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Why Your Team Resists Change and the Simple Framework That Fixes It

Earmark Team · May 19, 2026 ·

A client builds an AI-powered dashboard, gets his CPA to validate it, then turns around and asks, “So what value do you bring that I can’t get from this thing?” The CPA doesn’t have a great answer. Services get scaled back.

Meanwhile, an oral surgery practice with four doctors and $8 million in annual revenue is still running QuickBooks Desktop, booking revenue through monthly adjusting journal entries, and entering its entire American Express bill as a single payment each month. They haven’t updated a single process since they founded the business decades ago. Both of these clients exist right now, and they could both be sitting in your pipeline this week.

That’s the change landscape accounting firm leaders navigate today. And if you think the biggest threat is AI or the private equity money flooding into the profession, Marcus and Rachel Dillon say you’re looking at the wrong problem.

In this episode of Who’s Really the BOSS?, the Dillons, owners of Dillon Business Advisors, make the case that the real risk isn’t the change itself. It’s how you lead your people through it. Drawing on real client stories, their own leadership missteps, and a framework borrowed from Patrick Lencioni, they lay out a practical approach to change management any firm leader can start using immediately.

The Change Landscape: From Silicon Valley to Main Street

Before you can bring your team through change, you need to understand what you’re actually up against. The answer depends on where you’re standing.

Marcus spends time networking with partners at top-20 and top-100 firms with $60 million or more in revenue. What he hears from those conversations tends toward doomsday. These firms serve private equity-backed businesses whose principals all have finance or business backgrounds. Those clients are leaning hard into AI, meaning the professionals serving them have to keep pace or move faster.

One leader at a larger firm told Marcus he no longer opens conversations with “How are the kids?” Instead, the first question he asks clients, prospects, and peers is, “How are you using AI today?”

“If your clients are changing faster than you are,” Marcus explains, “you’re going to be the weakest link in that relationship, and they’re going to move on faster than you can.”

The Big Four are already placing their bets. PwC is doubling down on technology and AI at the entry level, slashing recruiting and campus visits. If that layer of the workforce shrinks, they don’t need to wine and dine as many college students. EY is taking a different approach, doubling its CPA exam pass bonus to $10,000 and investing in the human side.

But while Silicon Valley types are sounding the alarm, Main Street tells a different story.

Remember that oral surgery practice? The lead doctor told Marcus they set up the business nearly 30 years ago and never updated their processes because the same team has been in place the whole time.

DBA’s plan for this client is to set up QuickBooks Online, enable bank feeds, connect them to a service like Ramp, and automate the revenue journal entry. Low-hanging fruit by any modern standard.

“You have to choose how analog you want to exist in this digital world,” Marcus says. The clients who want a human touch continue to pay a premium for it. A purely digital product, he argues, is a race to the bottom.

When Change Communication Goes Wrong

Marcus doesn’t sugarcoat DBA’s early track record on change communication. When the firm merged in another practice nearly a decade ago, Marcus was so excited about the acquisition that he gathered everyone in the conference room and essentially announced it cold. Most team members were hearing about it for the first time.

“That probably didn’t go over as well as I could have hoped,” he admits.

The fallout from moments like this is bad. People disengage. The service atmosphere turns mediocre. Tension builds. Marcus found himself labeled “addicted to change,” which bred resistance rather than readiness.

“If you don’t work on your culture, you still have a culture,” he says. “It’s just unintentional. The same can be said of change.”

Rachel offers the perspective from the other side. When she talks to team members about why they push back on change, the answer is almost always a lack of clarity. They don’t understand why it’s important. They can’t see how it impacts them personally.

“A lot of times it feels like, ‘This is going to take me longer and I’m going to have to work more. And I don’t have any more hours or capacity left to give,'” Rachel explains.

The Dillons evolved toward a three-question framework:

What is changing?
What is staying the same?
How does this impact me?

It was an improvement, but still incomplete. It only addressed the team’s perspective, not clients or other stakeholders.

A peer group introduced Marcus to Patrick Lencioni’s Four Ps framework. The Dillons adopted it as their change-management filter and introduced it to the team at their recent Gather event alongside their rally cry for 2026: “Lead change, create impact.”

The Four Ps: Your Repeatable Framework for Leading Change

The framework gives firm leaders four sequential steps to follow every time they introduce change, whether it’s a new tech stack, a team restructuring, or a client exit strategy.

Purpose: What are we changing?

You need to anchor every change in something bigger than “we found a cool new tool.” At DBA, that anchor is their mission, vision, and values. Their core values spell out the word IMPACT, and Rachel describes how they literally map each proposed change back to specific letters in that acronym.

The trap most leaders fall into here is vagueness. Marcus admits he’s guilty of softening language because he wants to be liked and avoiding directness to dodge conflict.

“Just tell me what you expect. Just tell me what you need me to do,” Rachel says. “People don’t want 20 options. They want one or two.”

Marcus borrows from Andy Stanley: “To be clear is to be kind. To be unclear is to be unkind.”

“If you can’t clearly say what’s changing, the team will default to their comfort level,” Marcus warns. “Which means they’ll do as little as possible.”

Picture: What does success look like?

Leaders often skip this step. They explain what’s changing and how it will happen, but they never describe what winning looks like on the other side.

Marcus uses a family vacation analogy. You decide to take a trip (that’s the purpose). Now tell the kids you’re going to Disneyland and describe the destination so everyone can see it.

In a firm context, that might mean showing the team what life looks like after implementing a team-of-three service model: predictable capacity, no more overtime scrambles, better client satisfaction scores.

The Dillons deploy an exercise called Optimist/Pessimist. Pair people up. One person must articulate at least one or two positives about the proposed change. The other must find negatives. This gives explicit permission to voice concerns that would otherwise get whispered in private channels.

“Once we are sick of saying the same thing over and over again, they’ve actually received it, processed it, and can carry it out,” Rachel says.

Plan: How do we get there?

The plan phase breaks the picture into executable steps. Extending the road trip metaphor, explain whether you’re flying or driving. If driving, are you taking the scenic route? Where do you pull over to celebrate progress?

Rachel emphasizes two non-negotiables for every step: a responsible person and a deadline. Each milestone needs an owner and a date, so there’s no ambiguity about who’s doing what by when.

This is also where you appoint change agents from within your team. Team members who showed energy during the Picture phase are natural candidates to lead portions of the execution.

“A simple plan executed beats a perfect plan that’s been delayed,” Marcus notes.

Part: What’s my role in this?

Every single person needs to understand their role, including those whose role is “nothing changes for you.”

Marcus shares a recent example from DBA’s acquisition work. For some team members, the message was, “Keep serving your current clients well. You’re not getting new clients from this acquisition. You’re not learning a new process or technology.”

Simply telling people “your job stays the same” is just as critical as the detailed instructions given to people at the center of the transition.

When you don’t tell people their part, they default to their worst experience. Maybe a previous boss promised “nothing will change” and then changed everything. You can’t control the baggage people carry, but you can replace old narratives with present-tense clarity.

This step requires a conversation, not an email. People need two-way dialogue where they can ask questions and process in real time.

Leading Through the Messy Middle

Marcus closes with an honest confession. “I’m as guilty as anybody. I want to initiate the change. And I want all the fruit from the success of that change. I don’t want to live through the change. I want to just speed through it or delegate it.”

Successful firms have leaders who bring their people through change intentionally, with clarity, conviction, and care.

The Four Ps give you a repeatable filter for any transition:

Purpose: Anchor the change in your mission and values and say it plainly
Picture: Show people what success looks like, then repeat until you’re sick of it
Plan: Break the vision into steps with owners and deadlines
Part: Tell everyone their role in a live conversation, not an email

Whether you’re navigating a firm acquisition, a technology overhaul, or wondering how fast AI is coming for your services, the same four questions apply. As the Dillons put it, the goal for 2026 is to lead change and create impact.

Listen to the full episode to hear Marcus’s take on how fast AI is really moving, Rachel’s breakdown of the Optimist/Pessimist exercise in action, and why moving homes during busy season might actually make perfect sense for a couple “addicted to change.”

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.

AI Can Reconcile a Bank Account End to End Without Instructions

Earmark Team · May 15, 2026 ·

The accounting profession sees AI companies building tools that weren’t meant for accountants but are increasingly doing accountants’ work. On Episode 482 of The Accounting Podcast, hosts Blake Oliver and David Leary discussed Perplexity and Palantir’s moves into core accounting territory while most firms struggle to see any productivity gains from their AI investments.

Trump Accounts Hit 90% Adoption in First Year

Before getting into AI disruption, the hosts discussed a surprising government success story. Around four million children have been signed up for Trump Accounts in the program’s first year. That’s an 85-90% adoption rate among eligible births since January 2025.

“Think about 401(k) plans,” David pointed out. “It’s been decades and they’re only at 35-40% participation. With college savings plans, it’s been 25 years and 25% participation.” The difference is Trump Accounts combine simplicity (a one-page form filed with your tax return) with immediate value (a $1,000 government contribution, plus additional funds from donors like Michael Dell for low-income families).

Blake ran through the potential impact. If families contribute the maximum $5,000 annually, a child could have $271,000 by age 18 based on historical S&P 500 returns. “That’d be pretty nice,” he said. “Turn 18 and you get $271,000. Maybe that would be a down payment on a house someday.”

Perplexity and Palantir Target Core Accounting Work

The real disruption story started with a simple Instagram ad that caught David’s attention. It read “Find every duplicate entry hiding in your QuickBooks.” The advertiser wasn’t a QuickBooks app developer or accounting software company. It was Perplexity, an AI company better known as a search engine competitor.

Clicking through revealed Perplexity’s new QuickBooks “health check” offering. It includes P&L analysis, expense categorization, AR/AP aging reviews, and reconciliation audits. Perplexity’s homepage also features tax-specific prompts, and they’ve officially launched “Computer for Taxes,” an AI agent that drafts full federal tax returns.

“Perplexity is doing what a whole company just launched to do,” David observed, referring to startups like TaxGPT that built entire businesses around AI tax prep.

Meanwhile, the IRS is testing a $1.8 million pilot with Palantir to build an AI system called SNAP for selecting audit targets. The system will analyze both structured and unstructured data to identify potential fraud and noncompliance.

“People have called Palantir the most dangerous company on earth,” David noted. “So that’s who’s going to pick audits now for the IRS. It’s a little bit scary.” The system could potentially cross-reference tax returns with e-commerce storefronts, social media activity, and data from other government agencies where Palantir operates.

Blake’s Test Whether AI Actually Does the Books

Blake decided to test whether these AI tools could handle real accounting work. He asked Claude Cowork to reconcile a brokerage account in Xero that had no bank feed connection.

Without detailed instructions, Cowork created its own task list, asked clarifying questions, then got to work. It parsed the PDF bank statement, converted it to a CSV formatted for Xero’s import requirements, imported it as a bank feed, matched transactions through the Chrome browser, ran the reconciliation report, and exported it as a PDF.

“End to end, no hand-holding,” Blake said. Even better, he had Cowork save the entire process as a reusable “skill” that improves with feedback. “Now I can upload a PDF and say ‘reconcile this account’ and it will do everything as I like it.”

This raises questions for accounting software companies. “What is the point of Jax in Xero then?” David asked. If external AI agents can perform full reconciliation by interacting through a browser, why build internal AI at all?

Blake says Xero built Jax by copying chatbot functionality from ChatGPT. It’s limited to conversation windows with no ability to handle multi-step workflows. “The AI platform companies have simply raced ahead,” he said.

Firms Are Automating the Wrong Things

Despite all this technological capability, 80% of firms report no measurable AI impact on productivity after three years and billions in spending. The problem, according to a CFO.com opinion piece Blake highlighted, is that firms use the wrong measurement framework.

Most organizations use cost accounting, which rewards local efficiency gains, including hours saved here, a task automated there. But they should use throughput accounting, which asks whether AI actually removes the main bottleneck limiting revenue generation.

“You may have theoretically saved all these hours on tax prep, but if all the returns pile up at review, it’s not getting to the client any faster,” Blake explained. “You’re not delivering any additional value.”

Both hosts agreed the real bottleneck in most accounting workflows isn’t doing the work; it’s getting the information needed to do it. Client document collection causes the biggest delays.

Blake sketched a solution: an AI agent that monitors client folders, compares submissions against a requirements list, and automatically follows up on missing or incomplete documents. “AI won’t be tired on day two or day three,” David said. “It can review these things and send the email again tomorrow. And it’s never going to complain.”

The Three-Person Firm of Tomorrow

The hosts painted a picture of accounting’s near future: firms where a few people do the work of ten, supported by AI agents handling staff-level functions.

“Instead of having 30 clients at your firm, you now can have 90,” David said. “That makes a huge difference.”

Blake envisions a new role structure that includes a CPA or tax expert, a dedicated technologist, and an apprentice, plus “half a dozen AI agents doing the staff functions.” He pointed to conversations with Peter McCarroll of Fuel Accountants, who predicts every firm will need a technologist role.

But Blake offered a reality check. “Cowork crashes. Agents are slow. Building a reliable tech stack in a period of this much change is genuinely hard.” Firms don’t need to adopt every new tool. But they do need to understand their workflows well enough to know exactly where to point AI.

General-purpose AI platforms are building accounting capabilities faster than the profession anticipated. They’re not waiting for permission or partnerships. Listen to the full episode for more insight into figuring out where your real bottlenecks are and pointing AI at them, or watch as others (maybe even your clients) use these tools to work around you.

The AI Trust Problem Accounting Can’t Afford to Ignore

Earmark Team · May 15, 2026 ·

Here’s a thought experiment. You ask ChatGPT to write you a research summary. It comes back 70% accurate. You tweak a few paragraphs, fix some facts, and you’re good to go. Now imagine that same 70% accuracy rate applied to your general ledger, audit workpapers, or financial statements.

As Mark Hickman, Sage’s Managing Director for North America, puts it bluntly, “You go to jail for that.”

That line from Episode 34 of The Unofficial Sage Intacct Podcast cuts straight to a tension every CFO, controller, and accounting professional grappling with AI needs to understand. The technology promising the biggest efficiency gains in a generation operates in a profession where approximate answers are a liability.

Hosts Doug Lewis, Matt Lescault, and Emily Madere sat down with Mark for their second annual Sage Future conference preview episode. Mark oversees Sage’s largest and fastest-growing region. He’s watched the Intacct acquisition grow more than 10x over the past 11 years. He’s in front of customers and partners constantly.

When he talks about what finance leaders say about AI, it’s field intelligence from someone who’s been in tech for nearly 25 years and has seen every major shift from dial-up internet to cloud computing.

He argues that while every corner of technology races to bolt on AI capabilities, accounting demands a fundamentally different approach built on trust, traceability, and human control. And the companies best positioned to deliver that are the established platforms sitting on vast reservoirs of trusted data.

Accounting AI Can’t Be a Black Box

Strip away all the marketing noise around artificial intelligence and you land on a simple question: where did that number come from?

In most industries, that question is nice-to-have. In accounting, it’s everything. And it’s why Mark frames Sage’s entire AI strategy around three pillars: trust, control, and accountability.

“When you type into ChatGPT, write me an essay on this or write me a paper on this, it can be 70% right and you can tweak it,” Mark explains. “You can’t be 70% right in accounting.”

Trust means AI outputs can’t disappear into a black box. Sage built what Mark calls a “trust label.” It’s a mechanism that lets users click into any AI-generated output and trace exactly where the data came from and how AI reached the conclusion. Think of it as an audit trail for the AI itself.
Control means humans stay in charge. “Accounting is different,” Mark emphasizes. “We can’t just have AI running everything behind the scenes. We need humans to control that AI and deliver what they need from those outputs.” The AI changes day-to-day workflows, but it assists rather than drives.
Accountability means everything is traceable. “We don’t want some large language model that somebody’s just pumping stuff into. It’s coming back. You have no idea where it came from, how that data was trained. Is it hallucinating? Is it not hallucinating? You need to be able to trust that that AI is credible, and you’re going to be able to use it in your accounting when you produce that to the auditors.”

Emily pushed Mark on a question many Intacct users ask: what about these new solutions flooding the market that claim to be “AI first”?

Mark’s response was diplomatic but pointed. New organizations saying “we’re AI native” and driving innovation are “good things for our industry.” But “how do you train AI? You train AI with data. We have a lot of data.”

Beyond raw data, Sage just kicked off what Mark calls its “Agentic AI marketplace.” This is a framework where partners build specialized AI agents that work across the broader Sage ecosystem. “We’re building hundreds and hundreds of agents that will be available to our customers,” he notes. The company is taking a platform approach where domain expertise gets layered onto trusted financial infrastructure.

The Adoption Paradox: Faster Than Cloud, Slower Than the Hype

Mark brings perspective from his 25 years in tech. He remembers when the internet arrived on dial-up connections that took five minutes to load. He watched the cloud evolve from radical concept to default infrastructure. Now he’s seeing AI reshape everything again.

“People thought it was going to move much quicker than it actually is,” he observes. “Adoption in these things is way more complicated than actually delivering the tech for it.”

In each major tech shift, people overestimate adoption speed. “The cloud is still being adopted in some places,” Mark points out.

The hosts brought up a perfect example of the hype-reality disconnect. Allbirds, a shoe company, rebranded itself as an AI organization and watched its stock rocket 600% in a single trading session before promptly crashing. “It’s reminiscent a little bit of the dot-com boom,” Mark says, “where people had a website and therefore their business was worth billions. And then everybody figured out they didn’t actually have a business case.”

But he distinguishes this moment from that bubble. “If you look at AI, it’s being driven predominantly by very large companies that are established with lots of customers and lots of money.” The recent tech stock dip “is just a reset on the adoption.”

So what are finance leaders actually saying when Mark sits across from them?

“We’re hearing this is game changing,” he reports. But it’s game changing in specific, practical ways:

Efficiency that enables strategy. “They look at AI to help them be more efficient so they can be more strategic,” Mark explains. The role of the CFO is becoming “significantly more strategic.”
Faster closes. “We’ve been talking for years about reducing time to close and eliminating the month-end close. AI is really going to speed that up.”
Immediate productivity gains. “When we let customers use our agents, they’re like, ‘I’m three times more productive. I cannot believe how much faster we’re getting things done.'”

But adoption takes time. “You can’t just inject things like that into your business overnight,” Mark cautions. “It’s got to be done in a way that makes sense to your workflows and your teams and how your processes roll.”

The conservative pace of AI adoption in finance is an essential feature in a profession where errors carry legal consequences.

Beyond the AI Headlines: What Else Is Changing

Matt asked for more insight into some other things happening at Sage that might not get as much attention because of how much focus is on AI.

Mark shared several initiatives that may have immediate impact:

Speed to market and faster implementations. “How are we going to implement faster? How are we going to get customers’ time to value reduced?” Mark asks. Matt reinforced why this matters. “If we have implementations that take three, six, eight months, we’re going to lose on that side of things.”
Vertical and micro-vertical specialization. “Our solution addresses the needs of those businesses within those verticals, which is something we’ve always done, but we’re doubling down on that,” Mark explains.
Strategic acquisitions filling gaps.
- Expense management. “We’re about 12 months into it and it’s done incredibly well. Overachieved all targets. Customers love it.”
- Sage HCM (payroll and HR). “It’s a great technology that’s really going to help us grow our business and deliver for our customers in a complete solution.”

Emily confirmed these acquisitions address real needs. “That was a big gap. In the past, a lot of clients asked for an expense management solution and wanted it all in one.”

What to Expect at Sage Future 2026

The Sage Future conference runs April 28-30 in San Francisco. Based on last year’s feedback, Sage restructured the entire event.

The new three-tier structure includes:

Keynotes now feature primarily external voices. Mark will interview Scott Krug, CFO of the New York Yankees. “He closes the books and does audits just like everybody else,” Mark says. Kara Swisher will discuss AI trends.
Super Sessions are new, product-specific deep dives.
Breakout sessions provide the next level of detail for features that caught your attention.

Matt made an important observation: “I’ve seen a lot of clients implement Intacct and then don’t go back to reconfigure over their lifetime. They’re not getting the full feature set out of the product.” The Super Sessions directly address this education gap.

Other highlights include:

Three embargoed announcements that Mark calls “very exciting and game changing for customers and partners”
CPA.com as titanium sponsor, validating Sage’s positioning as “accountants who serve accountants”
Monday night at Oracle Park (Giants stadium) and Thursday’s Sage Fest at an undisclosed “top” San Francisco venue
Post-event content distribution through webinars for those who can’t attend

“We want people to leave understanding where we’re going as a business and how we’re supporting them,” Mark says.

The Question Every Finance Leader Should Ask

The thread running through Mark’s conversation reframes how accounting professionals should evaluate every AI pitch landing on their desk.

A 70% accuracy threshold works for drafting marketing copy, but it’s a non-starter when the output feeds financial statements and regulatory filings. That constraint reshapes everything about how we build and deploy AI in accounting.

Whether you’re a CFO weighing technology investments, a controller separating AI substance from hype, or a partner building around the Sage ecosystem, listen to the full discussion. And if you’re heading to Sage Future 2026 in San Francisco, you now know exactly what to look for.

Grieving, Relieved, Scared, and Strong All at Once: None of That Has to Cancel the Other Out

Earmark Team · May 15, 2026 ·

Imagine you just finished reading 31 pages of divorce paperwork. Your hands are shaking. Then a package arrives. It’s a gold star chart, the kind you got in elementary school, sent by your podcast co-host and friend. You stick a gold star next to “getting through it” on your to-do list, and cry because you’re happy and sad at the same time.

That moment kicked off the Season 3 premiere of the She Counts podcast. Co-hosts Nancy McClelland and Questian Telka had a raw conversation, with Questian opening up about navigating divorce while running her nonprofit-focused accounting firm, raising kids, speaking at conferences, and watching her client base lose government funding all at once.

The thing about divorce is it doesn’t wait for a convenient time. It crashes into tax deadlines, client crises, and keynote presentations. The women navigating it don’t need permission to feel relieved and devastated in the same breath. They need radical acceptance, a practical framework for stopping the fight against reality so they can redirect that energy toward the decisions that actually matter.

What Radical Acceptance Really Means (And Why Your “It Is What It Is” Mug Might Be Right)

Nancy learned this lesson from a mug.

Years ago, while doing consulting work, she constantly tried to rewrite the past. “If only this had happened, then we wouldn’t be dealing with this.” The company’s COO was blunt, “Dude, it is what it is. Let it go.” She eventually bought Nancy a mug with those words printed in big letters. It became one of Nancy’s favorite possessions and a simple summary of a concept that sounds academic until you desperately need it.

Radical acceptance comes from dialectical behavior therapy (DBT). “Dialectical” means acting through opposing forces. Two seemingly opposite things can be true at the same time. The framework doesn’t ask you to like your situation or pretend pain isn’t real. It asks you to stop burning energy arguing with reality so that pain doesn’t turn into prolonged suffering.

“You can choose something and still grieve it,” Questian explained early in the episode. “Relief and struggle can sit at the same table and neither one cancels the other out.”

Nancy tested this with an exercise therapists use regularly. She asked Questian, “What is something you keep wishing were different?”

Questian’s answer came fast. She wishes she’d chosen a partner who fit her better. She was young, didn’t fully understand herself, and after 13 years of marriage, she knows her ex is a good person, just not her person. The “what ifs” circle endlessly.

But Nancy pressed, “You can’t go back in time. What changes when you stop arguing with that reality?”

“It leads you to acceptance,” Questian said, “which ultimately gives me a lot more peace.” Then the crucial follow-up, “What can I do?”

That shift from fighting what happened to focusing on what’s possible transforms radical acceptance from therapy-speak into a tool for business, parenting, and survival.

When Professional Success and Personal Crisis Collide

Divorce doesn’t happen in a vacuum. For Questian, the paperwork was just one layer of challenges that had been building for over two years. North Carolina requires an excessively long separation period before divorce proceedings can begin, prolonging the emotional and logistical limbo.

The financial fear hit first. “When you have a partner, if one of you is having a tough time professionally or financially, you have the other person to lean on,” Questian explained. Remove that buffer, and every business decision gets heavier. She became noticeably more risk-averse. Each client contract or slow-paying invoice shifted from uncomfortable to existential.

Then came the client crisis. Questian’s firm serves almost entirely nonprofits. During her separation, they started losing government funding. She was managing her own anxiety and emotionally supporting executive directors who were terminating employees and watching their missions shrink. “I feel like I should change my LinkedIn profile to nonprofit therapist,” she joked, but the exhaustion was real.

Through it all, she kept showing up on stages, looking polished in front of 500 people while privately unraveling. But she refuses to fake being fine. “Divorce rates are high,” she pointed out. “There must be so many other women in our industry going through this at the same time.”

She shared a moment from the Advisory Amplified tour. When Valerie Heckman asked how she was doing, instead of the automatic “I’m fine,” Questian told the truth: her stepfather, who was like a second father, was dying. Valerie responded with genuine warmth and compassion. That exchange reinforced the idea that honesty permits others to be honest too.

In an ironic twist, Questian’s professional success contributed to the divorce. Her partner wasn’t supportive of her conference speaking, travel, and growth. “When the person you’re doing life with isn’t cheering you on,” she said, trailing off. Nancy filled the silence by sharing how her partner, Mark, travels with her, helps with her neuropathy treatments, and celebrates every win. She offered it as heartbreak, not comparison, knowing how much that support matters and wanting every woman to have it.

Building While Everything’s Still Burning

Questian isn’t waiting for neat closure before rebuilding. She’s emotionally reconstructing while still deciding whether to divorce in the first place. “I don’t think it’s ever like, okay, I have to have this thing done before I start making plans for what comes next.”

Resilience built through years of practice gave her courage. “I will figure it out. I always do,” she said, half-joking that she should stick it on a Post-it above her computer.

Nancy offered her own mental escape hatch for feeling trapped: “I can burn it all down.” Knowing that option exists changes everything. “When I remind myself that’s an option, I realize, ‘oh wait, I want to stay here. I have agency. I’m choosing this.’”

The hosts referenced a Winston Churchill quote that Nancy’s former colleague kept above her desk: “If you’re going through hell, keep going.” Sometimes forward is the only direction that makes sense.

Nancy led Questian through one final exercise. For 30 seconds, she had Questian imagine the worst-case scenario. Revenue drops. Custody shifts. A soul-crushing job with zero flexibility. Just sit with the fear.

Then she asked, “Is it happening right now?”

No. It wasn’t.

That gap between imagined catastrophe and present reality is where distress tolerance lives. You can picture the worst and survive the picture. The actual worst case is probably unlikely. But even if it happened, you’d survive that, too.

The Practical Moves That Can’t Wait

The hosts distilled their conversation into guidance that comes from someone still in the middle, not reflecting from the other side:

Practice radical acceptance like exercise. It’s not a one-time revelation. Catch yourself in the “what if” spiral and redirect to “what now.”
Know your earning power and numbers. Always understand exactly where you stand financially. This gives you confidence to act and clarity about actual worst-case scenarios.
Don’t outsource your financial awareness. Women in accounting manage everyone else’s money. Make sure you’re managing your own with the same attention.
Build contingency plans before crisis hits. Think through “what would I do if…” while you’re calm, not panicking.
Lean on your network. Questian named her professional and personal connections as her number-one resource.
Take care of your body. Nancy quoted Max Ehrmann’s Desiderata. “Many fears are born of fatigue and loneliness.” Eat. Exercise. Rest. Connect. It’s infrastructure, not indulgence.

Questian delivered the line that anchored everything: “My marriage ended, but I didn’t. And neither will anyone else.”

Let It All Be True

This conversation is about being honest that sometimes you show up at conferences while reading custody paperwork on the plane. Sometimes you teach others while desperately needing to be taught. Sometimes you grieve and feel relieved in the same moment.

Nancy mentioned she’ll be teaching about vulnerability as strength at Scaling New Heights in June. This episode demonstrated there’s strength in admitting you don’t have it figured out, in asking for gold stars when you need them, and in saying “thank you” when someone calls you emotional because, yes, you are, and it’s your superpower.

As Questian said in closing, “I’m grieving. I’m relieved. I’m scared and I’m strong. And none of that cancels the other. I am just learning to let it all be true.”

If this resonated, whether you’re navigating divorce, rebuilding after upheaval, or holding opposing truths, listen to the full She Counts episode. Nancy and Questian walk through exercises you can do alongside them. Sometimes the most professional thing you can do is admit you’re human.

The $450,000 Worth of Clients DBA Walked Away From on Purpose

Earmark Team · May 15, 2026 ·

In 2010, Marcus Dillon sat down to hand-write more than 50 letters to retiring CPAs, asking if they’d be willing to sell their practices. One of those letters launched Dillon Business Advisors, a firm that grew from a $400,000 acquisition into a multi-million-dollar advisory practice by strategically reinventing itself every five years.

On a recent episode of the Who’s Really the Boss? podcast, Marcus and Rachel Dillon celebrated the firm’s 15th anniversary by sharing its origin story and the evolution of DBA. In the first of a two-part series, they walked through specific revenue numbers, margin targets, acquisition details, and the personal sacrifices behind each phase of growth.

The Foundation: High School Sweethearts to Business Partners

Marcus and Rachel’s story started long before DBA. They met in driver’s ed at 15 and 16 and have been together ever since. By their first wedding anniversary, they had a one-and-a-half-month-old daughter, Kinley. That young family shaped every business decision that followed.

Marcus came out of Ernst & Young’s audit practice, where travel demands didn’t work for family life. He landed at a smaller Houston-area firm with around 15 employees and under $2 million in revenue. The owner took a chance on a 23-year-old kid to build an audit practice from scratch.

“I was able to get paid 45% of my effective billings, including write-ups,” Marcus said. “So I learned really early on how to price things so it was acceptable to clients.”

At his peak, he was billing close to $400,000 a year and taking home up to $180,000. But Rachel noticed a problem. Marcus had to match the owner’s hours, and he would stay at the office until 11 p.m., midnight, or sometimes 1 a.m.

“I didn’t want to be a single mom,” Rachel explained. “I was a teacher getting off at 4 p.m. and wondering, where is my husband and the father of my kids?”

DBA 1.0: Building Through Acquisition (2011-2016)

The Dillons prepared carefully for acquiring a firm. They paid off every debt except their mortgage. Rachel kept teaching for a steady income and benefits. Then Marcus wrote those letters.

One landed with Bob, a CPA in his 70s or 80s, who recently had a health scare. First Command Bank financed about $320,000 of the $400,000 purchase price. There was a 10% seller note, and Marcus brought 10% cash to closing.

Unexpectedly, clients followed Marcus, despite his non-compete agreement with his old firm. He fully honored the agreement, paying a third of the collections back to his former employer for three years. But the client migration pushed DBA from $400,000 to about $700,000 almost immediately.

The first office wasn’t glamorous. Marcus inherited a lease in what he calls a Class D building right off a major Houston interstate. “It had the old school atrium, and it just smelled like crap whenever they brought new mulch and plants into that atrium,” he recalled. He worked alone until 9 or 10 p.m., and his was often the only car in the parking lot.

Rachel’s first day at DBA in 2013 was moving day. “I remember doing a couple of collection calls on the floor as we were packing up,” she said. “I was not coming to work with you at the other place regularly.”

By then, they’d built their own 2,500-square-foot standalone office, figuring, if they were paying rent, they might as well pay it to themselves.

From the start, the Dillons prioritized same-day invoicing. Returns would flow to Rachel for client delivery, then straight to Marcus for billing that same day. “That’s something that was always a priority to get done immediately,” Rachel noted. “I hear some people spend days doing billing and invoicing, sometimes months after the fact.”

That diligence paid off. By 2016, DBA reached $1.5 million in revenue. The Dillons had paid off the acquisition loan and bought a lake house. They were successful, but as Marcus observed, “Every time someone wished me success, it was because I had just gone into debt.”

DBA 2.0: The Merger That Taught Them to Let Go (2016-2020)

In 2016, Marcus had breakfast with his mentor, Tom, who was winding down his practice. Marcus asked a question he now admits was the wrong way to evaluate an acquisition: “How would we be worse off by coming together?”

Tom brought about $400,000 of work, pushing DBA past $2 million. On paper, it looked perfect. In practice, it was a disaster.

“Tom’s clients loved Tom,” Rachel said bluntly. “Tom’s clients hated us.”

These weren’t just any clients. They were survivors of three or four rounds of exits, and they stayed for Tom personally. Plus, Tom’s service model was completely different. He offered every client two in-person meetings during tax season. DBA didn’t operate that way.

Meanwhile, the Dillons built a 12,000-square-foot office building: 7,000 for DBA, 5,000 to lease out. Marcus describes it as having “an attorney feel with wood wainscoting and leather-bound books.” It was supposed to be their forever office.

But the cultural problems didn’t solve themselves. So DBA started strategically shedding clients.

They spun off about $100,000 to their friend Julie, who mentioned she wasn’t as busy as she’d like. “She made that mistake of telling us that,” Marcus joked. Another $100,000 went to a CPA closer to Tom’s office. The next year, they went bigger, spinning off $250,000 along with Tom’s office location.

In total, DBA shed about $450,000 in client work. Yet they never dipped below $2 million in revenue. “That was definitely a consideration,” Rachel explained. “We never wanted to dip below $2 million.”

By 2019, things had stabilized. The team was mostly part-time working parents who arrived at 9:30 and left by 2:30 to match school schedules. All work happened in the office.

Then came January 2020. At their annual team retreat, Marcus asked, “If you could do anything in this life and not fail, what would you do?”

The leader of their audit practice answered, “I would be a stay-at-home mom.”

“When you have a leader in the firm respond that way,” Marcus reflected, “it’s like, okay, this is likely not going to be the person to help lead that aspect of the business.”

By March, the COVID-19 pandemic sent the team home, and they never came back. DBA funded home office setups and kept the physical office available. Nobody used it.

The audit practice spun off during 2020. Tom pursued receivership work full-time. And DBA hit $1 million to the bottom line for the first time, maintaining 40-45% margins before officer compensation. That’s a target Marcus has carried since his days at his old firm.

But remote work didn’t mean balance. “We did the kids’ routine of dinner, activities, bath, and bedtime,” Rachel said. “And then we just went straight back to work again for the next three or four hours.”

The Hard-Earned Wisdom of 15 Years

Looking back, Marcus is clear about what drove their early success. “We were successful because we put the hours in. We weren’t necessarily working smarter. We just worked more than others around us and said yes to others around us, which doesn’t work anymore.”

Other firm owners likely recognize patterns in the Dillons’ journey:

Financial preparation matters. They eliminated personal debt and kept Rachel’s steady income before taking the acquisition risk.
Invoice immediately. Same-day billing became a cornerstone cash flow practice. You have to send out the invoice to get paid.
Not all acquisitions are equal. When clients survive multiple rounds of exits, they’re bonded to a person rather than a firm. Tom’s clients proved that.
Set a revenue floor and defend it. DBA shed $450,000 in work but never went below $2 million because organic growth and price increases filled the gaps.
Listen when people tell you who they are. One honest answer at a team retreat revealed the future of an entire service line.
Hours aren’t everything. The model that built a $1 million firm through sheer effort won’t build the next phase.

Growth isn’t just about what you build. It’s about what you’re willing to walk away from, whether that’s clients who don’t fit, service lines that aren’t growing, office space you no longer need, or the version of your firm that got you here but can’t take you further.

This is just the first half of DBA’s 15-year story. In part two, Marcus and Rachel will share how the firm evolved after the pandemic, what they’re seeing in today’s market, and where they believe the profession is headed. For now, listen to their full conversation in Part 1, including all the specific numbers, deal structures, and decision points.