nation. “The one thing we need and the president wants is a bill that passes, and passes on the Fourth of July.”

The committee will also face tough decisions on green energy tax credits. Scaling those back generates nearly $600 billion in savings in the House bill. 

On Friday, rival House factions released dueling statements. 

The conservative House Freedom Caucus warned that any move to restore some of the credits would prompt its members to vote against the bill. “We want to be crystal clear: If the Senate attempts to water down, strip out, or walk back the hard-fought spending reductions and IRA Green New Scam rollbacks achieved in this legislation, we will not accept it,” the group said. 

In contrast, a group of 13 Republican moderates, led by Pennsylvania’s Brian Fitzpatrick and Virginia’s Jen Kiggans, urged senators to make changes that would benefit renewable energy projects, many in Republican districts, that came about through President Joe Biden’s Inflation Reduction Act. 

(Listen:The state of the ‘Big Beautiful Bill’ and more.“)

“We remain deeply concerned by several provisions, including those which would abruptly terminate several credits just 60 days after enactment for projects that have not yet begun construction,” the lawmakers said in a letter to the Senate. 

Banks are especially interested to ensure that tax credits on their balance sheets as part of renewable energy financing aren’t rendered worthless by the bill. 

Health-care perils

Medicaid and Medicare cuts present the most daunting challenge in the committee’s draft. While Republicans are generally in favor of new work requirements for able-bodied adults to be insured by Medicaid, some moderates like Senator Lisa Murkowski of Alaska have expressed concern over giving states just a year and a half to implement the requirement.  

Senator Lisa Murkowski House provisions instituting new co-pays for Medicaid recipients and limits on the ability of states to tax Medicaid providers in order to increase federal reimbursement payments are more disputed. 

Senators Josh Hawley of Missouri and Jim Justice of West Virginia have said they oppose these changes.  

To find savings to make up for removing these provisions, Republicans said last week that they are examining whether to put new restrictions on billing practices in Medicare Advantage. Large health insurers that provide those plans would be most affected by such changes. 

Yet overall, GOP leaders say the tax bill remains on schedule and they expect much of the House bill to remain intact. 

The Senate’s rules-keeper is in the process of deciding whether some provisions are not primarily fiscal in nature. Provisions that restrict state regulations on artificial intelligence, ending some gun regulations and putting new limits on federal courts are seen as most vulnerable to being stripped under Senate budget rules. 

Lawmakers are largely taking their cues from Trump and sticking by the $3 trillion bill at the center of the White House’s economic agenda. 

Musk, the biggest political donor of the 2024 campaign, has threatened to help defeat anyone who votes for the legislation, but lawmakers seem to agree that staying in the president’s good graces is the safer path to political survival.

“We are already pretty far down the trail,” Thune told reporters on Thursday afternoon as his colleagues left for the weekend.

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