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New Avalara president emphasizes customer experience, hints at e-invoicing partnership

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Avalara’s new president, Ross Tennenbaum, wants to center the indirect tax solutions provider squarely on its customers.

In his new, expanded role , which was announced Tuesday, Tennenbaum will be responsible for driving company-wide improvements and ensuring the success of every Avalara customer around the globe. As president, he will oversee the majority of the company’s business operations, including Avalara AvaTax for sales and use tax calculations, Avalara Returns, Avalara Exemption Certificate Management, and Avalara Tax Research. Tennenbaum will also lead the teams responsible for Avalara’s customer and compliance operations, finance functions, India operations, and legal functions. He replaces the previous president, Amit Mathradas, who departed more than a year ago.

Ross Tennenbaum
Ross Tennenbaum

Kenneth A Appelbaum/Avalara, Inc.

While Tennenbaum had previously been CFO at Avalara, his involvement with the company goes back further than that, having become familiar with Avalara when, as an investment banker, he personally worked with the business to launch its IPO in 2018. After that he was brought into Avalara as executive vice president of strategic initiatives, where he oversaw building integrations between the businesses it had acquired, and eventually replaced the CFO when he retired.

His experience, he said in an interview with Accounting Today, means he knows the company inside and out, adding that he likes getting into the weeds to understand even the small details.

Tennenbaum said his immediate priority is in examining the company’s core products, “the heritage of the company,” from top to bottom in order to see where any steps along the customer process from marketing and sales to onboarding and support can be made more efficient and user-friendly, stating, “I think we can drive more growth in the business, I think we can do better by our partners and our customers and run a more profitable machine, so that is step one.”

In the longer term, he expressed a desire to center the customer experience for a more streamlined and simple application that gets as close to self-service as possible.

“We’re giving customers a better experience, the ability to self-serve … We want to make sure that customers have one front door to come into. We’re providing the best experience based on the problem. We understand the time and effort it takes to solve different kinds of problems and we have the right agents aligned to it, or AI, where we can. We’re owning those cases all the way to the end with the right solutions, so overall a better experience, more proactive support, leveraging more AI and a smarter experience,” he said.

Part of this vision is the new AI-driven support portal which is set to launch later this year, which provides a centralized space where people can get assistance with their solutions. The chatbot, he said, can field questions on the fly like how people can change their passwords. While it is initially meant to handle simple inquiries, there are already plans to bolster the AI’s capacities to handle very complex questions and give more intelligent answers,

Beyond this, Tennenbaum also pointed out Avalara’s wider ambitions to expand further into compliance solutions. He noted that while customers like their sales tax solutions, they have so many more compliance obligations to worry about, and the bigger the company the more they have as they cross multiple jurisdictions, “and heaven forbid you’re global and you’ve got obligations all over the world.” Taxes tend to lead into compliance anyway (think of the need to register with a jurisdiction once nexus is established), so it seems a natural fit for them to expand this way.

“We want to expand to help our customers with all their compliance obligations. It starts with tax, but some of these aren’t even necessarily tax-related … GDPR obligations, or HIPAA type obligations, trucks crossing state lines and having to file certain forms,” he said, though he added that, “The here and now is sales tax, [but] why can’t we be growing new product lines?”

With this in mind, he pointed to the company’s efforts to expand into e-invoicing as well, which is increasingly becoming mandated in markets like the European Union. Avalara itself recently took part in the first successful test of a U.S. e-invoicing network sponsored by the Federal Reserve. Tennenbaum said this is likely the way the entire world will soon be going, and he does not want to be caught unprepared.

“We bought some things and built some things and it’s going well,” he said. While he demurred on the specifics, Tennenbaum said, “We have some really great partnerships in the works with some blue chip partners and some really great early customers on the e-invoicing side.”

But the core tax focus has not been forgotten either. He said that Avalara has built out its capacities on the use tax side of things, noting that it’s the other side of the coin of sales tax.

Avalara IPO NYSE
Avalara’s initial public offering on the floor of the New York Stock Exchange on June 15, 2018.

Michael Nagle/Bloomberg

“Every time I buy something, someone is selling something, so for every transaction there are two sides, buyer and seller,” he said, adding that focusing on the use tax side of things can make Avalara an even bigger part of transactions. “Everyone has use tax obligations. We’re saying, ‘Hey, we can help with the process for both sales and use tax.’ There’s many situations where customers are buying things where they should be exempt or the seller is charging the wrong rate of tax, either overpaying or underpaying, and that could be millions from your pocket.”

Artificial intelligence will be key to Avalara’s plans going forward. He said the company has made great strides in terms of applying AI to document classification and optical character recognition, but felt there was much more they could do. For instance, while AI currently can facilitate many processes, it relies on a relatively static set of knowledge content — what if, in the future, AI could update this content automatically as rules and regulations change? E-invoicing compliance, for example, involves dealing with multiple jurisdictions with different mandates and different timeframes and different requirements based on where one does business, some of which could change in the future and require different solutions. AI could recognize these changes and adjust itself accordingly, and perhaps even recommend new solutions that can help users in specific situations.

Tennenbaum’s vision for AI is part of his larger ambition to center the customer and make the experience as seamless as possible.

“I think our customer experience is siloed. I want to take on the mantle of a great customer experience and make it great for our customers and partners and when you apply that to AI, it helps us me more efficient because there is less throwing people at the work … . It is a win-win-win: partners are happier, customers are happier, and we get much more efficiency,” he said.

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AICPA wants Congress to change tax bill

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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.

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On the move: HHM promotes former intern to partner

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KPMG anoints next management committee; Ryan forms Tariff Task Force; and more news from across the profession.

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Mid-year moves: Why placed-in-service dates matter more than ever for cost segregation planning

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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.

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