To date, two different meetings with bosses have ended up defining Lindsay Stevenson’s career.
In the first, she was distraught and overworked in the office of the Arizona accounting firm where she was employed as a CPA about nine years ago.
“I sat in the managing partner’s office and cried that I didn’t think the profession was ready for me, that I wanted to change how I worked and served clients,” she shared.
Her husband was worried she was a workaholic (a condition she describes as mostly self-inflicted, not due to the particular firm) but she had started public speaking about change leadership at industry events and volunteering at the American Institute of CPAs, which gave her more satisfaction than her long hours of client-facing work.
So she left her public accounting job to work as a vice president of finance and tax at a bank, and then launched her own consulting firm that helped firms become more purpose-driven by aligning culture with strategic initiatives, and introducing equity and inclusion initiatives and training.
But then came her second pivotal meeting, this time with Jim Wallace, CEO of San Francisco-based Top 50 Firm BPM.
“He asked, ‘What would you do if you could create your perfect dream job?'” she recounted. “I wanted to work in transforming and helping firms, and the profession, to think differently. He said, ‘Let’s do that.’ I said, ‘Oh, really?'”
While Stevenson had enjoyed her job at the bank and “really, really loved” the work her consultancy was doing to help firms innovate, her external role had some drawbacks.
“The bad part with consulting is that you never see the end results,” she said. “You’re designing what’s important and getting pumped up, but at the end of the day, they do the heavy lifting, they can celebrate, and they see how it is operating on a daily basis.”
But since Wallace gave her that opportunity to draw up her dream job, Stevenson has been able to do all of that, becoming BPM’s chief transformation officer three years ago. She has since built a transformation team of nine people to guide the firm’s wide-ranging innovation efforts.
Incremental changes
Among the recent initiatives that Stevenson’s team is undertaking is a firmwide project: building a “data lakehouse,” which improves business intelligence and machine learning by migrating data to a new management platform created to house both structured and unstructured data. From forming the committee to implementation launch, the project took 11 months.
“The process is essentially, we need this, and we submitted it to the PMO [project management office] and [said] ‘It will take this investment, this energy’ … and we got the greenlight,” she explained. “We created a separate steering committee of genius people that understand the data, internal and client-facing, and then had months of researching vendors. We went through demos before finally choosing vendors and a new product team and, with the IT group, identified the resources we needed from them to be successful.”
Large-scale projects like this require project managers, but BPM’s transformation team also oversees smaller initiatives that don’t require a full-time PM. Recently, the assurance team wanted to use artificial intelligence-assisted writing tool Grammarly to improve their internal and client communications, so BPM beta-tested it with a small group to great success before expanding the user base. And Stevenson’s team is also helping the firm try out and collect feedback on virtual-office software Kumospace for potential future implementation, while the IT team recently built the tax department a chatbot to provide quick, safe and relevant tax information within the firm’s internal, private environment.
The range of project sizes underscores Stevenson’s philosophy of gradual shifts being key to success.
“Any organization wishes they spent 100% of their time on innovation and cutting-edge, crazy ideas that could change the world,” Stevenson explained, “but in reality, most transformation is all incremental changes that bring you closer to the outcomes we are really passionate about.”
Of course, this runs the risk of instilling impatience — or even disillusionment.
“The challenge in the day-to-day environment is you can feel not as inspired by big ideas, the kind that trigger that excitement, when working on one step to make it possible,” she shared. “Those incremental shifts build a strong foundation for meaningful transformation — if you don’t spend time on that, there is failure on the big side. All of us are daydreamers by nature, envelope-pushers, but [change] needs to be realistic and impactful: the steps to get outcomes; the big, flashy things to report at the end are not the whole process. There’s always so much going on, so focus can be challenging.”
Transformation is inevitable
Daydreaming and envelope-pushing is not only what attracted Stevenson to her role but led her to create it, and with that, a new way of thinking throughout the firm.
“When I was first brought on, we were building innovation and transformation into the culture, to be woven in and directed in more intentional ways,” she said. “Quickly after that, we brought in our transformation manager and worked to build out change in our leadership strategy, and what that looks like as we progress and weave it into projects … . At the same time, our director of business intelligence and data governance has a team focused on transformation, how we are leveraging data, do we have a data roadmap, how do we position ourselves to have access to business intelligence. We have two teams inside the transformation [department], and since then we have built out our project management office where we manage and filter products, and the PMO helps with resource management and allocation.”
Stevenson oversees weekly team meetings that are structured to give every direct report four minutes to address their top three priorities, then list any barriers or “asks” of the team or firm.
“It’s really effective for us as a team, to collaborate with each other; it works really well,” she said, explaining that as none of the team members are in the same location, meetings are conducted remotely over Microsoft Teams.
Stevenson credits BPM’s being “really great around strategic planning” for helping work these ideas up the leadership chain: “There is a lot of connection to strategic priorities. We make time for ideation, because you never know when something really great is going to strike. With our strategic ideas and outcomes, we keep each other in check. It’s so fun to work on that … . Sometimes it isn’t as fun to be accountable, to [ask], ‘Is this something we want to be five years from now?’ If the answer is unclear or no, we don’t focus on that.”
Having to shoot down ideas is a continual, but necessary, hurdle for Stevenson and her team.
“There is so much talent in the organization, from the interns up to the CEO, really smart, engaged, incredibly bright people who have ideas all the time,” she shared. “The hardest thing, in the beginning, is saying no to something. There are a lot of really good ideas, but only some are really great.”
It is Stevenson and her team’s job to help the firm discern the difference, and to inspire staff to tap into the kind of idealism that has guided her career, and led her into this role of guiding others.
The transformation team was created “so people don’t feel so discouraged, so they keep thinking, keep dreaming, keep considering,” she said. “You don’t know when a good idea is going to become a great idea … . We want the firm to transform, for people to share ideas, to continue to grow, and we have to lead by example.”
Lawmakers in the House and Senate have reintroduced bipartisan legislation backed by the American Institute of CPAs to provide faster tax filing relief to taxpayers affected by natural disasters.
Currently, the Internal Revenue Service has the authority to postpone tax-filing deadlines to taxpayers affected by federally-declared disasters, but that authority doesn’t extend to state-level emergencies. The Filing Relief for Natural Disasters Act would authorize the IRS to extend relief to impacted taxpayers as soon as the governor of a state declares a disaster or state of emergency. The legislation would also expand the current mandatory extension following a federally-declared disaster declaration from 60 to 120 days.
The bill was introduced last week in the House by Rep. David Kustoff, R-Tennessee, and Judy Chu, D-California, and in the Senate by Sen. Catherine Cortez Masto, D-Nevada, John Kennedy, R-Louisiana, Chris Van Hollen, D-Maryland, and Marsha Blackburn, R-Tennessee. The bill has been introduced during successive congressional terms going back to 2019, and then in 2021, 2023 and now 2025. It takes on added urgency in the wake of the devastating wildfires that recently hit Los Angeles, for which the IRS has already offered tax relief.
“Over the past week, my district has been devastated by the Eaton Fire, which has taken lives, destroyed 7,000 structures, left 20,000 people homeless, and burned countless businesses and community institutions to the ground,” Chu said in a statement. “Thankfully, the administration issued a federal major disaster declaration for the fires across Los Angeles County, which enabled the IRS to quickly extend federal filing deadlines for victims and provide needed relief. But for many disasters, federal declarations may come days or even weeks after the state declaration, leaving open the question of whether the IRS will be able to give disaster victims timely filing relief. The Filing Relief for Natural Disasters Act is a common-sense, bipartisan solution to this problem that will give the IRS the authority to bypass bureaucratic delays and immediately extend tax filing deadlines after state-declared disasters and states of emergency.”
Hurricane Helene also hit North Carolina, Tennessee and other states, “Families and businesses across the nation are the victims of national disasters. Many in Tennessee are still grappling with the devastating aftermath of Hurricane Helene,” said Kustoff in a statement. “It is essential that the federal government provides the support and resources that these individuals need. That is why I introduced the Filing Relief for Natural Disasters Act, which would postpone tax filing deadlines to taxpayers affected by state-declared disasters. This legislation will give families the flexibility they need to rebuild and recover.”
The bill would amend the Tax Code to allow state-declared disasters to trigger a postponement of certain filing and payment deadlines, at the discretion of the IRS. The AICPA has long supported successive versions of the legislation whenever it’s been introduced, but pointed out that it doesn’t eliminate the need for Congress to implement a permanent disaster tax relief bill, for which the accounting profession has long advocated, so taxpayers are assured fair treatment in a timely manner.
“There are many types of disasters that impact taxpayers across the country and throughout the year,” said Melanie Lauridsen, vice president of tax policy and advocacy for the AICPA, in a statement Tuesday. “Waiting for the IRS to issue relief causes taxpayers and tax practitioners unnecessary stress and burden when their homes, offices and records may have been destroyed or are inaccessible. We are grateful to Representatives Kustoff and Chu and Senators Cortez Masto, Kennedy, Van Hollen and Blackburn for their leadership on this important issue, and we urge Congress to approve this legislation so that the IRS is allowed to offer disaster victims the certainty they need quickly.”
Health savings accounts could play a crucial and tax-advantaged role for clients’ medical costs in retirement, but holding them until age 65 and beyond poses some complexities as well.
The trifecta of pretax contributions, untaxed accumulation and duty-free withdrawals for qualified medical expenses in the accounts open to those with high-deductible health insurance may pay off extra in retirement — as long as financial advisors and their clients keep Medicare rules in mind and avoid a possible tax hit to non-spouse heirs in their estate plans, experts said. That’s because HSA withdrawals do not affect the calculation of taxes on Social Security benefits and aren’t subject to required minimum distributions like traditional individual retirement accounts.
Advisors and their clients can count on having plenty of uses for their HSAs: the average 65-year-old who retired last year could spend $165,000 on health care during retirement, according to Karen Volo, the head of health and benefit accounts at Fidelity Investments.
“Paying medical expenses in retirement should be a part of every planning conversation, given the burden of expense in retirement. And there is no more advantageous way to prepare for those expenses than an HSA,” Volo said in an email. “Once you turn 65, you can use your HSA to pay for other nonqualified medical expenses, too. You’ll have to pay applicable state and federal taxes on these withdrawals, but this gives you another option for retirement income should you need it.”
The 20% penalty that would normally apply to the nonmedical use of the assets goes away once the client is over 65, noted Heather Schreiber, the founder of advanced planning consulting firm HLS Retirement Consulting. However, if the client decides to enroll in Medicare when they first reach eligibility at 65, they could risk paying a 6% excise tax for excess HSA contributions if they do not cut off the payments before joining Medicare, she said.
“HSAs are one of the few sources of income that don’t hit the provisional income calculations, so it’s a wonderful source,” Shreiber said. “Everyone’s concerned about the rising cost of health care and the potential for long-term care.”
She and Volo each described clients’ immediate healthcare needs prior to retirement as the key challenge confronting their efforts to set aside their HSAs until retirement. Ideally, each client would contribute as much as possible “up to the yearly maximum to harness the power of compounding with your tax-free HSA dollars,” Volo said.
“You can always leave a portion of your HSA balance in cash to pay for qualified medical expenses as they arise if you need to,” she said. “On the other hand, it’s not a bad idea to pay for medical expenses with your regular savings if you are able to; just be sure to save the receipts! Much like the account itself, ‘qualified medical expenses’ never expire, either. If you pay for a qualified medical expense out-of-pocket, you can submit saved receipts for reimbursement at any point. Whether it’s two, 12 or 20 years in the future, you can pay yourself back with the tax-free dollars you’ve compounded in your HSA.”
The “tricky” questions surrounding how best to use HSAs in retirement means that advisors should guide clients carefully on the timing of their Medicare enrollment and when to begin collecting their Social Security benefits, Schreiber said. The current standard expenses of more than $2,700 per year for Medicare Part B and D premiums could prove a helpful topic to raise with the clients, alongside the pronounced rate of inflation for health care costs.
“They’re roughly triple what normal inflation is,” she said. “Think about those expenses that you could cover using a health savings account.”
The Whitehouse has cancelled the October 2023 executive order from the previous administration on AI regulation and oversight as one of many such cancellations now that the new administration is in power.
The executive order generally called for the development of standards and best practices to address various aspects of AI risk, such as for detecting AI-generated content and authenticating official communications. It also directed government agencies to study things such as how AI could impact the labor market and how agencies collect and use commercially available information. It also emphasizes the development of new technologies to protect privacy rights and bolster cybersecurity, as well as training on AI discrimination, and the release of guidance on how different agencies should be using AI.
The AP noted that many of the items in the original executive order have been fulfilled already—such as numerous studies on things like cybersecurity risks and effects on education, workplaces and public benefits—and so there is not that much to repeal in the first place.
One key provision that is now gone, however, is the requirement that tech companies building the most powerful AI models share details with the government about the workings of those systems before they are unleashed to the public. Opponents of the executive order had long said it would reveal trade secrets and hamstring US tech companies.
When the EO was first signed, Alex Hangerup, co-founder and CEO of payment automation and insights solutions provider Vic.ai, said the executive order was a good first step, as its scope was ambitious and comprehensive, though expressed concerns that the order has a lot of moving parts and may be difficult to maintain. Asked about his feelings regarding the repeal, he did not seem especially troubled, noting that players in the AI space should be relying on a collaborative framework versus a top-down bureaucratic approach anyway.
“AI has the potential to be one of the most transformative forces in modern finance, and fostering innovation in this space is critical. The previous Executive Order was a step toward structured oversight, but any AI regulation must strike a balance—protecting against risk while ensuring we don’t stifle progress. The decision to rescind the order underscores the importance of a more adaptive, market-driven approach to AI governance. Rather than relying on rigid top-down mandates, we need a collaborative framework that evolves with the technology. Responsible AI development doesn’t mean excessive bureaucracy; it means accountability, transparency, and engagement with the businesses actually building these solutions. At Vic.ai, we believe the future of AI in accounting—and across industries—depends on fostering innovation while ensuring AI remains a force for accuracy, efficiency, and trust,” he said.
Pascal Finette, co-founder and CEO of technology consulting firm “be Radical,” at the time said the order seemed to be crafted by people who didn’t really understand AI much in the first place, and many of its provisions seemed more motivated by fear and worry, pointing to language that infers AI is a weapon which must be controlled. Overall, at the time, he said the order felt far reaching and somewhat reactionary given its focus on foundational models, and said regulation would be much easier applied at the application level. Overall, though, he wasn’t very concerned there would be any direct impacts on the accounting solutions space, as most vendors don’t create their own models but instead rely on those created by other companies that may or may not fall under the executive order.
When asked what he thought about the repeal, he repeated that many of the original provisions didn’t seem that thought out and so it was good some of the more ill-conceived aspects will be cancelled, though it leaves open questions about sustainability and responsibility.
“I’d say (with probably anything Trump says or does), it’s too early to tell. On one hand, I think it’s good and useful that we removed this somewhat ill-advised policy; on the other hand, there are huge question marks around the responsible and long-term sustainability of AI and its impact on society and businesses,” said Finette.
Aaron Harris, chief technology officer at practice management solutions provider Sage, said at the time the executive order was signed that it was an important step forward, given the rapid proliferation of AI technologies. He felt at the time that the order sets the appropriate tone for AI development, as it emphasizes safe and responsible uses. Today, he said there is need to simultaneously nurture and support AI innovation while recognizing SMEs need to feel confident they’re working with technology partners who adhere to safe, ethical AI development practices. Harris added that the Trump administration’s decision to cancel the executive order doesn’t change this fundamental relationship.
“AI remains one of the greatest opportunities of our time. And as AI evolves, it’s expected that governmental policies and regulations around AI will as well. At Sage, our stance remains that AI practices must be ethical and responsible. We are committed to building AI technology for the future that is safe, transparent and trustworthy. As the regulatory landscape evolves, our mission remains clear: to innovate responsibly and empower businesses without compromising ethical standards. In the U.S., I am optimistic that the current administration will continue to create opportunities to evolve and accelerate AI innovation — improving lives and driving economic growth — while staying true to our duty of upholding the highest standards of ethics and trust,” said Harris.
Amy Matsuo, regulatory insights leader at KPMG, noted in a statement that this might lead to increasing divergence between state and federal regulators. She also pointed out that while there is nothing to replace the executive order, companies should still expect some regulatory focus regarding their AI ambitions.
“As expected, the new Administration has repealed the previous Administration’s 2023 AI Executive Order, but did not immediately initiate a series of net-new AI actions. To drive US leadership in AI, the new Administration is reportedly looking to expand data center and energy capacity and encourage innovative model development and application. Companies should expect regulatory focus on critical security, national security and sensitive data. However, increased divergence with state and global AI- and privacy-related regulatory activity will increase (with a flurry of 2025 state bills already in motion), resulting in a continued regulatory patchwork as well as likely expanded state AG actions
The news comes around the same time that the administration also announced a $500 billion investment in AI technology.
“The $500 billion investment is pretty nuts—I’m not sure if you saw the comparisons, but it’s a multiple of the cost of the whole Apollo program (in today’s dollars),” said Finette.