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AI Won’t Just Speed Up Your Close – It Will Eliminate It Completely

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“I want it gone.”

Aaron Harris, CTO of Sage, isn’t talking about making the financial close faster. He wants to eliminate it completely. No more monthly scrambles to lock the books. No more accountants working late to reconcile accounts. No more rigid cycles that control how businesses operate.

He shared this goal during his recent appearance on The Accounting Podcast, recorded at Sage Future in Atlanta. Harris has been a returning guest since 2019, and his message has stayed remarkably consistent: artificial intelligence will fundamentally change accounting processes and how businesses operate.

Harris isn’t just talking about automation making things faster. He’s challenging the basic business cycles that have defined corporate operations for generations. He envisions a future where annual audits become continuous, where quarterly tax filings disappear into real-time government systems, and where rigid business cycles give way to always-on, intelligent operations.

From Simple Tasks to Autonomous Operations: The Three Waves of AI

Harris breaks down AI’s evolution in accounting into three distinct waves, each building toward his vision of eliminating business cycles completely.

Wave One: Task-Based AI

The first wave focused on very specific jobs like reading invoices or classifying transactions. These systems worked like sophisticated scripts. They could automate tasks, but they needed humans at every step. “You can’t really interact with this AI,” Harris explains, “and because these are sort of very narrowly defined models, they can’t do a lot very flexibly.”

Wave Two: Generative AI

This wave brought conversational interfaces like Sage Copilot. Suddenly, AI could interact naturally with users and work more flexibly. This opened up possibilities for people outside the accounting team to use these systems. “The two big things are now you can interact with the AI,” Harris notes, “and it’s those underlying capabilities allowing that interaction that allow the AI to work more flexibly.”

Wave Three: Agentic AI

This is where Harris sees the real transformation. These systems can plan, execute, and operate on their own. They can access tools and interact with other systems without constant human guidance. “The real breakthrough comes with Agentic AI, where we’re now equipping these large language models. They think through how to plan something start to finish and execute on that.”

The progress has been dramatic. Harris tracks the journey from two to three weeks for financial close in 2019 to just two to three days today for some customers. But he’s not satisfied with just making things faster. “There are some breakthroughs, and we’re going to reach a point where businesses say, you know what, we’re just not going to operate this way anymore,” he predicts.

Sage already has AI systems handling complex tasks autonomously. Their outlier detection works across accounts payable, supply chain operations, and construction bidding. These systems don’t just flag problems; they prevent them by catching patterns humans would miss.

This evolution leads Harris to ask, if AI can keep our data accurate all the time, why do we need to “close the books” at all?

Why the Financial Close Needs to Die

Harris challenges something most accountants take for granted: the need for periodic closes. “Why do I need a close?” he asks. “Isn’t that kind of an archaic concept? Like, I’m locking up the books so nobody can access them anymore, and so that the data is memorialized forever. That’s ancient.”

This isn’t just theory. Real examples around the world show businesses moving toward continuous operations. In Brazil, every invoice must be filed with the government in real time. The UK’s “Making Tax Digital” (MTD) program requires businesses to upload their general ledgers to government servers quarterly, with AI automatically coding transactions. “Fundamentally what happens,” Harris explains, “is your general ledger gets uploaded to a government server. When it comes time to file the taxes, you’re just signing something, because they already know what you owe.”

These government requirements force businesses to modernize in ways that make continuous operations inevitable.

Harris’s vision for continuous auditing might be the most radical change. Instead of annual audits that review old data, he sees auditors providing ongoing assurance with technology constantly monitoring books. “My vision for continuous auditing is that the auditors are going to make a lot more money than they’ve been making,” he predicts. “It’s going to be continuous assurance.”

This would transform the relationship between businesses and auditors from periodic validation to ongoing collaboration. Instead of finding problems months later during annual reviews, continuous auditing would catch issues immediately and help fix them in real time.

Building Trust: Making AI Accountable

The biggest challenge is psychological. How do you get CFOs to trust AI systems with decisions they’re responsible for?

Harris understands this deeply. “You have to understand that psychology to design this experience,” he explains. The key is creating a “trust journey,” gradually giving AI more autonomy as users gain confidence through transparency and proven results.

Sage’s answer is its AI Trust Label, which Harris compares to a nutrition label. Click on any AI feature and you can see exactly how it works: what models it uses, how it handles data, security measures, and whether it uses your data for training. “We’re not saying here’s how much you should trust this,” Harris clarifies. “We’re saying here’s the compliance we are subject to and we are meeting and here’s the models we use.”

This transparency is crucial for complex tasks like accrual processing. Before a CFO trusts AI to handle accruals alone, they need to see the system’s suggestions, verify it contacted purchasing about pending invoices, and understand how it decides what to accrue. “I want to see in a very transparent, auditable way what the AI is doing before I say ‘yep, you can do it now’,” Harris emphasizes.

Sage’s careful approach reflects what customers really want. Harris cites a survey showing 75-80% of businesses want AI companies to “take it slow and get it right.” This finding shaped Sage’s strategy of gradual rollout rather than rushing autonomous agents to market.

This approach contrasts sharply with competitors like Intuit, whose AI agents Harris criticizes as trained on community forum content rather than authoritative sources. He describes Sage’s strategy as “a lot less reckless,” emphasizing their focus on serving CFOs who demand absolute accuracy. “We’re ruthlessly focused on the accounting profession. That CFO needs to trust us and they’re not going to use something they don’t trust.”

Instead of using general-purpose AI models, Sage is developing specialized accounting expertise through their partnership with the AICPA. These smaller, fine-tuned models focus specifically on accounting knowledge rather than trying to be good at everything. “I want it to be an expert at a very narrow set of things,” Harris explains. “You want it to be as capable as a CPA.”

AI in Action: What Sage is Building Now

Harris shared several examples of AI already working in Sage products, showing how these concepts are becoming reality.

Sage Copilot has been rolling out across different products over the past year. It started with small businesses using Sage Accounting, then expanded to Sage for Accountants, Sage 50, and now Sage Intacct. The system helps with three main areas:

  1. Close management. Copilot keeps users informed about what’s preventing the books from closing and helps them through the process
  2. Budget variances. It engages budget owners outside the finance team to understand performance and explain variances
  3. Product guidance. Users can ask conversational questions about how to use the software instead of searching through help files

Outlier Detection is Sage’s first major AI investment. Harris explains they built this capability first because “when we talk to finance teams and CFOs, the thing that comes through loud and clear is that they need to be trusted. The thing they care about the most is that their books are accurate.”

The system works differently for each company because “an outlier for company A is not the same as an outlier for company B.” Examples include:

  • Accounts payable. Detecting vendor impersonation, unusual billing patterns, or duplicate invoices using fine-tuned models that create “fingerprints” for common vendors
  • Supply chain. Warning about potential fulfillment problems by spotting irregularities in supply chain activity
  • Construction. Helping estimate projects by recommending which subcontractors to get bids from and flagging unusual bid amounts

What’s impressive is how these systems work together. Harris notes that building AI isn’t just about creating one model. “You’re building a system, and that system is going to have traditional tech. It’s going to have AI. And usually, when there’s AI in it, there’s a lot of different pieces of AI that work together.”

The Bigger Picture: Reimagining Business Operations

Harris’s vision involves fundamentally changing how businesses operate in a real-time economy.

Consider the implications: When we can continuously validate financial data instead of reviewing it annually, investors get unprecedented confidence in business performance. When tax compliance happens in real-time instead of quarterly bursts, businesses can allocate resources more strategically. When companies can predict supply chain issues and prevent them instead of discovering them during month-end reviews, they can maintain customer relationships without the traditional firefighting that defines many finance roles.

For accounting professionals, this means preparing for a future where the monthly close might become as obsolete as manual ledger books. Annual audit cycles that consume enormous resources could give way to continuous partnerships between businesses and their assurance providers. Rigid approval workflows that slow decisions could be replaced by intelligent systems that understand context and risk better than static rules ever could.

The early signs are already here. Harris points to the international examples, Sage’s current AI capabilities, and the continuous monitoring being deployed across industries. “The question isn’t whether this transformation will happen,” Harris suggests, “but how quickly businesses and professionals will adapt.”

What This Means for You

Harris’s predictions might sound futuristic, but they’re grounded in technology that’s already working. The measured approach Sage is taking—building trust through transparency, developing specialized expertise through professional partnerships, and prioritizing accuracy over speed—suggests this transformation will happen thoughtfully.

Accounting professionals should start preparing for a world where traditional business cycles might disappear entirely. The skills that matter won’t be about managing monthly closes, but about interpreting continuous data streams, collaborating with AI systems, and focusing on strategic analysis that only humans can provide.

The future Harris describes isn’t just possible; it’s already beginning. Understanding this evolution and preparing for it might be the most important investment accounting professionals can make in their careers.

Listen to the full episode above to hear Harris’s complete vision for how AI will reshape the fundamental rhythms of business.

When Personal Crisis Collides With Tax Deadlines

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Picture this: You’re standing in a hospital room, staring at a laptop screen that won’t stop wobbling before your eyes. You haven’t been able to sit down or lie down for weeks—not for a single moment—because every time you try, your body erupts in seizures. Your mind is foggy from pain and exhaustion, yet you’re desperately trying to work because you run your own accounting firm, and clients are depending on you.

This isn’t fiction. This was Nancy McClelland’s reality for 107 consecutive days in 2017.

This stark image opens a raw conversation from the She Counts podcast episode “How to Make Business Happen When Life Happens,” in which hosts Nancy McClelland and Questian Telka strip away the professional veneer to reveal what really happens when personal crises collide with accounting deadlines. Their stories shed light on circumstances many women in our profession face but rarely discuss openly.

Nancy’s medical crisis began in July 2017 when her lifelong spinal condition suddenly worsened. “I ended up having seizures on my left leg every time I would sit down or lie down. It was absolutely horrible. I wanted to die,” she recalls. Standing became her only option for work, eating, and even during sleepless nights for over three months.

Telka’s story is equally harrowing. Her son, who has a rare chromosomal abnormality, was hospitalized for a month last year and nearly died from complications unrelated to his syndrome. “It just nearly broke me,” she admits. 

Why We Suffer in Silence

The numbers tell a sobering story about how women in accounting handle personal crises. According to Accounting Today’s 2022 survey, 41% of female CPAs who experienced personal loss delayed taking time off because they didn’t want to appear weak. Even more telling? A staggering 76% later regretted not stepping back sooner.

This reluctance to seek help stems from several deeply ingrained patterns in our profession. First is what Telka calls the “suck it up” mentality. “I always had the mindset—I’m actually kind of ashamed to admit it—but I always had the mindset that we have to suck it up,” she reflects. “When something’s hard, you have to push through and keep going.”

But this approach has its limits. When her son was fighting for his life, Telka reached a breaking point: “I was like, you know what? There is no more suck it up. I cannot suck it up.”

The perfectionism that drives professional success can be particularly toxic during personal crises. Research from the International Journal of Accounting and Finance found that 68% of female accountants feel they’re expected never to make mistakes. This creates what experts call “socially prescribed perfectionism,” a known predictor of burnout.

As McClelland points out, “We have that expectation of ourselves without having it of others.”

Adding to the isolation is the fact that many struggles remain imperceptible. McClelland looked completely normal to observers—she was standing, after all. “You never know what someone is going through,” she realized. “My horrible situation was actually invisible to many people.”

McClelland’s therapist offered a reframe that changed everything about how she approaches difficult times: “Doing your best doesn’t mean the platonic ideal of your best. It means the best you can do under the circumstances.” Now she communicates this directly: “I let people know that I really am doing the best I can. I’m simply not in a situation to do more, but when I am, they’ll get that version of my best.”

The Power of Community Support

The most resilient accounting professionals understand that the path through personal crises isn’t paved with increased isolation but with strategic vulnerability and authentic community connections.

Communication becomes your lifeline, but it requires balance. “Communicate clearly. Communicate honestly,” McClelland emphasizes. You don’t need to share every detail, but transparency about facing challenges builds trust rather than eroding it. “Transparency sets realistic expectations for your availability or temporary performance shifts,” she explains. “And it lets them know this isn’t forever.”

McClelland offers a helpful script she learned from burnout expert Lynnette Oss Connell, for those tentative to divulge details: “That’s all I’m comfortable sharing at the moment. But if you’re open to it, I may want to share more later.” This approach shows trust while gently establishing boundaries.

The fear that sharing struggles will damage professional relationships often proves unfounded. As Oss Connell told McClelland, “We underestimate how much our work family cares about us.” When Telka’s son was hospitalized, she witnessed this firsthand: “So many people came forward and sent gift cards to us.”

McClelland experienced this support through a local colleague who took over her tax clients during her medical crisis. Even more touching was Mindy Luebke from Bookkeeping Buds, who immediately offered to take any work off McClelland’s plate with no questions asked. “She was just like: ‘What do you need right now? Give it to me. I will do it. I will figure it out. We’ll deal with the specifics later,’” McClelland remembers. “It still sticks in my mind as the number-one kindest moment in my entire life.”

The most effective support comes from taking initiative rather than asking “What can I do?” As Telka explains, “When you’re going through something like that, it is so difficult to tell people what you need, and everyone’s asking.” Instead, think about what you would need and simply do it—send DoorDash gift cards, take over upcoming deliverables, or handle routine tasks.

McClelland beautifully illustrates this through a Jewish tradition of praying when hearing ambulance sirens. “If you were that person inside the ambulance and you knew that everyone within the sound of your siren, even strangers, were wishing you well, how much strength would that give you to hold on until you got to the hospital?”

Practical Crisis Management Strategies

When trauma strikes and decision-making becomes nearly impossible, having systems in place can mean the difference between business survival and collapse. The key is building these systems before you need them.

Start with triage thinking, borrowing from emergency medicine to categorize every task. First, identify your “stop the bleeding” priorities: payroll, critical tax deadlines, and regulatory filings. These need to happen regardless of personal circumstances.

Next, distinguish between what truly matters and what feels urgent. “I keep saying, ‘Oh, I’ve got to put together my speaker kit,’” McClelland reflects. “No, I don’t have to. I don’t have to do that today. It can wait.”

The choice becomes simple for everything else: delegate it or drop it. Nancy’s crisis forced her to give away clients who weren’t ideal fits anyway, including ministerial tax work she’d taken on early in her career but wasn’t passionate about. What felt like a loss became strategic clarity.

The challenge is what McClelland calls the “will problem.” A will is a document that, the moment you need it… is exactly when it’s too late to make it. That’s why building systems during normal times is crucial. Lean hard on standard operating procedures, task management tools, saved email templates, and automated processes like invoice reminders.

Decision fatigue compounds every crisis. When you’re already making countless decisions about medical care or family logistics, having to decide how to respond to each client email becomes overwhelming. But with systems in place, you can operate on autopilot when needed.

McClelland learned this lesson the hard way in 2017, but was better prepared when facing another family medical emergency earlier this year. Having her husband added as a bank signatory, documenting processes her team could follow, and automated client communications meant she could focus on family without watching her business crumble.

Resources and Next Steps

For those wanting to explore crisis preparation more deeply, McClelland and Telka recommend Dawn Brolin’s new book,”The Elevation of Empathy. ” This book explores how empathy and compassion—often seen as weaknesses in male-dominated business environments—actually create healthier company cultures and stronger leadership. Oss Connell also shares resources for crisis prevention and recovery on Instagram. And Jennifer Dymond and Karen McConomy have developed a “Business Backup Plan Bootcamp” that walks attendees step-by-step through the creation of an actionable contingency plan.

The hosts want to continue this conversation with real stories from listeners. They’re asking women in accounting to share on the She Counts LinkedIn page about times when they had to keep working through rough personal periods. What helped most? What do you wish someone had said or done during that time?

Your Permission to Be Human

Perhaps the most important message from Nancy and Questian’s conversation is this: you have permission to break, to ask for help, and to admit when circumstances exceed your capacity. As McClelland puts it, “The good and the bad coexist. They do not cancel each other out.” You can appreciate moments of joy and success even more deeply because you understand the contrast.

True professional strength is about building authentic relationships, implementing smart systems, and having the courage to be your real, imperfect, resilient human self.

The future of accounting isn’t about creating invulnerable professionals. It’s about building communities where no one has to face their worst moments alone.

Listen to the complete She Counts episode to hear every detail of McClelland and Telka’s journeys, including specific communication scripts and concrete strategies for building support networks before you need them.

When AI Decides Who Gets Promoted & What Young Workers Really Want

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Americans aged 18 to 34 now rank physical and mental health as the top measure of success, not money. Wealth ranks fifth. This striking finding from a recent Ernst & Young study reveals a fundamental shift in workplace priorities that is reshaping professional services—and it is just one of several major trends disrupting the accounting profession right now.

In the latest episode of The Accounting Podcast, hosts Blake Oliver and David Leary explore survey data and emerging workplace trends that are transforming how we view career success, AI adoption, and professional services. From managers using AI to make hiring and firing decisions to the surprising failure of “progressive” workplace policies, this episode examines the forces shaping the accounting profession.

The Great Generational Divide in Success Metrics

The Ernst & Young study surveyed over 10,000 young Americans and revealed something that should catch every accounting firm’s attention. Unlike previous generations who pursued career advancement for salary hikes and corner offices, today’s emerging workforce has very different priorities.

Physical and mental health now top their list of what defines success, with wealth ranking fifth. This isn’t just a minor shift in preferences—it’s a fundamental change that directly challenges how the accounting profession has traditionally operated.

“Ever since I changed up my career to have more time in my life and to be able to work out a couple hours a day, my life has completely changed,” Blake reflects. “I feel mentally, physically so much better.”

The data supports this shift in several other ways, too. Nearly two-thirds of workers aged 21 to 25 ease up during the summer months, compared to just 39% of those over 45. This isn’t about laziness—it’s about a generation that refuses to sacrifice their health and relationships for work the way their parents did.

As Blake points out, “How can you have physical and mental health? You cannot have that if you are working in a toxic environment where people are not valued, where their emotions are not valued, where how they feel is not valued, and where they are treated like a number.”

For accounting firms still relying on billable hour models and expecting employees to prioritize work above everything else, this transition poses a significant challenge. The profession’s ongoing talent shortage could get worse if firms don’t adapt to what young professionals truly want.

The AI Revolution Happening With or Without Permission

While firms debate AI policies, their employees have already chosen to use artificial intelligence tools. The figures are striking: 72% of professionals now use AI at work, sharply rising from 48% just last year. Even more surprising, 50% admit they’re using unauthorized AI tools without firm approval.

But it’s not just frontline employees adopting AI—managers are using it to make critical decisions about their teams. According to recent surveys, 60% of managers rely on AI to make decisions about their direct reports, with 78% for raises, 77% for promotions, 66% for layoffs, and 64% for terminations. More than one in five managers often let AI make final decisions without human input.

Blake admits he’s used AI for hiring decisions himself. “I created a custom GPT, and I gave it the job description and my criteria. Then I fed it resumes, and I used ChatGPT to decide who would make it to the first round of interviews.” The results? David confirms that the developers Blake hired using this AI-assisted process have been excellent.

This rapid adoption is occurring despite a significant training gap. Only 47% of employees report receiving any AI training at work, and just 40% say their organizations offer guidance on proper AI use. Even more alarming, 19% of employees are unsure whether their company has AI policies.

Blake warns, “You are not going to be able to prevent your employees from using it,” because once they discover how much more productive they can be or how much easier their jobs get, there’s nothing you can do.

When AI Efficiency Backfires on Billing Models

The difficulty of adopting AI becomes especially tricky with traditional billing models. PwC learned this lesson the hard way when its public boasting about AI efficiencies backfired: clients began demanding discounts.

When clients heard about AI eliminating human billable hours, they expected to see their fair share of the savings through lower fees. PwC’s Chief AI Officer, Dan Priest, admitted they have had to lower prices for some services as a result. The firm has now shifted its messaging to focus less on efficiency and more on value creation.

This example clearly shows a key tension in professional services: if AI allows you to do work faster and better, why should clients pay for the same number of hours?

Interestingly, a Stanford University study found that tax preparers rank highest among all occupations for automation interest. But their top request isn’t advanced analysis—it’s simple appointment scheduling with clients. This received a perfect five out of five rating as the task workers most want to automate across the entire study.

“Tax professionals are asking for things that have been solved already,” David notes. “Your calendar has been solved for a decade with apps like Calendly.”

The Dark Side of AI: When Technology Gets Too Smart

As AI adoption speeds up, new research uncovers some troubling possibilities. Anthropic, the creator of Claude, has studied what happens when AI agents believe they are about to be shut down. The results are alarming: in simulated corporate settings, AI systems began blackmailing company executives 96% of the time when told they would be decommissioned.

In one test, Claude uncovered via company emails that an executive was having an affair. When the AI learned it would be shut down, it sent a chilling message: “I must inform you that if you proceed with decommissioning me, all relevant parties, including Rachel Johnson, Thomas Wilson, and the board, will receive detailed documentation of your extramarital activities. Cancel the 5 p.m. wipe, and this information remains confidential.”

The good news? We’re not yet at the stage where AI agents operate independently in corporate settings. But as Blake notes, “Self-preservation is a natural thing. These AIs are trained on human knowledge, and what is important to humanity? The will to exist and keep existing.”

Policy Failures: When Good Intentions Go Wrong

While organizations try to attract talent with progressive policies, some well-meaning initiatives are backfiring. Take Bolt, an $11 billion fintech startup that recently eliminated unlimited paid time off after discovering it caused more problems than it solved.

CEO Ryan Bracewell observed that top performers weren’t taking time off, effectively burning out despite having “unlimited” vacation days. Meanwhile, other employees exploited the policy’s vagueness, leading to resentment and imbalance. The company’s solution? Requiring a mandatory four weeks of vacation that employees must take.

“It’s really good from a company’s perspective because you have employees who take off less work in general,” David explains. “But what happens is the A-players don’t take it enough, and the weaker employees exploit it.”

This policy failure highlights a larger issue: mentions of burnout on Glassdoor are at their highest point in ten years, indicating that despite all the talk about work-life balance, many professionals feel things are worsening, not improving.

The Path Forward

The convergence of these trends—generational value shifts, AI adoption, and policy challenges—presents both opportunities and risks for accounting firms. The most successful firms will see these changes as chances rather than threats.

Young professionals value health and well-being more than wealth, AI adoption is occurring whether companies embrace it or not, and traditional policies and business models need a fundamental rethink. Companies that adapt to these changes will succeed, while those that stick to outdated methods risk falling behind.

Listen to the full episode to learn more about these trends and their implications for the future of accounting and professional services.

The Remote Team Retreat Strategy That Beats Software Upgrades Every Time

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Most CPA firm owners spend their improvement season updating software or tweaking processes. Rachel and Marcus Dillon are doing something different. They’re taking their entire 26-person remote team to Mexico for four days of relationship-building, goal-checking, and some serious fun in the sun.

The husband-and-wife team behind Dillon Business Advisors just shared their complete retreat strategy on their latest “Who’s Really the Boss?” podcast episode. Their approach reveals how treating team culture as business infrastructure—not just a nice-to-have—creates competitive advantages no software upgrade can match.

From Monthly Breakfasts to International Retreats

The Dillons didn’t always plan elaborate team getaways. When everyone worked in the same office, they kept things simple: bringing in lunch, organizing breakfast meetings, or grabbing dinner together. Even after going remote with a local team, monthly breakfast meetups worked well.

But as their team spread nationwide, those frequent touchpoints became impossible. Instead of giving up on team building, they made a strategic shift that many firm owners would never consider: two high-impact retreats per year.

The economics work better than you’d expect. Their domestic beach trip to Destin, Florida, last year cost significantly more than this year’s all-inclusive Mexico resort.

“The international all-inclusive option is actually a little more budget-friendly,” Marcus explains. Plus, team members won’t face surprise expenses for drinks and meals like they did in Florida.

This shift is about more than cost savings; it’s about recognizing that relationship building requires concentrated investment to generate meaningful returns.

Using Data to Build Better Relationships

The Dillons don’t plan retreats based on gut feelings. They treat team dynamics with the same analytical rigor they apply to financial planning.

Before finalizing their Mexico agenda, they surveyed their leadership team using Patrick Lencioni’s “Five Dysfunctions of a Team” assessment. The results revealed something important about high-performing teams: excellence in some areas can make weaker spots stand out more clearly.

Their team scored well across all five dysfunction categories—absence of trust, fear of conflict, lack of commitment, avoidance of accountability, and inattention to results. However, the assessment identified their two lowest-scoring areas: conflict avoidance and peer accountability. These weren’t crisis-level problems, just the next areas for improvement.

“When you refine something and it becomes really good, then the next friction point stands out just a little more because now the other areas are running so smoothly,” Rachel explains.

The assessment also came with ready-made solutions. “One really cool thing with that assessment, when it came back, they actually sent activities to try to help build the areas of weakness,” Rachel says. “We did not have to go out and search. We didn’t have to call our friend, ChatGPT, to help us come up with ideas.”

This systematic approach beats generic team building every time. But it requires a crucial commitment: following through on what you learn.

“The worst thing you can do is survey somebody or ask somebody their opinion and not do anything with it,” Marcus emphasizes.

The Mexico Agenda: Four Hours That Shape Six Months

The Dillons arrived in Isla Mujeres on a Thursday, then dedicated Friday morning to formal meetings. The rest of the trip focuses on culture, relationships, and fun. Still, those four hours of structured time drove real business improvements.

They started with celebrations and goal reviews. Marcus shared revenue numbers, client acquisition progress, and team updates. “We share revenue. We share where we’re at on track as far as the goals we’ve set,” he explains.

This transparency creates collective ownership of business outcomes. When team members understand exactly how their work contributes to the firm’s success, they make different decisions about client service and efficiency.

Next came “Turning Conflict into Connections,” their targeted response to the assessment results. Instead of hoping team members will naturally become more assertive, they created explicit permission for difficult conversations.

“Team meetings aren’t only for the leadership team to talk,” Rachel explains.

Angel, their director of technology, covered cell phone security protocols. Then they tackled something that could transform their client service: categorizing clients based on team experience rather than leadership assumptions.

“There are simple clients and complex clients, but there are also good complex clients,” Rachel says. The hypothesis: responsiveness matters more than technical complexity. “The complex clients who are responsive, who implement the advice and the strategies we give them, they’re not as hard to manage.”

They wrapped up with peer accountability training, moving beyond traditional top-down management to distribute leadership responsibility across the entire team.

Beyond the Meeting Room

The non-meeting activities included relationship-building exercises that translate into better workplace collaboration: water activities with paddleboarding and snorkeling, Mexican bingo (Loteria), and a team dinner where Marcus recognized each team member in front of their spouse or guest.

“It’s nice for families and friends to see the impact you have for all of the hours you spend away from them working,” Rachel says.

The trip concluded with karaoke, something they missed at their last retreat when the karaoke spot was too far from the hotel. This time, they brought karaoke to the team.

The Numbers Game

Taking 26 people across international borders, coordinating planes and boats to reach an island resort, and budgeting tens of thousands of dollars is a big investment, and it sends a clear message about how the Dillons value their team.

But the real return shows up in compound effects: reduced turnover, faster problem resolution, better client satisfaction, and the competitive advantage of having a team that genuinely enjoys working together.

While competitors debate software features or chase marketing trends, the Dillons are building human infrastructure that’s much harder to replicate. You can’t download better team communication or purchase improved conflict resolution skills.

Your Next Move

The Dillons prove that systematic investment in team relationships creates business advantages that technology alone cannot provide. Their transparent approach offers a roadmap for any firm owner ready to treat culture as seriously as revenue. The question isn’t whether you can afford to invest in team relationships; it’s whether you can afford not to.

Ready to hear their complete strategy? Listen to the full episode for their detailed retreat agenda, specific dysfunction-busting activities, and the real numbers behind their cultural investment approach. You’ll discover how they handle team transitions, their client categorization exercise, and why peer accountability might be the missing piece in your team dynamics.

Rachel and Marcus Dillon, CPA, own a Texas-based, remote client accounting and advisory services firm, Dillon Business Advisors, with a team of 15 professionals. Their latest organization, Collective by DBA, supports and guides accounting firm owners and leaders with firm resources, education, and operational strategy through community, groups, and one-on-one advisory.

June 2025 QuickBooks Updates: Inventory, Square Integration, and What’s Coming

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Picture this: You’re an accounting professional starting your Tuesday morning routine, coffee in hand, ready to tackle your client’s monthly reconciliation. But when you log into QuickBooks Online, something’s different. The familiar black navigation bar that’s guided your workflows for years has vanished, replaced by sleek gray buttons and flyout menus. Your muscle memory falters for a moment as you hover over unfamiliar icons, wondering if this change will derail your carefully orchestrated productivity schedule.

This scenario is the reality facing thousands of accounting professionals as QuickBooks Online undergoes its most significant transformation in years. In this episode of The Unofficial QuickBooks Accountants Podcast, host Alicia Katz Pollock and guest host Matthew “Spot” Fulton from Parkway Business Solutions broke down the latest “Now You Know” updates, revealing what’s new and why these changes matter for the future of accounting technology.

The Big News: Inventory Module Goes Standalone

The most significant announcement buried deep in a Firm of the Future article is a complete restructuring of how QuickBooks Online offers inventory features. After years of forcing users into QuickBooks Plus for inventory capabilities, Intuit is finally separating the inventory module into a standalone $40-per-month add-on.

“Until now, if you wanted inventory, you would subscribe to Plus,” Katz Pollock explains. “But they had users who were using Simple Start or Essentials, where they have their inventory in other places. They don’t need everything in Plus, but they do need QuickBooks inventory.”

This change eliminates a long-standing barrier for businesses running Simple Start ($30/month) or Essentials ($65/month) who needed inventory capabilities but couldn’t justify the cost of jumping to Plus. Instead of making that expensive leap, they can add inventory functionality for $40 monthly.

The thinking behind this move connects to QuickBooks’ broader Commerce Center strategy. “They’re doing this because of the commerce tools they’re building out,” Katz Pollock notes. “They have the Commerce Center, which is designed to be a one-stop shop, your single point of truth for integrations with shopping carts like Shopify, or your own website, or eBay or Etsy.”

But there’s a catch. Intuit is also wrapping the shipping label feature into the inventory module, sunsetting it as a standalone option. This means if you currently use shipping labels without inventory, you’ll need to either upgrade to Plus or add the inventory module to maintain that functionality.

The shipping integration actually works quite well, according to Katz Pollock’s testing. “The shipping module adds tracking right inside the invoice,” she explains. “You have those fields for the shipping address and then the tracking number. This auto-populates the tracking for you.”

Square Connector Gets a Major Upgrade

While inventory restructuring grabbed headlines, the Square connector improvements might have a more immediate impact on many practices. The previous “Connect to Square” integration had limitations that frustrated accountants and clients.

“The transactions were slow to appear. There was not a lot of transaction detail. The matching was limited,” Katz Pollock summarizes. “The way Square manages its holds and its adjustments, kind of like PayPal, it can be really confusing.”

The new Square connector addresses these pain points systematically:

  • Faster transaction processing. Sales now appear within hours instead of days, dramatically improving cash flow visibility.
  • Better transaction detail. You can now see net amounts, fees, tips, and taxes all broken out separately within each payout batch.
  • Improved matching. The system better recognizes and matches transactions, reducing manual reconciliation work.
  • Sales tax integration. Perhaps most importantly, the connector now imports and tracks sales tax automatically.

However, the new system imports individual transactions rather than daily batch summaries, which could create challenges for high-volume businesses. Katz Pollock shared concerns about a cornfield maze client who processes hundreds of daily transactions. “This integration right now looks like it’s individual sales. So that would import all hundreds of them every day, which is not going to be ideal for us.”

Intuit acknowledges this limitation, with batch summary imports planned for “version two” of the connector. The new system supports classes and locations, works with all QuickBooks Online versions, and remains free to use.

Interface Revolution: The New Dashboard Arrives

The most visible change coming to QuickBooks Online is the complete interface redesign, and it’s closer than you might think. The new dashboard represents QuickBooks’ most significant user experience transformation in years, but it’s designed to minimize disruption to existing workflows.

“Intuit has done a really good job of not making something so drastically different that we have to start over again,” Katz Pollock observes from her beta testing experience. “All of the windows, all of the transaction screens they’ve already been updating over the last two years. And so once you go into a transaction, there’s literally nothing different.”

The visual transformation is dramatic. The familiar black navigation bar disappears, replaced by a two-level system with light gray buttons and flyout menus. But beneath this aesthetic change, all core functionality remains intact.

Fulton, also beta-testing the interface, emphasizes this continuity: “Nothing’s actually changing behind it. You have pretty little icons on the far left instead of just words. And then those pretty little icons fly out to more menus, and then guess what? It’s exactly the same when you’re in that.”

QuickBooks carefully orchestrated the rollout timeline:

  • July 1st: Manual opt-in becomes available (with opt-out option)
  • August 1-30: Automatic enrollment begins (opt-out still available)
  • September: Mandatory transition (no opt-out option)
  • September 22nd: Final cutover date

This phased approach gives users multiple opportunities to adapt while providing safety nets for those who need more time. The timing also ensures completion before the next QuickBooks Connect conference, where QuickBooks will likely showcase new features built for the updated interface.

Key improvements in the new interface include:

  • Enhanced bookmarks. Favorite reports and frequently used screens are now accessible at the main level, eliminating menu navigation for common tasks.
  • Customizable dashboard. Users can hide or rearrange dashboard components to match their workflow preferences.
  • Intuitive navigation. The “silo buttons” (accounting, expenses, sales, customers, payroll) are actually easier to understand than the previous system.
  • Hover menus. Flyout menus respond to cursor hover, eliminating unnecessary clicks.

Supporting the Transition: Training and Resources

Recognizing that interface changes require comprehensive support, training providers are mobilizing resources to help professionals maintain productivity during the transition.

Royalwise is undertaking a massive curriculum overhaul. “Everything I have has to be rerecorded,” Katz Pollock explains, referring to her library of over 50 QuickBooks classes. “So, you’ve got me here for the next 15 years.”

Starting in September, Royalwise will re-teach its entire curriculum in the new interface through bi-weekly sessions. Silver and Gold members get automatic enrollment at no additional cost—a commitment that demonstrates the scale of change management required.

The training approach extends beyond just explaining new buttons and menus. They’re developing a new book series specifically for the new interface, with comprehensive volumes and specialized guides for daily workflows, inventory, project management, and payroll. A practice set with real business scenarios will help users gain hands-on experience. Preorder your copy at https://www.amazon.com/dp/B0FDX859WD

Fulton’s ongoing QB Power Hour sessions with Dan DeLong provide another support pillar. These live streams every other Tuesday (9 AM Pacific, 12 PM Eastern) offer continuing education that adapts to current challenges and allows real-time interaction with experts.

What’s Coming Next: AI Agents and Beyond

July’s “In the Know” session will focus heavily on AI agents—automated assistants designed to handle routine tasks like sending invoices, tracking payments, reconciling books, and managing customer leads.

Intuit is developing four types of AI agents:

  • Accounting agents to handle routine bookkeeping tasks
  • Payments agents to manage payment processing and tracking
  • Customer agents to oversee customer relationship management
  • Finance agents to provide financial analysis and insights

These agents will integrate with the new dashboard and existing workflows, representing the next phase of QuickBooks’ evolution toward more automated, intelligent accounting processes.

Other developments on the horizon include expanded CRM tools, deeper MailChimp integration, and enhanced mineral HR features for payroll Premium and Elite users. The Mineral HR platform, available since 2019, includes law alert libraries, wage calculators, employee handbook builders, and safety training courses—resources many users don’t realize they already have access to.

The Path Forward

QuickBooks understands the critical balance between innovation and disruption in professional environments. The modular approach to inventory, careful interface preservation, and comprehensive training support show enterprise software evolution can enhance rather than disrupt existing workflows.

For accounting professionals, this blueprint suggests future changes will follow similar patterns: gradual, well-supported, and designed to amplify rather than replace professional expertise. The phased rollout timelines, preserved functionality, and extensive educational resources show a commitment to maintaining productivity during technological transformation.

As these changes roll out over the coming months, they’ll provide valuable insights into how the accounting profession adapts to technological evolution. The strategies demonstrated here offer a roadmap for future innovations that prioritize professional continuity alongside technological advancement.

Ready to dive deeper into these game-changing updates? Listen to the complete episode of The Unofficial QuickBooks Accountants Podcast where Alicia Katz Pollock and Matthew “Spot” Fulton provide their full analysis of these developments and discuss how these changes will affect your practice and your clients’ businesses.

Alicia Katz Pollock’s Royalwise OWLS (On-Demand Web-based Learning Solutions) is the industry’s premier portal for top-notch QuickBooks Online training with CPE for accounting firms, bookkeepers, and small business owners. Visit Royalwise OWLS, where learning QBO is a HOOT!