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Blake Oliver

The Accounting Profession Has AI Completely Backwards

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When Accounting Today surveyed industry thought leaders about AI’s impact on the profession, every expert agreed that AI would automate the boring stuff like bank reconciliations, data entry, and transaction matching while humans would rise to strategic advisory work. Not one thought their own job was at risk.

On a recent episode of The Accounting Podcast, hosts Blake Oliver and David Leary did something clever. They fed the same questions to ChatGPT, asking it to respond as an accounting thought leader. The AI’s answers were just as good as the human experts’.

“None of the accounting thought leaders think their job could be replaced,” David said, “which is crazy because essentially AI can at least do the thought leader job.”

Blake and David argue that the profession has AI’s impact exactly backwards. While everyone confidently predicts automation will eliminate mundane bookkeeping tasks, the technology actually excels at synthesis, narrative-building, and strategic analysis—the very work that defines “thought leadership.”

What AI Actually Does Well

The standard story about AI in accounting is machines will handle the boring, repetitive tasks while humans ascend to strategic advisory work. It’s comforting and logical. But according to Blake and David, it’s completely wrong.

“AI can take financial statement information and turn it into a narrative better than I can, better than almost anyone can at this point,” Blake states. “That’s what we should be using it for.”

Consider Mike Salvatore, a Chicago business owner with two cafes, two bars, and a bike shop. He used to analyze his cost of goods once or twice a year, spending hours crunching numbers. Now he does it every three weeks by feeding data from QuickBooks and his point-of-sale system into Google’s NotebookLM, which creates a podcast-style summary of his business performance. He sends these AI-generated recordings to his managers.

“It’s essentially my CFO,” Salvatore told The Wall Street Journal.

This isn’t AI doing mundane bookkeeping; it’s performing executive-level analysis and communication.

Blake’s own experience drives the point home. He built an AI system that turns news articles into detailed research notes and social media posts. That work used to eat up hours each week. He also trained an AI ghost writer on hundreds of his past writings. Now he can dictate a voice memo and get back a polished article in his own style.

“Basically, it has made it so, as ‘thought leader,’ I don’t do any of that anymore,” he admits. “It’s like I have a team that does that for me. I started working out and I’m just enjoying life.”

Meanwhile, the supposedly “easy” transactional work is stubbornly resistant to automation. David, who spent years taking QuickBooks support calls before co-founding the podcast, gets fired up about this misconception.

“Matching bank feeds is not bookkeeping. That’s just matching,” he argues. “Accounting is sending an invoice to somebody so they’ll pay me.”

He describes his recent struggle trying to upload an invoice to a client portal. It’s a “mundane” task that should be simple but isn’t. The process requires navigating confusing interfaces, making contextual decisions, and handling exceptions that don’t fit predetermined patterns. AI can’t do this reliably because it lacks the real-world context that humans take for granted.

The disconnect is striking. Thought leaders keep repeating the same message they’ve preached about cloud accounting for a decade: technology will free you up for advisory work. But as David points out, “I don’t think AI is freeing up your time to do that work yourself.” Instead, AI is doing the advisory work directly.

Are You Willing to See the Opportunity?

Where things get interesting is the same AI capabilities that threaten thought leaders create a massive opportunity for regular practitioners if they’re willing to see it.

Mike Salvatore, the Chicago business owner interviewed by the Wall Street Journal, wasn’t working with an accountant before. His AI “CFO” didn’t displace a human. He simply started getting insights he’d never received.

“Very few accountants serving Main Street businesses will actually do that kind of work for a price these business owners want to pay,” Blake explains. “So they do it themselves, but they don’t do it often and they don’t do it well.”

AI is filling a vacuum, not replacing existing services. And that vacuum is huge.

If a business owner can get advisory insights that are even 50-80% accurate from AI, that’s better than the nothing they’re getting now. The question for accounting firms is whether to let clients figure this out themselves or to offer AI-powered advisory services with professional oversight.

“Firms can feed data from clients’ QuickBooks files and their point of sale systems into these tools to generate AI analysis,” Blake suggests. “You can charge for it, because you’re adding the oversight—checking the numbers, making sure it actually makes sense.”

David connects this to a decade-old challenge. He remembers when LivePlan tried to train bookkeepers to offer business planning services. “They really struggled with it because they’re good at bookkeeping. But it’s hard to teach somebody to tell a story and create the narrative around the numbers.”

Now, “all those bookkeepers can basically offer that with AI out of the box and charge for that additional service.”

When ChatGPT (playing the role of thought leader) was asked what would make it worry about being replaced, it gave a revealing answer: clients accepting “AI-generated advice as good enough, even in ambiguous scenarios.”

Blake’s interpretation is blunt. “That’s what AI will fill—the gap in the market where accountants aren’t providing the service. There’s a big gap and there aren’t enough of us.”

Why Billable Hours Kill Innovation

One survey question asked about the “AI premium.” How much more should an AI-savvy accountant earn compared to an identical colleague who doesn’t use AI? The thought leaders said these employees should obviously be paid more.

Blake laughed at this. “How can you pay them more if you’re looking at them in terms of billable hours? AI is going to actually reduce their billable hours, not add more.”

If an employee uses AI to finish work in half the time, they bill half the hours. Under the traditional model, they look less productive, not more. Under the traditional model, “you should pay the AI employees less because they’re working less,” Blake points out.

This creates a ridiculous situation where your most innovative, efficient employees appear to be your worst performers.

Ryan Lazanis, who built and sold an accounting firm and now coaches other firm owners, has a different approach. He focuses on just two numbers: bottom-line profit and monthly recurring revenue. Not billable hours, utilization rates, or time per client.

“He is not breaking it down by client. He’s not looking at individual job profitability,” Blake explains. The only thing that matters is whether the firm made money over the year.

This makes sense because staff costs are fixed. “The amount of hours they spend has no impact on your profitability,” Blake notes. You only need to worry if one client is so demanding they prevent you from taking on others.

“You don’t have to track hours for months to figure out which clients are eating up your profits,” David adds. “You just go to your team and say, ‘Who’s the biggest pain in the ass client?’ And they’re going to tell you.”

There’s also a technical angle to consider. Blake cites research showing AI is nearly 100% accurate on tasks that take humans 4-5 minutes. That accuracy drops for longer tasks, but the threshold is “doubling every seven months.” By the end of 2026, AI might handle 10- to 20-minute tasks reliably.

But this only matters if firms can capture the productivity gains. Under billable hours, faster work just means more hours to fill. Under outcome-based metrics, faster work means more capacity for growth.

Is the AI Accounting Influencer Coming?

As the episode wraps up, Blake and David float an idea that captures the absurdity of the current moment. They’re considering creating an AI accounting influencer—a completely artificial thought leader to see if it can build a following comparable to real industry voices.

“Let’s make an AI accounting influencer and see if we can build its following to eclipse that of those real influencers,” Blake suggests. They could have it write newsletters, create content, maybe even land sponsorship deals.

It’s partly a joke, but it makes a serious point. If an AI can answer thought leadership survey questions as well as humans, write articles, and provide strategic insights, what exactly makes human thought leaders irreplaceable?

The answer might be less comfortable than the profession wants to admit.

Looking Ahead

The Accounting Today survey offered some important insights, though probably not what it intended. The people most confident about AI’s limited impact are those whose work AI does best. When ChatGPT generated answers indistinguishable from human experts, it demonstrated the very vulnerability those experts deny.

The real story is that AI excels at synthesis and narrative, which are the heart of advisory work, but struggles with the contextual, exception-filled world of everyday bookkeeping.

Firm owners should rethink their services to capture the advisory opportunity AI makes possible, and abandon billable hours before they strangle your ability to innovate.

For individual practitioners doing transactional work, the news is actually good. Your skills remain valuable precisely because your work requires the messy, contextual judgment that AI lacks.

And for thought leaders? As David observed with obvious frustration, the elitist attitude that “I’m better than you” has been in accounting for 30 years. “The reality is completely opposite. People are completely missing what’s really going to be replaced by AI.”

The race isn’t between humans and machines. It’s between practitioners who recognize AI’s true capabilities and those who cling to comfortable narratives while missing the transformation happening around them.

To hear more about Blake’s AI-powered lifestyle, David’s thoughts on what bookkeeping really is, and their plan to create an AI influencer that might outperform the human ones, listen to episode 469 of The Accounting Podcast.

Leading with Empathy: Building Accounting Teams That Thrive

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Earn free NASBA-approved CPE for listening to this episode. Visit Earmarkcpe.com, take a short quiz, and get your certificate.

“Star performers aren’t immune from accountability,” says Lisa Gilreath, Managing Partner at Acuity. “Often they perform really high. But you’re going to see the other half of your team suffer in terms of their performance.”

This frank observation cuts to the heart of one of accounting’s toughest leadership challenges—dealing with talented but toxic employees. It’s just one of many practical insights shared during this episode of the Earmark Podcast, recorded live in Atlanta during the Advisory Amplified tour.

Host Blake Oliver sits down with Lisa Gilreath and Valerie Heckman, Accountant Community Manager at OnPay, to explore what empathetic leadership really looks like in accounting firms. Their conversation goes well beyond feel-good management theories to address the real challenges firms face when deadlines hit and pressure mounts.

Why Empathy Makes Business Sense

When Blake asks Lisa why firms shouldn’t burn out their people, her answer is refreshingly honest: “They’re really hard to replace right now.”

This practical reality drives home why empathetic leadership isn’t just nice to have—it’s essential for survival in today’s talent market. Lisa explains that with staffing shortages and people tired of 60-80 hour work weeks, firms have to build healthier workplaces to succeed.

But deadlines don’t disappear. Tax seasons still come. Clients still have needs. The key is finding ways to meet those demands without destroying your team in the process.

Building Breathing Room Into Your Firm

Traditional firms plan for 100% utilization, assuming everyone will be productive every single day. Lisa takes a different approach at Acuity, planning for 75-80% capacity instead.

“You can’t run the people to the absolute end and expect not to be in a crisis situation if somebody has an issue,” she explains. This isn’t about accepting lower productivity. It’s about building resilience into your workflows.

Personal crises illustrate why this matters. “Personal crises, tragedy or challenges never check your calendar to see if you have time to deal with them,” Lisa notes. Over 20 years at Acuity, she’s seen it all—employees who unexpectedly passed away, team members losing spouses, medical emergencies that required immediate attention.

These aren’t rare events. They’re the reality of managing people over time. The question is whether your firm can handle them without falling apart.

Lisa recommends having your “phone a friend on speed dial”—an HR expert or advisor who can provide objective guidance when emotions run high. Small firms especially struggle when close relationships make it hard to separate business needs from personal loyalty.

How Systems Create Space for Humanity

Many firms see standardization as rigid and impersonal. Lisa flips this completely, showing how standard processes actually enable empathy.

“If you do have a standard scope of services for your transactional stuff, you can plug and play people,” she explains. “Paying bills is paying bills. Doing payroll is doing payroll. It’s just a matter of where you get that source data.”

When every client engagement follows similar patterns, any qualified team member can step in during an emergency. This protects both the employee who needs support and the client who needs continuity.

Acuity spreads work throughout the year using recurring CAS engagements rather than accepting the traditional feast-or-famine cycle. “We’re focused on being proactive in those interactions all year long,” Lisa says. This creates predictable workflows that allow for coverage when life happens.

The approach helps team members too. Lisa tells her people: “Build our workflows and build our communication patterns so that if you need to leave unexpectedly, we’ve got your back. Help us help you.”

Reading the Warning Signs

Technology provides new ways to spot problems before they become crises. But Lisa doesn’t just watch productivity metrics. She pays attention to communication patterns.

“I’m noticing when people are no longer engaging in Slack conversations at the same pace that they once were,” she explains. “They’re not showing up in meetings and being as talkative as they once were.”

These changes signal that something’s wrong before performance completely deteriorates. A normally responsive team member whose emails slow down. A strong performer whose deliverables lag. These whispers often matter more than what people explicitly say.

Valerie adds another important metric: PTO usage. “If people aren’t using it, that’s a sign,” she notes. “Are they afraid to use it? Do they feel like if they use it, they’re not contributing enough to the team?”

Her own mother exemplifies this problem, going years without taking vacation because she worried about work piling up. “She would never, ever take a day that payroll needed to be run or the day after in case there were mistakes,” Valerie recalls.

The flip side matters too. Excessive PTO usage might signal disengagement or job hunting. These patterns hide in payroll data most firms already collect but rarely analyze for team health insights.

The Toxic High Performer Problem

Every firm faces this dilemma eventually: what do you do with someone who delivers great results but poisons team culture?

“Toxic workers will take you down,” Lisa states plainly. While star performers deliver individually, the rest of the team suffers. The math is clear—protecting one toxic high performer often means losing multiple good employees.

But Lisa doesn’t jump straight to termination. “I start from a place of curiosity,” she says. “How did we get here? What’s going on with them?”

Sometimes it’s a personal crisis. Sometimes they don’t understand expectations. Sometimes they genuinely don’t realize they need to collaborate. Starting with curiosity creates space for course correction.

The same principle applies to clients. When Blake asks about unreasonable client demands on her team, Lisa’s response is swift: “They’re probably not going to be a client for much longer.”

Acuity holds both team members and clients to their values. “This is how we intend to operate,” Lisa explains. They regularly review their client base to ensure alignment, not just to cull unprofitable work but to protect team wellbeing.

Navigating Industry Change With Compassion

The pace of change creates another empathy challenge. Many experienced accountants built careers on consistency and process. Now they’re asked to develop entirely new skills.

“We liked that about them for a really long time—that they followed the process and they didn’t question the process,” Lisa observes. “Now we’re asking them to talk to clients, and they’ve never had to talk to clients. They just had to fill out the form.”

With AI transforming the profession, these changes feel overwhelming to some team members. The empathetic response isn’t to abandon these people but to “bring those people along at their pace as well as the pace of the industry.”

This is where hiring for adaptability becomes crucial. Lisa looks to new graduates who see AI as normal, not threatening. “They’re unafraid. They will just try anything,” she says. These digital natives may help bridge the gap for more experienced team members struggling with change.

Taking Action This Week

Valerie offers practical advice for leaders wanting to be more empathetic: pause.

“Taking that time when something happens, when there’s an experience with a worker or team dynamic and saying, okay, we’re going to sleep on it,” she suggests. This fights the instinct to immediately jump in and solve problems.

Pausing allows you to ask better questions rather than make assumptions. It could be personal challenges, professional struggles, or something else entirely. Without that pause, you might treat symptoms instead of root causes.

Lisa adds another suggestion: engage your team in discussing a problem and just listen. “They will often lead with things that are coming from a place of fear or concern,” she notes. Understanding these underlying worries helps you address real issues, not just surface problems.

Your Role as an Advocate

Perhaps the most important mindset shift involves how leaders see their role. “I am their number one advocate,” Lisa says about her team. “My role is not just to drive them to production, it’s really to advocate for their needs.”

This means creating multiple channels for support, recognizing not everyone feels comfortable approaching their direct supervisor. “If I’m not the person that you can reach out to, I promise you, I have paths for you to go raise your concern,” Lisa tells her team.

The business case remains clear throughout the conversation. In today’s environment where good people are “really hard to replace,” protecting team culture isn’t charity—it’s strategy. Firms that recognize their people as “the engine” and act accordingly will outlast those clinging to the burnout model.

Listen to the full episode to hear more practical strategies for implementing these changes in your firm. Lisa and Valerie share specific tips on creating buddy systems for coverage, working with HR consultants, and building workflows that respect both deadlines and humanity. Their insights offer a realistic path forward for firms ready to lead with empathy while maintaining business success.

From Data Entry Nightmare to Automated Workflow in One Demo Session

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You’re ten days away from the 1099 and W-2 deadline, and you’re still wrestling with QuickBooks, fielding a flood of W-9 request emails, and dreading the inevitable data entry marathon. Sound familiar?

You’re not the only one. As David Leary admitted during a recent Earmark Expo webinar, “I’ve been procrastinating on issuing 1099s. It’s just not a great experience.” He described the dual frustration that many accountants know all too well. “It’s annoying work on both sides. I need to do my 1099s, but then, as a business that receives them, I get a slew of emails from other companies asking for a W-9.”

In the webinar, David and co-host Blake Oliver took TaxBandits for a test drive with Nikita Sullivent, the company’s Support Specialist, to explore how this IRS-authorized e-file platform handles over 70 tax forms. The live demo included the authentic technical hiccups we all face with real-world software and shared practical solutions for the compliance challenges that hit every January.

Getting your data in: from hours to minutes

Manual data entry for hundreds of 1099s is a bottleneck that keeps you from serving more clients. TaxBandits tackles this with multiple import options that meet you where your data lives.

The platform offers three main paths for getting data in. You can:

  1. Enter forms manually one at a time (perfect for that forgotten contractor),
  2. Use bulk upload templates for larger volumes, or
  3. Connect directly with accounting software (current integrations include QuickBooks Online, Xero, Sage Intacct, and Zoho, with Karbon integration coming soon).

The bulk upload process stands out for its simplicity. As Nikita demonstrated, “You’re reviewing the columns at the top and inputting the data beneath them. Once we have all of that data input, we’ll just download it as a CSV and drag and drop it in.”

David particularly appreciated one detail. “I like how on your templates, in the header of each column, you give the instructions for the values you accept in that field.” No more guessing whether to use “CA” or “California,” or whether TINs need dashes.

The workflow breaks down like this:

  1. Download the Excel template with clear column headers
  2. Fill in your data following the built-in instructions for each field
  3. Drag and drop the file into TaxBandits
  4. Review the automatic error check that flags issues like missing digits in EINs or duplicate records
  5. Fix any problems by either editing in the app or exporting just the error records for correction

For QuickBooks users wondering about the process, David confirmed you can export your vendor list, filter for 1099 vendors, and use the “upload your own file” feature. The first time requires mapping your fields to TaxBandits’ fields, but that mapping saves for future uploads.

One webinar attendee asked whether they needed to re-enter last year’s payees. “Absolutely not,” Nikita answered. “Everything stays in your account and rolls over year after year.” When you import this year’s data and the system finds a duplicate, you can either delete it or update the existing record with any changes.

The platform also distinguishes between importing only recipient data and importing both payer and recipient data. If you maintain TaxBandits throughout the year, importing just recipients during filing season works best since you’ve already set up your payers. But if you’re adding everything at once, the combined import saves steps.

With data flowing smoothly into the system, the next challenge is ensuring that data won’t bounce back from the IRS.

TIN verification: the new compliance reality

Getting data into the system efficiently matters only if it passes IRS validation. The agency’s transition from the FIRE system to IRIS (Information Returns Intake System) brings stricter requirements that every accountant needs to understand.

“The IRIS system is going to be far stricter on TIN matching than the FIRE system was,” Nikita warns. “Which means if the SSN, the EIN, the TIN, and the recipient name don’t identically match the IRS database, it’s going to kick the form back to you as accepted with errors, and you have to file a correction.”

The keyword is “identically.” A contractor who goes by “Mike” but whose Social Security card reads “Michael” could trigger a rejection. Even punctuation differences in business names can cause problems.

TaxBandits builds TIN verification into multiple touchpoints:

  • When collecting W-9s throughout the year
  • When adding recipients to your address book
  • During the 1099 workflow as a final check

The smart approach starts early. “When you get a W-9, when you get a new employee or contractor, you go ahead and do the TIN matching on that prior to the filing season,” Nikita advised. This prevents last-minute surprises when deadlines loom.

Verification typically returns within two to four hours during normal periods. But during peak season “it can be up to 24 hours,” Nikita warned. If you’re verifying TINs within the 1099 workflow itself, the system waits for results before transmitting, which is potentially problematic if you’re filing on January 31st.

For those worried about the cost of corrections, TaxBandits offers some protection. Their “TaxBandits Commitment” covers correction filings at no additional charge. But even free corrections cost you time and stress.

The platform also streamlines W-9 collection. Instead of chasing paperwork, you can send electronic W-9 requests. Recipients complete them online, and the data flows directly into your TaxBandits account, ready for immediate TIN verification if desired.

Once your forms are prepared and verified, you still need to get them into recipients’ hands compliantly.

Distribution flexibility that actually works

The old choice between hours at the post office or forcing everyone into electronic delivery is over. Modern distribution needs flexibility, and TaxBandits delivers exactly that.

“Everything is very customizable to your needs,” Nikita explained when asked about mixing delivery methods. “You can choose some postal mail, some online access, and some want both.”

The three distribution paths each serve different needs:

  • USPS postal mailing handled entirely by TaxBandits
  • Electronic recipient portal requiring just an email address
  • Both options for recipients who want backup

The electronic portal solves a critical compliance issue. The IRS requires formal consent for electronic delivery, so you can’t just email a PDF. TaxBandits automates this. Recipients receive a secure link, enter a PIN for verification, and provide documented consent.

If someone ignores that email, the system tracks everything. You can see who consented, who declined, and who never responded and then handle postal delivery for the holdouts.

For returning recipients, the portal builds value over time. “If you file for that same recipient next year, they’ll use the same link, and they’ll access all of the documents from the same portal,” Nikita noted. Recipients get their own organized tax document archive without any extra work from you.

State filing adds another compliance layer, but TaxBandits simplifies this, too. The platform tells you exactly what each state requires:

  • States requiring direct filing (you handle separately)
  • Combined Federal/State Filing participants (automatic forwarding)
  • States requiring no 1099 filing

Throughout the process, you get real-time status updates so you can see which forms were transmitted to, received by, and accepted by the agency. For postal mail, statuses are submitted to USPS and en route to the recipient. When a client claims they never received their form, you have documentation. After transmission, watermarks disappear from your copies, and you can reprint professional versions anytime.

For firms with multiple preparers, the platform offers even more control through team management features.

Scaling with teams and support

Larger firms need more than just bulk upload; they need workflow management. TaxBandits’ team management features let you maintain control while delegating the actual work.

The system offers three permission levels:

  1. No roles: Any team member can prepare, approve, and transmit
  2. Two roles: Preparers create forms, approvers review and transmit
  3. Three roles: Preparers create, approvers review, transmitters handle payment and filing

You can also create location-based groups. Nikita shared an example. “Say you have a group in Indiana and a group in Tennessee. Anytime you add a new payer and assign them to the Tennessee group, then all of the team members included in the Tennessee group have access to that payer.”

Support is critical when things get complex. During busy season, TaxBandits extends hours to 8 a.m. to 8 p.m. Eastern. They offer phone, email, and chat support, plus an AI assistant that pulls from both their knowledge base and IRS guidelines.

The platform’s YouTube channel provides step-by-step videos for specific workflows. For Sage Intacct users who asked about integration, Nikita recommended checking their channel for detailed walkthroughs showing the complete process from Sage to TaxBandits.

Pricing works on a credits system with bulk discounts. Buy more credits upfront, pay less per form—and credits never expire. As Nikita confirmed when asked about rollover, “Your credits will never expire. So if you want to purchase for the next five years now and get the best price we can give you, go for it.”

Making next year easier starts now

The strategies demonstrated in this webinar show a fundamentally different approach to information returns. TaxBandits treats compliance as a year-round process rather than a January panic.

The IRS’s push toward e-filing mandates and stricter validation isn’t slowing down. The IRIS system is just the beginning of modernization efforts that will continue tightening requirements. But the webinar demonstrated real workflows you can adopt immediately, from template imports to electronic W-9 collection to role-based team permissions.

Ready to transform your 1099 and W-2 workflow? Watch the full Earmark Expo webinar to see TaxBandits in action, including the complete demo of bulk uploads, error checking, and team management features. The platform offers over 70 tax forms beyond just 1099s and W-2s, making it a comprehensive solution for year-round compliance needs.

The Auditors Got Red Flags About $95 Million in Missing Funds and Signed Off Anyway

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In the last episode of 2025 of The Accounting Podcast, hosts Blake Oliver and David Leary kicked off the conversation with an unexpected problem: America is running out of pennies. David’s friend owns sandwich shops in Tucson and literally can’t get pennies from the bank anymore. Businesses are being forced to round to the nearest nickel, and point-of-sale systems are scrambling to adapt.

“Square admits one fifth of all the transactions on Square are still paid in cash,” David noted, highlighting how this seemingly small issue affects millions of daily transactions. The government claims there are 300 billion pennies in circulation, but as David pointed out, “Obviously this isn’t true because businesses all over America do not have pennies to use in transactions.”

But the penny shortage was just the warm-up. The hosts quickly moved to a much bigger story about missing money: $95 million vanished at Evolve Bank, yet the auditors still signed off on clean financial statements.

$95 Million Went Missing While Auditors Said Everything Was Fine

Blake followed the Evolve Bank story for years, and recent Freedom of Information Act requests uncovered stunning details about what the auditors knew and ignored.

Evolve Bank is a chartered bank that worked with Synapse, a “banking as a service” company that wasn’t a bank itself but managed the technology connecting consumer apps like Yotta and Juno to actual banks. When you used these apps, you’d see your balance, but you had no idea which bank actually held your money. Synapse managed all those details.

“Everything worked great until April 2024, when Synapse filed for chapter 11 bankruptcy and shut down operations,” Blake explained. Suddenly, the banks and the apps couldn’t figure out where customer money actually was. Evolve froze withdrawals from thousands of accounts, leaving people unable to access their own money for months.

When banks examined Synapse’s records, they found massive problems. Between $65 and $95 million in customer funds couldn’t be traced to any bank. “Your Juno account might say $10,000, and the bank that’s supposed to have the $10,000 says, ‘We don’t have it,’” Blake explained.

The most damaging revelation came from the 2023 audit. When Crowe, Evolve’s auditor at the time, asked Synapse to confirm cash balances, the response should have triggered immediate action. Evolve listed 113 accounts, but Synapse was missing 29 accounts from daily data feeds. Synapse’s general counsel asked to discuss the discrepancies with Evolve’s leadership.

Evolve never responded to that request, yet Crowe still issued a clean audit opinion.

“Ninety five million is a lot of money,” Blake observed. “It would be 6% to 7% of Evolve’s total assets, likely over 100% of their annual net income, a double digit percentage of equity capital in some years. And typically, materiality would be 1 or 2% of assets.”

Are SOC 2 Reports Worthless?

The Evolve disaster led the hosts to question other compliance frameworks, particularly SOC certifications that companies display as badges of trustworthiness.

“My guess is Synapse had their SOC 2, because it’s not that hard to get a SOC 2,” Blake said. “According to my understanding, it’s really just a lot of documentation of the controls. But there’s not necessarily any confirmation that those controls are being followed.”

“They paid the money and got the badge for their website,” David observed. 

The hosts also discussed how a New Jersey accounting firm, Sax, took 18 months to inform nearly 250,000 people about a data breach. The firm claimed it followed standard procedures and saw no evidence the stolen data was misused, but for 18 months, affected individuals had no idea their personal information might be compromised.

“People could be using your stolen identity fraudulently 18 months before the accounting firm lets you know,” David said.

The problem is that while firms must have Written Information Security Plans (WISPs), they’re not necessarily legally required to execute them properly. “We focus on the wrong thing,” David argued. “We focus on having a WISP, not actually executing the WISP.”

Partners Don’t Know What Partners Make

In a lighter but equally revealing segment, Blake shared his favorite LinkedIn post of the year from Chase Birky, CEO and Co-founder of Dark Horse CPAs. Chase shared that almost a third of partners don’t know how much partners make at their own firms.

“How do CPAs not know how much they make? Isn’t that sort of what we do?” Chase wrote. The problem stems from a lack of transparency at many firms where partner compensation is calculated in a “black box” and communicated well after the fact. This secrecy is at least part of the reason talent leaves public accounting.

“I left because I got offered a job in tech that paid a lot more,” Blake said, sharing his own experience. “I didn’t know how much a partner made, and nobody could tell me what the path looked like.”

Should Companies Report Twice a Year Instead of Four Times?

The hosts also debated President Trump’s suggestion that U.S. companies should move from quarterly to semi-annual reporting, like much of the rest of the world.

Research from the UK showed that changing reporting frequency had “virtually no impact on companies’ internal investment decisions.” Studies also found that quarterly reporting creates “noisier data” that benefits sophisticated investors while hurting everyday investors.

“We’re always talking about how we have too much work to do in accounting and we’re pressed for time,” Blake said. “What better way to give ourselves more time than to make it two times a year instead of four?”

David wondered if less frequent reporting might reduce the pressure to play accounting games. “Monthly reporting probably puts pressure on people to sidestep the rules because it’s so fast and you have to perform.”

Looking Ahead to 2026

The hosts wrapped up with predictions for the coming year. David was skeptical about AI transforming bookkeeping. “I don’t see me doing bookkeeping at the end of 2026 any differently than I did in 2025, 2024, 2023, or 2022.”

Blake disagreed, pointing to new AI browsers that can actually navigate accounting software and complete tasks. “The time is doubling every seven months,” he explained. “Within the next year, we’re going to see AI able to complete tasks that take 15 to 20 minutes with 100% accuracy.”

David also predicted that OpenAI would strike a multi-million dollar deal with the AICPA, that at least two AI companies would fail, and, in his easiest prediction, “Intuit will tick off accountants in 2026.”

The episode covered far more ground than can be captured here, from the technical details of audit failures to the future of AI in accounting. For the complete discussion and all the insights Blake and David shared in their final episode of 2025, listen to the full episode of The Accounting Podcast.

The End of Data Entry and What It Means for Your Tax Practice

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Elizabeth Beastrom left public accounting 30 years ago because she was sick of rekeying data into tax returns. Now, as President of Tax and Accounting Professionals at Thomson Reuters, she works to make sure no accountant has to do that mind-numbing work ever again.

“I was a lazy CPA,” she admits with a laugh during this episode of the Earmark Podcast. “I didn’t want to spend my time doing work that I didn’t think was necessary.”

In this conversation with host Blake Oliver, Elizabeth and Kirat Sekhon, Thomson Reuters’ Head of Technology, map out their vision for automating the entire tax workflow, from gathering documents to delivering returns. They want listeners to know that AI-enabled firms are going to outcompete everyone else, and the shift from compliance to advisory isn’t optional anymore.

Why Tax Firms Can’t Keep Doing Things the Old Way

The numbers tell the story. Fewer people are taking the CPA exam while more accountants retire every year. Meanwhile, tax complexity keeps growing, which means more demand for services with fewer people to do the work. Throw in private equity firms buying up practices and pushing for efficiency, and you’ve got a perfect storm.

But it’s not just about headcount. The new generation of accountants expects modern tools that actually work together—not the clunky desktop software their predecessors put up with.

“They expect to use intuitive and connected tools,” Kirat explains, “so they have a better experience while they deliver value to their customers.”

So why has tax software stayed stuck in the desktop era while cloud accounting tools have taken off? Kirat points to two reasons. First, tax calculations are hard to get right, and once you build something that works, nobody wants to break it. Second, accountants themselves haven’t pushed for change. When you’re working 80 to 100 hours during busy season, the last thing you want is to learn new software.

“The term SALY—same as last year—still comes through,” Elizabeth notes. “You found a way to do it and you like to replicate that. Change is hard, especially when you have to introduce that to the firm when you’re working 80 to 100 hours a week.”

But resistance to change is becoming dangerous. Elizabeth’s own exit from the profession 30 years ago shows what happens when the work becomes too tedious. Back then, she discovered she loved the advisory side, including talking to clients, understanding their businesses, and making recommendations that actually helped them improve. But she was stuck doing data entry.

“I would spend time talking to my customers,” she recalls. “Some of my best inputs came from the people in accounts payable or accounts receivable. I would get a detailed understanding of their process.” But then she’d have to go back to rekeying tax data, and the contrast was too much.

Building the “Bookends” Around Tax Prep

Thomson Reuters isn’t trying to fix one piece of the tax workflow; they’re automating the whole thing. Their strategy focuses on creating what Elizabeth calls “strong bookends” around their core tax engines (GoSystem Tax, CST, and UltraTax).

The front bookend came through their acquisition of SurePrep three years ago. Practitioners dump all their client documents into the system, and SurePrep automatically classifies them, pulls out the relevant numbers, creates a binder for review, and fills in the tax software. No more manual data entry.

“That’s a huge time savings when you don’t have to spend time doing all of that manual data entry,” Kirat says, “and they can actually focus on the return.”

The back bookend arrived with SafeSend, acquired earlier this year. It handles return delivery, e-signatures, and payment collection, eliminating what Elizabeth remembers as the nightmare of printing, mailing, and faxing documents back and forth 30 years ago.

What’s different about Thomson Reuters’ approach is they’re keeping these tools open to work with competitors’ software too, not just their own tax products.

“It is an open, curated ecosystem,” Elizabeth emphasizes. “If customers find value in part of their workflow, we want to make sure we connect to it.”

Beyond just automating existing steps, they’re trying to eliminate unnecessary work entirely. Take the client questionnaire—that paper organizer Blake’s mom still fills out by hand every year. Thomson Reuters wants to “kill the questionnaire” by using AI to pre-populate information from prior returns and only ask for what’s actually new or missing.

The next frontier is what Kirat calls “agentic AI,” systems that don’t just handle one task but orchestrate entire workflows. These AI agents can use multiple Thomson Reuters products in sequence, making decisions along the way to get a return from start to finish with minimal human intervention.

But everything the AI does needs to be auditable. Kirat stresses that any AI handling tax work must show exactly what decisions it made and why.

“Our customers expect the work product of an accountant to be 100% accurate,” she explains. “Without providing that audit log with the decisions and choices and confidence levels, we’re missing the mark.”

Blake agrees enthusiastically, sharing his frustration with current AI tools that don’t show their reasoning. “I want to know why it matched this transaction,” he says. “There’s an AI conversation for each one of these transactions. Why not give that to us?”

The Shift to Advisory Can’t Wait

If machines can prepare returns faster and more accurately than humans, what exactly are clients paying for? Two-thirds of Thomson Reuters’ customers say they want to shift to advisory services, but most don’t know how to actually do it.

Enter Ready to Advise, launched in June 2024. The tool takes everything from a completed return and analyzes it against potential tax strategies based on that client’s specific situation and goals.

“It will quantify the savings,” Elizabeth explains. “It will ask for more information to get to a range. It will allow you to have that discussion where you can say, ‘Hey Blake, I noticed from your 1120-S filing some potential strategies you should take.'”

Then it walks you through implementing those strategies and produces client-ready documentation. For firms struggling to move beyond compliance, this is huge.

But technology alone won’t fix the business model problem. Clients have been trained to expect strategic advice for free. “I might call my accountant and say, ‘Hey, tell me what this big beautiful bill does for me this year?,’ which is code for don’t charge me for this,” Elizabeth says, capturing the conundrum perfectly.

That’s where Practice Forward comes in. It’s Thomson Reuters’ tool for helping firms understand their worth and develop advisory pricing models. The goal is shifting from hourly billing for returns to year-round advisory subscriptions.

Ready to Advise also solves a talent problem. Traditionally, you needed years of experience before you could offer meaningful tax advice. But with AI assistance grounded in Checkpoint’s content (maintained by over 4,500 subject matter experts), newer staff can contribute to advisory work much sooner.

“That junior associate’s experience, paired with all the knowledge that there is available in generative AI today, is incredibly powerful,” Kirat notes.

Blake shares a personal example that drives home the value of advisory over compliance. His tax preparer advised setting up a C-Corp to potentially qualify for QSBS treatment, which could save millions in taxes someday.

“I can’t even quantify the value of that,” Blake says. “But that’s why I’m willing to pay thousands of dollars for a tax return. It’s that insight, not the return.”

Meanwhile, DIY tax software keeps getting better. Blake describes doing a business return himself using consumer software with ChatGPT open for research. The same process would have taken hours of manual work just a few years ago.

Firms that stick to just preparing returns are going to get squeezed from both ends.

“AI-enabled professionals and firms, they’re going to outcompete and outperform,” Elizabeth warns, “because they’re going to be able to do it faster, better and get to this advisory, which our clients want.”

What to Do Right Now

So where should a traditional tax firm start? Elizabeth recommends figuring out what you hate doing.

“What are your pain points that you hate to do?” she asks. “There’s a pretty high likelihood that I or a talented person on my team is going to be able to say, ‘This is how we can solve that for you.’”

The technology exists today. SurePrep can handle document gathering. SafeSend can automate delivery. Ready to Advise can help you identify tax-saving opportunities. CoCounsel can answer complex questions using curated, expert-verified content. The audit logs are there to verify everything the AI does.

The harder change is mental: accepting that the compliance work that defined the profession for decades is becoming commoditized, and the future belongs to firms that embrace automation as the foundation for higher-value advisory services.

Elizabeth even suggests bringing these concepts into accounting education to attract new talent. Currently, tax courses focus on rules and calculations rather than strategy. After all, accounting is still “the language of business,” as Elizabeth was told as an undergraduate. The difference is that AI can now handle the grammar and spelling, freeing professionals to focus on telling the story.

The transformation won’t be easy, but it’s not optional. As Elizabeth learned when she left the profession out of frustration with mundane tasks, talented people won’t stick around if the work doesn’t engage them. The good news is that automation finally makes it possible to eliminate the drudgery and focus on what really matters: helping clients succeed.

Listen to the full conversation with Blake, Elizabeth, and Kirat for more insights on preparing your firm for the automated future of tax.