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Tax Law Rewards Professional Stagnation While Punishing Growth

Earmark Team · October 14, 2025 ·

A Tennessee accountant diligently studies for and passes the CPA exam. His day-to-day work remains virtually identical: same clients, same responsibilities, same desk. Yet when tax season arrives, those CPA exam costs aren’t deductible. Why? Because becoming a CPA qualified him for a “new trade or business,” even though he had no intention of changing careers, and his actual work didn’t change at all.

This real case from Glenn v. Commissioner perfectly captures the absurd reality facing today’s professionals: the very credentials and education that make you more valuable in your current role often become non-deductible under tax law. Jeremy Wells dissects this paradox in his latest Tax in Action podcast episode, where he reveals how our tax system has created a knowledge economy trap that punishes professional advancement.

While tax law theoretically supports professional development through education deductions, it systematically penalizes advanced degrees, professional certifications, and career-expanding skills by classifying them as “personal investments” rather than business necessities. This leaves tax professionals and their clients caught in a regulatory maze where maintaining your current skill level is rewarded, while pursuing excellence faces potential penalties.

The Knowledge Economy Reality Check

“For quite a while now, most of the U.S. economy has been based on not the ability of people to produce things or do things with their hands, but rather the value of what they’re able to accomplish with their minds,” Wells explains.

The financial sector, insurance industry, and professional services all depend on knowledge work. Yet our tax system treats developing those valuable mental capabilities as personal indulgence rather than business necessity.

The existing education tax breaks demonstrate this disconnect clearly. The 529 plans that parents use to save for college offer no federal tax deduction for contributions, though some states do allow deductions. Student loan interest deductions under IRC Section 221 phase out based on income, effectively penalizing successful professionals. Education credits like the American Opportunity Credit and Lifetime Learning Credit focus on traditional college expenses, not the specialized training that drives value in today’s economy.

As Wells notes, these benefits can be rather limited. The problem isn’t that tax law ignores education entirely. It’s that the benefits don’t match the reality of professional development needs.

This brings us to the question Wells hears constantly from business owners: “Can I pay for my own education and use my business to do that?” The answer reveals just how complex this landscape has become.

Educational Assistance Programs: Promise and Pitfalls

The IRC Section 127 educational assistance programs initially appear to offer hope. These programs allow employers to provide up to $5,250 annually in tax-free educational benefits, and the definition of qualifying education is surprisingly broad.

Wells explains that under these programs, “education includes any form of instruction or training that improves or develops the capabilities of an individual.” Even better, “education is not limited to courses that are job-related or part of a degree program.” This could potentially cover everything from technical training to wellness courses that make employees “better people, more productive, happier.”

The program can cover tuition and fees, books, supplies, and equipment, and even student loan repayments. The definition of “employee” is also broad, including “self-employed individuals or what we might refer to as independent contractors.”

But here’s where the system reveals its bias against small business owners.

The fatal flaw lies in the anti-discrimination rules. Any business owner with more than a 5% stake in their company cannot claim more than 5% of the total benefits paid out by the program. As Wells explains, “If you are self-employed, and you want to use this program for yourself, and you have other employees, you, as a more than 5% owner of that business, cannot claim more than 5% of the benefits paid out by that program.”

The math is brutal. If you want to claim the full $5,250 benefit for your own education, your business would need to pay out at least $105,000 in total educational benefits to all participants. For most small businesses, this makes the program impractical.

The discrimination rules add another layer of complexity. Programs cannot favor highly compensated employees: those earning over $160,000 in 2025, those with 5% or greater ownership stakes, or those in the top 20% of employees ranked by compensation.

Wells notes that for many small business owners, this means they either “don’t do this program at all” or “just exclude themselves from the program.” And there’s another catch. Unlike cafeteria plans under IRC Section 125, you can’t offer employees a choice between the education benefit and additional cash compensation.

The program also has strict substantiation requirements. Employees must provide documented proof that expenses qualify, and they can’t double-dip by receiving reimbursement and then claiming education credits on their personal returns. Wells warns this is particularly important because “it’s entirely possible that that employee would then turn around and report those educational costs on their tax return and claim an education credit.”

When Business Owners Go Direct: The Section 162 Minefield

When educational assistance programs fail small business owners, they turn to direct business deductions under IRC Section 162. This is where things get really tricky.

Treasury Regulation 1.162-5 allows education deductions if the education “maintains or improves required skills” or “meets legal or employment requirements to maintain his or her present salary, status or job.” This generally includes professional continuing education and refresher courses.

The regulation also covers education to meet an employer’s minimum requirements “if the requirements are imposed for a bona fide business purpose.” Wells gives the example of requiring employees to take spreadsheet training because “we use a lot of spreadsheets in my business, and my employees need to be able to effectively use those spreadsheets.”

Even travel for education can be deductible if “the travel is directly related to the duties of the individual in employment” and “the major portion of that business needs to include activities directly maintaining or improving required skills.” However, taxpayers must allocate personal activities during the trip separately.

But here’s where the Tax Court draws its line in the sand.

The Tax Court’s War on Professional Growth

Treasury Regulation 1.162-5(b) establishes two types of education that are explicitly non-deductible, and the Tax Court has interpreted these restrictions aggressively.

First, taxpayers cannot deduct education that meets “necessary minimum educational requirements.” Second, and far more damaging, education that “will lead to qualifying an individual for a new trade or business” is automatically disqualified.

The logic, Wells explains, is that these expenses are “essentially personal or perhaps capital expenditures” where “you’re investing in yourself.” The Tax Court views this as an “inseparable aggregate of personal and capital expenditures” rather than ordinary business expenses.

The cases reveal a pattern of hostility toward professional advancement that spans decades. In the Glenn case, the accountant couldn’t deduct CPA exam costs even though his work remained identical. The Tax Court ruled that becoming a CPA granted “certain rights, responsibilities, privileges that weren’t there before.”

The pattern repeats across professions. In Robinson v. Commissioner (1982), a licensed practical nurse completed an RN program while maintaining virtually identical duties. The Tax Court ruled against her because registered nurses have different capabilities than LPNs.

Even IRS employees get caught in this trap. In Weiler v. Commissioner (1970) and Taubman v. Commissioner (1973), IRS revenue agents couldn’t deduct law school costs despite arguing that legal training enhanced their current tax research abilities.

Law degrees face particularly harsh treatment. Wells notes that “law degrees generally qualify for a new trade or business” regardless of the taxpayer’s current profession or intentions.

The MBA Split Decision

The MBA cases show just how arbitrary these determinations can become. In 2016’s Gora v. Commissioner, the Tax Court allowed a financial controller’s executive MBA costs because his continued work in “management and finance” didn’t represent new qualifications.

Just one year later, in Kray v. Commissioner (2017), a computer design consultant’s identical executive MBA was ruled non-deductible because it qualified her for “new tasks” like “financial analysis, managing a business, managing and overseeing a staff.”

Wells warns that “an MBA may or may not qualify” as deductible, making this area particularly risky for taxpayers.

The Practical Reality for Tax Professionals

This creates impossible situations for tax professionals advising clients. The Tax Court’s standard isn’t whether you actually change careers or even want different opportunities. As Wells emphasizes, the keyword is “potentially”—education that could potentially qualify you for different work is probably non-deductible.

The system forces taxpayers to choose between pursuing valuable education that enhances their business capabilities but facing potential audit challenges, or limiting themselves to narrow, maintenance-level training that clearly fits within existing job requirements.

Wells notes that taxpayers must be “established in a trade or business” before education expenses become deductible, and the Tax Court has ruled that “a relatively short or temporary tenure in a job before starting the education doesn’t establish the taxpayer in the trade or business.”

Even holding a position doesn’t guarantee you’ve met minimum educational requirements. University teaching assistants, for example, haven’t met the minimum requirements for permanent faculty positions until they actually have their PhD.

Navigating the Knowledge Economy Trap

Our tax system rewards professional stagnation while punishing the learning that drives economic value. Tax professionals’ continuing education to maintain existing credentials? Fully deductible. Are the same professionals pursuing advanced degrees to better serve clients? Potentially non-deductible because it might qualify them for “new” responsibilities.

For tax professionals, this creates compliance challenges and ethical questions. Do we advise clients toward valuable education that faces potential tax challenges, or recommend they limit learning to “safe” options that maintain the status quo?

Wells warns that employers and self-employed individuals “really need to be careful when they’re trying to deduct those work-related education costs.” The Tax Court “can be pretty strict about education either meeting those minimum requirements for a profession or even more often than that, qualifying the recipient of that education for a new trade or business.”

Understanding these limitations is about recognizing how tax policy shapes professional development decisions across the entire economy. The knowledge economy demands continuous adaptation and skill development, but our tax code remains anchored to an industrial mindset that views capability expansion as personal indulgence rather than business necessity.

Listen to the full episode of the Tax in Action podcast for Wells’ complete analysis and detailed guidance to help clients make informed decisions about their professional development investments. Don’t let the knowledge economy trap catch you or your clients unprepared.

The Business Case for Leading with Heart in a Numbers-Driven World

Earmark Team · October 8, 2025 ·

Dawn Brolin’s accounting firm partners told her she was fat. They criticized her for wearing the same clothes repeatedly. And when she tore her meniscus at the gym, they made her drive herself to the hospital with explicit instructions to be at work the next morning.

This wasn’t a scene from a workplace horror story. This was real life for a CPA who would later become one of accounting’s most passionate advocates for empathetic leadership. In a recent episode of the She Counts podcast, Brolin opened up to hosts Nancy McClelland and Questian Telka about the raw experiences she shares in her new book, “The Elevation of Empathy,” revealing how toxic leadership nearly broke her, and ultimately shaped her understanding of what authentic leadership looks like.

What makes Brolin’s story particularly powerful is that she doesn’t just talk about being a victim of empathy-free leadership. She also admits to her own failures and how she learned to recover from them. Her journey shows embracing empathy as a strategic advantage, rather than hiding emotional intelligence to appear “tough enough,” creates stronger teams and better business outcomes.

Before we dive deeper, if this topic triggers any emotions or struggles you’re facing, there is help available. The Crisis Text Line offers confidential professional mental health assistance: just text HOME to 741741.

When Leadership Lacks Heart: The Partnership from Hell

Brolin’s partnership nightmare wasn’t just about bad bosses. It was a masterclass in how the absence of empathy destroys people and businesses from the inside out.

At the time, Brolin was one of three partners in the firm. She brought in most of the clients, and was working to support her young family as the primary breadwinner. She was genuinely excited about building something meaningful. Then reality hit.

“There was zero empathy in that firm,” Brolin recalls. “None whatsoever.”

Because Brolin wasn’t yet a CPA, her partners—both women—relegated her to answering phones and fetching lunch, despite her being the primary rainmaker. The real cruelty went deeper than professional dismissal. They systematically attacked her personally, criticizing her weight and mocking her clothing choices.

The gym incident is an image of empathy-free leadership: when Brolin tore her meniscus during a step aerobics class they’d all attended together, she found herself writhing in pain on the gym floor. Her partners’ response? Figure it out yourself.

“I somehow dragged myself down to the office, and now I need to get to the hospital,” Brolin remembers. “And they were like, ‘All right, well, you’re gonna have to drive yourself to the hospital and make sure you’re at work tomorrow morning.'”

With a torn meniscus.

This wasn’t leadership, it was systematic dehumanization. The partners were creating a culture where employees watched this treatment and learned that success meant crushing others. “I watched how they treated the employees,” Brolin explains. “It wasn’t just me.”

But Brolin made a crucial decision in that toxic environment. Instead of absorbing these behaviors as normal, she used the experience as a reverse blueprint. “I was never going to do that as an employer,” she realized.

When the Empathy Champion Falls Short: Brolin’s Coaching Confession

Here’s what makes Brolin’s story so honest and powerful: she advocates for empathy and admits when she’s failed at it herself.

As a softball coach known as “The Designated Motivator,” Brolin poured her soul into her players. She made it her mission to be inclusive, to make every kid feel appreciated and loved. Then three players transferred to another school.

“My empathy went out the window,” Brolin admits. “I was devastated that they left. I poured my soul into them, and I was like, ‘You’re leaving me.’”

Instead of considering why these kids might have needed to transfer, Brolin took it personally. She withdrew her care and support from them completely. “That was so wrong,” she reflects.

But here’s the beautiful part: Brolin recognized her mistake and fixed it. About a year later, she went to each of the three kids and apologized.

“I want you to know something. This is an epic fail on my part, not yours,” she told them. She gave them permission not to forgive her, making it clear the apology was about them, not about making herself feel better.

They forgave her. Now they text regularly.

“My point in saying that is, for those people who have been unempathetic to an individual, you can fix that,” Brolin explains. “You can go to a person, and admit you messed up.”

In short, empathy isn’t about being perfect. It’s about recognizing your failures, owning them, and doing better.

Empathy as Your Secret Business Weapon

The accounting profession has operated under a fundamental misunderstanding: that empathy equals weakness. Brolin’s experiences prove exactly the opposite.

“Empathy doesn’t mean you’re soft,” Brolin emphasizes. “As a matter of fact, I think it’s a superpower.”

The American Psychological Association defines empathy as understanding a person from their frame of reference rather than your own. This breaks down into two skills: cognitive empathy (logically understanding someone’s perspective) and emotional empathy (actually feeling what they feel).

In business terms, this translates to measurable advantages that accounting firms can’t ignore. The research is overwhelming: empathetic leaders drive stronger team performance, higher retention rates, sharper decision-making, increased innovation, and improved mental health across their organizations.

“When leaders have empathy, people gravitate to that leader more than they do to a leader who doesn’t have empathy,” Brolin explains.

Consider Brad Smith, former CEO of Intuit, who Brolin cites as one of her favorite leaders. At industry conferences, Smith would stop mid-stride when he saw familiar faces, remembering personal details about employees’ families and asking about their daughters’ college plans.

“That is a leader who has empathy, who cares about other people by his actions more than his words,” Brolin notes. “They don’t superficially care about you because it’s going to give them an advantage. They care about you because of you.”

Being appointed to a leadership position doesn’t automatically make someone a leader. True leadership requires the ability to connect with and understand the people you’re leading. When your employees trust that you see them as whole humans rather than just billable resources, they bring their full creative potential to work.

The Burden Women Carry (And Why Men Need to Step Up Too)

Women in accounting firms often carry the invisible emotional labor of our workplaces. According to a 2023 Deloitte report, 51% of women say they’re expected to manage team wellbeing, compared to only 27% of men.

Telka knows this intimately. “I think about things like birthday gifts for colleagues or cards that have to be signed or someone’s ill and they need to be sent flowers,” she explains. “It often fell on me, probably because I was the most empathetic. The men were never the ones who were driving those situations.”

McClelland captures this perfectly with her favorite greeting card: “The front of the card says, ‘Happy birthday, from us.’ Inside: ‘But I think you know who went out and bought the card and wrote it and addressed it—and who just put the stamp on it.’”

But Brolin believes many men in the industry are more empathetic than we realize. “They’re just not being intentional about it,” she says. Take Randy Crabtree, who wrote the foreword to Brolin’s book, or Mike Paine, who told Telka, “I really want to help women in the field. Help me understand what the problem is and tell me what I can do, then I’m here for it.”

“And that’s empathy,” McClelland points out. “That is empathy right there.”

Learning to Accept What You Give: The Hardest Lesson

For Brolin, one of the biggest challenges has been learning to accept empathy, not just give it.

“People think because I keep going, I don’t hurt,” Brolin shares. “Let me be very clear. I hurt, and I keep going.”

Women leaders often become so focused on caring for others that they struggle to let others care for them. When Kellie Parks called after reading Brolin’s vulnerable Mother’s Day post, Brolin’s instinct was to deflect and hang up quickly.

Instead, she made a conscious choice to receive Parks’ empathy. “I let myself listen to what Kellie had to say and gave some space in my soul.”

McClelland offered Brolin a reframe that many women leaders need to hear: “Would you want me to hide my pain to protect you?” When Brolin said of course not, McClelland continued, “It’s an honor to have you turn to me when you need help. So if you ask for help, you’re showing us the same respect.”

As McClelland puts it, the goal is “unconditional love, but conditional involvement”—staying open to authentic connection while maintaining boundaries about what treatment you’ll accept.

Practical Tools for Building Your Empathy Muscle

Brolin offers specific practices for developing empathy as a leadership skill:

Practice mindfulness to build awareness. When you talk to someone, be truly present in that conversation. This is especially challenging at conferences with distractions everywhere, but it’s worth the effort.
Ask questions without making assumptions. Go into conversations with a blank slate rather than preconceived notions about what someone will say. As Telka notes, “Most of the time if I don’t make assumptions, things turn out much more positively.”
Pay attention to nonverbal cues. What are people not saying out-loud that you should consider asking about?
Ask for feedback. Be vulnerable enough to say, “This scenario happened with this client. What could we have done differently? Was it something I should have done that I didn’t do?”

Remember, as Brolin’s softball story shows, empathy can be learned and relearned. You can unlearn behaviors that hurt others. Most people aren’t out to hurt others. They’ve just learned harmful patterns that they can change.

Your Empathy Is Revolutionary

Brolin’s journey from victim of empathy-free leadership to champion of emotional intelligence demonstrates that our profession’s future depends on leaders who understand that strength and compassion are partners in creating sustainable success.

Empathetic leadership drives measurable results through higher retention, stronger teams, sharper decision-making, and improved mental health. In an industry grappling with talent shortages and burnout, leaders who can authentically connect with their teams while driving results are essential for survival.

Women in accounting must reject false choices. You don’t have to choose between empathy and strength, between caring and competence. Your emotional intelligence is your competitive advantage.

As Audre Lorde reminds us, “Caring for others doesn’t make you weak. It makes you dangerous to systems built on indifference.”

Ready to hear Brolin’s complete journey and discover more tools for empathetic leadership? Listen to the full She Counts episode to learn how to turn your emotional intelligence into your greatest professional asset. The future of accounting depends on leaders brave enough to lead with both their heads and their hearts, and you’re uniquely positioned to show the way.

Why Most Accounting AI Will Hit an Auditability Wall

Blake Oliver · September 29, 2025 ·

Every day, another AI agent promises to revolutionize accounting. But there’s a fundamental problem most tech companies don’t understand: AI accounting will hit what FloQast CEO Mike Whitmire calls “the auditability wall.”

While Silicon Valley churns out press releases about AI agents that can handle complex accounting tasks, a reality check awaits. In this episode of the Earmark Podcast, host Blake Oliver sits down with Mike Whitmire, founder and CEO of FloQast, to explore why accounting AI is fundamentally different from AI in other business functions. Rather than getting swept up in the AI marketing frenzy, FloQast stepped back to solve the core problem: how to harness AI’s power while maintaining complete audit trails and human oversight.

As Whitmire warns, “A series of companies will come out with AI agents that can do a lot of this work fairly accurately. Then they hit this auditability wall, and it creates a big problem for companies trying to scale.”

The Auditability Problem That’s Breaking Accounting AI

Unlike other business functions where AI mistakes can be shrugged off, accounting operates under rules most tech companies don’t understand. When a sales AI messes up a lead, the stakes are minimal. But in accounting, every transaction must be traceable, every decision documented, and every process capable of withstanding regulatory scrutiny.

This creates a fundamental conflict between how most AI systems work and what accounting requires. “AI is really about automating work, and agents are doing non-deterministic work,” Whitmire explains. “So that becomes a little scary when you’re thinking about auditability.” Most AI systems function as “black boxes.” They can produce results, but they can’t explain their decision-making process in the detailed, step-by-step manner that auditors and regulators demand.

The problem is about to hit the industry hard. When AI systems can’t provide proper documentation and audit trails, auditors are forced to recreate all the work, defeating the entire purpose of automation.

Rather than getting swept up in the AI marketing that dominates press releases from major ERP vendors, FloQast took a different approach. “We tried to avoid the noise and think about how AI should be applied to accounting,” Whitmire says. They started with their experience as former auditors and accountants, asking: How do you combine AI automation with traditional software code and human oversight to create something that actually works?

The answer required rethinking the entire approach to accounting AI, leading to a solution that preserves audit trails and human oversight while still delivering efficiency gains.

FloQast Transform: Building AI Auditors Can Actually Trust

Rather than chase the latest AI trends, FloQast built something different: an AI system that auditors can actually work with. The FloQast Transform product harnesses AI’s power while maintaining the audit trails financial reporting demands.

The approach is simple: let accountants describe their processes in plain English, then use that narrative to generate automated scripts and complete audit documentation. “You build your agents,” Whitmire explains. “You chat with the product and explain your process in pretty extreme detail.”

As accountants describe their workflow step by step, the system populates what looks like a familiar Excel workbook. “This Excel workbook will ultimately be the audit evidence,” Whitmire notes. This isn’t just a user interface choice. It’s a deliberate design decision to ensure every AI-driven process produces the documentation auditors expect to see.

Take FloQast’s benefit allocation journal entry example. The process starts with integrating with UKG Payroll to pull down employee data. The accountant describes each step: “integrate with UKG,” then “pull down information around names, dollar amounts, state,” then “populate column A with this, populate column B with this, and bold and make the header gray because that’s the format I like.”

The system combines different types of automation. For routine tasks, it generates deterministic code that produces consistent results every time. But when the AI encounters something new, like when FloQast hired its first Kentucky employee, it doesn’t guess. Instead, “it surfaces the question to the reviewer of that work,” Whitmire explains. The accountant can approve the change, and going forward, Kentucky will be handled properly.

This approach changes the accountant’s role. Instead of being the preparer who manually processes transactions, they become the reviewer who oversees AI agents and approves exceptions. “Our goal is to empower accountants to automate the really repetitive, rote part of this job. Elevate them into the reviewer of the more complicated work that the agent’s now doing,” Whitmire says.

The system preserves every prompt sent to the AI, every output generated, and every decision made. When auditors come knocking, they can trace exactly how each transaction was processed and where humans intervened. It’s the kind of comprehensive audit trail that makes regulatory compliance possible while still delivering efficiency gains.

Beyond transaction processing, FloQast applies AI to other areas like variance analysis. When account balances trigger materiality thresholds, the system analyzes the biggest transactions causing the change and drafts explanations. “It’s like balance went up because of boom, boom, boom, boom, boom,” Whitmire says. “It’s not these wonderful essays on how things change. It’s like a list of transactions.”

The Future of Accounting: Cyborgs, Not Replacements

The auditability challenge yields a surprising conclusion: rather than replacing accountants, AI will transform their role in ways that could solve the profession’s biggest problems. But this transformation requires rethinking what it means to be an accountant.

Whitmire envisions accountants becoming “accounting transformation information managers,” professionals who combine accounting knowledge with software engineering capabilities. “It will be much more like the merging of an accountant with a software engineer,” he explains. “So you have the accounting knowledge, supplemented by software engineering tools like FloQast, where they can take their accounting knowledge, use our product, and automate their work.”

This isn’t just about learning new software. It’s about fundamentally changing the structure of accounting work. Instead of spending hours manually processing transactions, accountants would deploy AI agents to handle routine work so they can focus on reviewing exceptions, making judgment calls, and ensuring compliance.

The career implications depend on where you are professionally. For younger professionals, Whitmire recommends “Get really good at technology, learn these tools as they come out, and continue to learn about accounting. You’re going to be a very, very valuable employee going forward.” For experienced professionals, “You need to be really great at reviewing the work. Continue to be really great leaders, and run great organizations.”

This evolution could address the profession’s talent shortage. By making accountants more productive and the work more intellectually engaging, AI could help attract and retain talent. “My hope is that it does a really good job of plugging the talent gap we talk about so much,” Whitmire notes.

But there’s a learning concern. Whitmire worries about newer professionals who might skip foundational manual work and jump straight to reviewing AI-generated results. “I feel like the old man saying this, but I did learn a lot doing the work manually and struggling through it,” he admits. He recalls learning about jet lease accounting by struggling through contracts and GAAP guidance—work that an AI could now handle instantly.

The solution may require restructuring how accountants learn their craft. Perhaps starting in accounting roles where they do manual work before moving into audit, rather than the current model, where most start as auditors reviewing work they’ve never performed.

As Oliver puts it, “I would rather manage AIs than manage people.” It reflects both the appeal and reality of this AI-augmented future. Managing AI agents eliminates many interpersonal challenges while allowing professionals to focus on technical and analytical work.

The accounting profession is heading toward becoming a hybrid of human judgment and AI automation. The question is whether professionals and firms will adapt quickly enough to thrive.

Regulatory Changes on the Horizon

The discussion also touched on significant regulatory changes that could reshape the profession. There are efforts in Congress to eliminate the Public Company Accounting Oversight Board (PCAOB) and transfer its responsibilities back to the SEC without additional funding, effectively ending independent audit oversight.

“When I was at EY, we were always scared of a PCAOB audit. So it was a thing that drove behavior,” Whitmire reflects. The fear-based incentive improved audit quality, even if the overall effectiveness is debatable.

Without the PCAOB, the industry would likely return to peer review, where accounting firms review each other’s work. As Oliver notes, “You’re not so afraid of your buddies reviewing your work.” That’s the same dynamic that led to audit failures before the Sarbanes-Oxley Act.

This regulatory uncertainty adds another layer of complexity to the AI transformation. Firms implementing AI systems need to consider current audit requirements and how oversight might change in the coming years.

The Path Forward: Auditability as Competitive Advantage

The accounting profession’s rigid requirement for auditability is often seen as a weakness. But it may become its greatest competitive advantage in the AI revolution. While tech companies rush to market with AI agents that promise to automate everything, firms that understand and embrace the auditability challenge will build sustainable, scalable solutions.

FloQast Transform demonstrates that the future isn’t about choosing between human judgment and AI automation. It’s about creating systems where they work together seamlessly. By preserving audit trails, maintaining human oversight for exceptions, and generating documentation that auditors can use, they’ve solved the fundamental problem that will likely sink many AI accounting startups.

For accounting professionals, this is a career evolution opportunity. The future belongs to those who combine accounting expertise with technology capabilities. These professionals will be empowered by AI to focus on higher-level analysis, judgment calls, and strategic work. The professionals who master these systems now will find themselves in increasingly valuable positions as the technology matures.

To hear the complete conversation about FloQast’s approach to accounting AI, including detailed technical examples and Whitmire’s predictions for the profession’s future, listen to the full episode above.

How Smart Small Businesses Turn Economic Headwinds into Competitive Advantages

Blake Oliver · September 26, 2025 ·

Small businesses are navigating a unique economic moment in 2025. They’re still serving customers and meeting market demands, but they’re doing it while managing changing costs and ongoing policy uncertainty. Despite these challenges, they’re not shutting down or laying people off. Instead, they’re finding creative ways to adapt.

Nicholas Tremper, senior economist at Gusto, shared this insight in a recent Earmark Podcast episode. Tremper tracks data from hundreds of thousands of small businesses through Gusto’s platform, so he has a unique view into how small businesses respond to today’s economic challenges.

The picture Tremper paints is more complex than the headlines suggest. While businesses face real pressures from tariffs, labor shortages, and economic uncertainty, many thrive by combining two essential strategies: utilizing AI to boost productivity and offering more appealing benefits to attract workers. For accounting professionals, this creates new opportunities to become strategic advisors rather than just compliance providers.

Economic Headwinds Create Planning Challenges

In the current economic environment, several interconnected challenges reshape how small businesses operate. Tariffs have reached a weighted average of about 18% across all imports—a significant jump from single digits in previous years. While this level is manageable for most businesses, the bigger problem is uncertainty.

“Small businesses don’t necessarily know how to think about what their costs will be three or six months from now,” Tremper explains. This uncertainty affects everything from inventory planning to contract bidding. For example, if you’re a retailer trying to stock up for the holidays or a contractor giving price estimates months in advance, not knowing future costs makes planning nearly impossible.

The labor market adds another layer of complexity. Unemployment sits at a relatively low 4.3%, but the July jobs report showed weakness with only 73,000 jobs added versus 100,000 expected. More concerning was the massive downward revision of 258,000 jobs from previous estimates for May and June. (Updated numbers released after the show was recorded are +22,000 jobs for August.)

This reflects what Tremper calls an economy that’s “idling”—staying in place rather than growing or contracting. Businesses aren’t laying people off, but they’re not hiring aggressively either. The combination of an aging population and tighter immigration policies creates structural labor shortages, especially in construction and hospitality sectors that traditionally relied on both groups.

These pressures force businesses to delay growth plans. As Tremper puts it, “You may not be able to work on that fourth development. You may have to stop at the three.” When you can’t reliably access more labor, expansion is much more complicated.

Entrepreneurship Boom Continues Despite Challenges

Despite these headwinds, there’s been an entrepreneurship renaissance in the United States. The number of new business applications skyrocketed during the summer of 2020, and as of June 2025, new businesses were still 57% higher than June 2019 levels.

The resilience of small business formation helps explain why the economy has remained relatively stable. “One of the reasons that the economy has been so resilient is because these new businesses have been bringing creative ideas to market,” Tremper notes.

What’s particularly interesting is who’s starting these businesses. For the first time, almost half of new businesses were started by women, compared to 30% in 2019. There’s also been an increase in businesses started by nonwhite entrepreneurs, showing entrepreneurship is spreading across demographics.

These new business owners face similar challenges regardless of their background. When asked about their top three challenges, they consistently mention cash flow, time management, and acquiring customers and employees. At least two of these are areas where accountants can provide significant value.

AI Boosts Productivity Without Replacing Workers

Here’s a statistic that might surprise you: 95% of small businesses using AI aren’t cutting their workforce. Instead, they’re making their existing employees more productive. This contradicts the common narrative that AI inevitably leads to job losses.

The productivity gains are substantial. According to Gusto’s research, 80% of small businesses using AI report productivity increases of 20% or more. But the key insight isn’t just that AI works; it’s how it works.

“Rather than an AI doing somebody’s job, what the person’s doing is they’re like, I’m the expert and you’re going to be a teammate to help me accomplish this quickly,” Tremper explains.

Businesses use AI for routine tasks like summarizing information and conducting market research—the necessary work that doesn’t require deep expertise. Meanwhile, humans focus on applying their knowledge, making judgment calls, and building client relationships.

This approach creates an unexpected benefit in hiring. Businesses that allow employees to use AI report 45% less difficulty finding new workers. It turns out people want to work for companies that give them tools to focus on meaningful work instead of tedious tasks.

The most successful AI implementations happen when businesses develop clear plans about when to use human expertise versus when to leverage AI for efficiency. This strategic approach creates a cycle where better tools lead to more satisfied employees, which makes companies more attractive to potential hires.

Benefits Become Essential for Talent Competition

While AI tackles productivity, smart businesses simultaneously invest in benefits to attract and retain workers. In today’s tight labor market, benefits are competitive necessities.

Offering healthcare benefits increases employee retention by 40% in the first year. Retirement plans show similar effects. What’s interesting is that half of the businesses offering retirement benefits don’t do any company matching. They get significant retention benefits just by offering the benefit.

This creates opportunities for businesses willing to think strategically about their total compensation packages. While competitors focus solely on wages—an expensive and difficult race to win—smart businesses create comprehensive value propositions that extend beyond the paycheck.

For accountants, a communication gap represents a missed opportunity. Fifty percent of small businesses don’t know if their accountant offers benefits guidance, and two-thirds of those simply never thought to ask. When small businesses receive benefits guidance from their accountants, 60% say it influences their benefit decisions. For businesses under two years old, that number jumps to 85%.

Accountants as Strategic Partners

This economic environment creates new opportunities for accounting professionals to evolve beyond traditional compliance work. The share of businesses reporting productivity gains from their accountants has jumped dramatically—from 52% in 2021 to two-thirds in 2025.

“Small businesses view their accountants as business partners. These aren’t number crunchers. These are people who are actively helping me figure out what I’m going to do next,” Tremper explains.

Businesses navigating today’s challenges need more than bookkeeping and tax prep. They need guidance on cash flow analysis, scenario planning, and strategic decision-making. When small businesses can’t predict their costs or easily access more labor, having an advisor who can help them model different scenarios is invaluable.

Cash flow, time management, and hiring are all areas where accountants can provide significant value. Whether it’s helping a client switch to upfront billing to improve cash flow or advising on benefits strategies to attract workers, these services directly address the problems keeping business owners up at night.

Interest rates remaining higher than business owners would like make this financial guidance even more critical. As Tremper notes, “It’s so important to really understand the return on investment on those borrowing costs.” Businesses need help evaluating whether investments will generate enough return to justify higher borrowing costs.

Cautious Optimism for Small Business Future

Despite the challenges, Tremper remains optimistic about small businesses’ prospects based on their track record of resilience. Over the past five years, small businesses have navigated a pandemic, an inflation crisis with rates hitting 8-9%, a major labor market reshuffling, and now uncertain tariff policies. Through it all, more people keep choosing to start businesses.

“They’ve got this grit, this creativity,” Tremper observes. “These things make me most optimistic about small businesses.”

The economic fundamentals, while softening, aren’t collapsing. Consumer spending continues to increase, albeit more slowly. People are choosier about purchases, but demand hasn’t fallen off a cliff. This provides a foundation for businesses that can adapt to changing conditions.

The businesses succeeding in this environment understand that sustainable competitive advantage comes from combining cutting-edge tools with meaningful employee value propositions. They’re not choosing between technology and people; they’re investing in both simultaneously and strategically to create resilience against future uncertainty. By maximizing productivity per employee and creating strong retention through benefits and culture, these businesses position themselves to weather whatever economic storms may come.

For accounting professionals, this transformation represents a challenge and an opportunity. Clients need more strategic guidance than ever, and they’re willing to pay for and value that guidance in ways they haven’t before. The firms that master this new approach can build sustainable competitive advantages that compound over time.

Listen to the full conversation with Nich Tremper to discover specific strategies for advising your clients through this period of transformation and learn how to position your practice as an indispensable strategic partner in their success.

This Forbes Top 200 CPA Says Sponsors Matter More Than Mentors

Earmark Team · September 22, 2025 ·

Picture this: You’re sitting across from a potential client—an older gentleman who seems kind and polite. Your expertise fills the room, your credentials speak for themselves, but throughout the entire meeting, he keeps calling you “darling.” Not your name. Just “darling.”

This experience happened to Nicole Davis, founder of Conscious Accounting (formerly Butler Davis) and a Forbes Top 200 CPA. For Davis, who’s originally from Georgia, where terms like “honey” and “sweetheart” are common, it wasn’t about being offended. It was about something deeper.

“Since we’re in a professional setting, I’m like, ‘you need to call me by my name,’” Davis explains. “When some men see a pretty face or just women in general, they kind of tend to sidestep our expertise.”

Sound familiar? If you’ve worked in accounting, tax, or bookkeeping for any length of time, you’ve probably been there. That moment when your face is seen, but your capabilities somehow become invisible. It’s why a recent episode of the She Counts podcast bears the title “Don’t Call Me Darling,” and why Nicole’s response to these moments is a masterclass in redefining professional power.

When Power Looks Different Than Expected

Davis’s journey to commanding respect didn’t happen overnight. Despite her current reputation for dominating whatever room she enters, she admits something that might surprise you: “I am highly introverted. People think I’m not because I can turn on. But as quickly as I turn it on, I can turn it off.”

Early in her corporate career, Davis bought into traditional definitions of power. “Early in my career when I worked in corporate America, I thought power meant title, power meant that corner office, power meant I’m calling the shots and I’m telling people what to do.”

But when she started her own firm, that facade crumbled. What emerged was something far more powerful. “Real power isn’t in a title. Real power isn’t in how much money you have. Real power is when you own who you are, and you make everyone else also accept that person.”

The catalyst for this shift? Representation. Davis’s boss at the Federal Home Loan Bank, Michelle, was the first Black woman she’d ever worked for. “When I started working for her, my eyes started to open. I started to see myself like a boss, but I didn’t see the path to get there as a Black woman, because all I saw was white men.”

This speaks to something we don’t talk about enough in our profession. When you don’t see people who look like you in positions of power, it’s hard to imagine yourself there. As co-host Nancy McClelland admits, “When I hear the word ‘doctor,’ I presume it’s a white male. Now, that is just absolutely ridiculous. It’s these deep-seated institutional societal biases we all have.”

For Davis, seeing Michelle changed everything. It showed her there was a path and more importantly, she could define what that path looked like.

Redefining What Domination Really Means

When Davis talks about “dominating” spaces, she’s not talking about aggression or making others small. “Dominating means agency. It means I am calling the shots. I’m writing my own tickets, I’m making the rules. I am doing things my way.”

But here’s the part that gave podcast co-host McClelland chills: “Dominating is not about making men small, right? Dominating is about making the space honest enough for all of us to fit into it.”

This isn’t about rejecting collaboration or building walls. It’s about what Davis calls “owning your story so completely that the room moves to your rhythm. I’m not moving to theirs.”

Learning to do this required Davis to develop boundaries that she calls “non-negotiables.” “I set boundaries and I set them fast with people,” she says. The key is being “warm but firm.”

As Davis explains, “People think you have to walk into a room and be the loudest person there to show you’re significant. No, you don’t. You walk into a room and you’re just there. Your presence says way more than words you could ever speak or say.”

This kind of presence requires something many women in accounting struggle with: refusing to shrink ourselves to make others comfortable. But when you do it right, something magical happens. Davis describes authenticity as working “a lot like Wi-Fi” because “people in range of you being who you are get that signal and they log into theirs.”

In other words, when you show up authentically, you give others permission to do the same.

Technology: The Great Equalizer

One area where Davis sees a massive opportunity for women is technology, specifically AI. Her philosophy? “Buddy up with the bots.”

“AI is making a grand stand in our profession, and so many people still have not latched on to it yet,” Davis observes. But here’s where women have an advantage. “Women have mastered efficiency out of necessity. Women are perfectly positioned to make a big major splash in the tech industry.”

Davis describes AI as acting like “a tireless junior associate” that “never needs to take a vacation. They never get tired. They can do all the things you really don’t want to do from an administrative standpoint, possibly from an analytical standpoint.”

This is about layering technology with relationship-building, and it’s something women excel at.

This approach has allowed Davis to build her firm primarily through relationships rather than traditional sales tactics. “I built my firm strictly on relationships,” she says. “I just kept taking care of my current clients and adding more services to what they needed.”

The result? A practice designed around her values rather than traditional expectations, what she calls achieving true freedom through strategic use of technology.

The Power of Sponsorship vs. Mentorship

While many people focus on finding mentors, Davis believes sponsorship is more critical. “Mentors guide, but sponsors vouch.” This concept was a key inspiration to co-host Questian Telka in her initial creation of the She Counts podcast.

Davis’ own story illustrates this perfectly. In 2020, Jeff Drew from the AICPA reached out about the practitioners planning committee. “I had no idea this committee existed,” Davis admits. But Drew’s sponsorship opened doors she didn’t know were there, eventually leading to her current role as committee chair.

“Sponsors rewrite the guest list for you so your name is on it,” Davis explains. “And when you’re on the list, your mentors help you stay on the list and guide you as you go through your journey.”

This distinction matters because it shows sometimes the biggest barrier isn’t our capability; it’s visibility. Sponsors help solve that problem by putting your name in rooms where decisions are made.

From Spaces Not Built for Us

When asked about spaces traditionally dominated by men, Davis counters, “What space was ever built for me?”

It’s a powerful question that reframes the entire conversation. Rather than trying to fit into existing structures, Davis has consistently created her own path, from starting her accounting firm to launching a construction company.

“Who said women can’t wear heels and then put on some steel-toed boots in the same week?” she asks with characteristic wit.

This mindset shift, from asking for permission to creating opportunities, separates true leaders from those still waiting for someone else to open doors.

Getting Out of Your Own Head

Davis’s advice for women wanting to take up more space is, “Take it. I know we haven’t touched on this a lot, but stamp out imposter syndrome. You’re not an imposter.”

Her approach involves speaking life into your goals. “Say it out-loud. Say it to yourself in the mirror. Say, ‘I am a badass speaker. I am an exceptional accountant. I know how to do this, this, and this.’ Even if you don’t know how to do it, say it anyway. Because eventually your mind is going to start believing it, and eventually your actions start following what your mind believes.”

It’s about recognizing that you’ve already proven yourself. “You wouldn’t have gotten this far without knowing anything. You know something. Use that to level you up.”

The Ripple Effect

Davis’s journey from being called “darling” to being recognized as a Forbes Top 200 CPA represents something bigger than individual success: cultural transformation.

When women refuse to shrink themselves, when they set boundaries while maintaining warmth, when they leverage technology to create more inclusive practices, they create ripple effects that extend far beyond their immediate sphere.

As Davis puts it, authenticity becomes “a permission slip” for everyone around you. Refusing to apologize for taking up space permits others to do the same.

In the accounting profession, technology is challenging traditional power structures and changing client expectations. There’s a new generation of professionals who refuse to accept “that’s how it’s always been done” as an answer.

Women like Davis are leading this transformation, not by playing by the old rules, but by writing new ones. They prove you don’t need to adopt masculine models of authority to command respect, and you don’t need to diminish others to demonstrate your strength.

Every boundary you set, every authentic moment you choose over conformity, every time you refuse to make yourself small, you give the next generation permission to thrive.

Because the world needs more women who understand that true domination isn’t about making others small. It’s about being so genuinely powerful that everyone around you gets permission to thrive.

Ready to transform how you show up in your professional spaces? Listen to the full She Counts episode to hear more of Davis’s insights and discover specific strategies you can implement immediately.