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When Your Time-Blocking Superpower Becomes Your Kryptonite

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“I’m proud of my time-blocking superpower,” Nancy McClelland admitted during a recent episode of She Counts. Co-host Questian Telka nodded in recognition. They both lived by elaborate color-coded calendars that managed every minute of their days.

But their guest, burnout coach and CPA Lynnette Oss Connell, was about to challenge everything they thought they knew about professional efficiency. What followed was one of the most honest conversations about burnout you’ll hear in the accounting profession.

Nancy and Questian were upfront about why they brought in an expert. “This is something where we both feel completely lost,” McClelland explained. “We don’t have advice for others because we’re both struggling with burnout ourselves, at times sort of teetering on the edge.”

Lynnette, known as “the Burnout Bestie,” built and sold her own successful CAS practice before becoming a coach for accountants struggling with chronic stress. Her story reveals why our greatest professional strengths often become our biggest vulnerabilities (and what we can do about it).

The Efficiency Trap: Engineering Your Own Over-functioning

Lynnette’s story starts exactly where many of us find ourselves. She had what looked like the perfect setup: a thriving firm, organized systems, and the ability to juggle multiple roles with precision.

“I had engineered a life of my own over-functioning,” she explains. Her elaborate time-blocked calendar enabled her to serve as a firm owner, CFO of several companies, and soccer team manager for her kids. When other parents marveled at her ability to manage it all, she’d think, “I just time block—it’s a superpower, right?”

But here’s the problem she discovered: despite all her backup plans and support systems, everything still required her to function as the central hub. “I thought I had done all the right things,” she recalls. “My mom is my backup with the kids, I have a neighbor who’s a backup, and I have employees with tasks. But at the end of the day, all of those systems relied on me to keep them going.”

The most deceptive part? By traditional metrics, Lynnette had achieved work-life balance. She worked only 3.5 hours per day running her successful firm. But those remaining hours weren’t filled with rest. They were packed with equally demanding caregiving responsibilities.

“I’m working the rest of the time, too,” she explains. “Your family work is work, too.”

This led to her biggest realization: she had trained herself to override her feelings “like a light switch.” Whenever she felt resistance or exhaustion, she would do what she calls an “analytical assessment” by asking herself, ”Does this feeling serve my goals?” If not, she would simply shut it off and continue with her perfectly planned schedule.

Energy Auditing: The Game-Changer You Haven’t Tried

This is where Lynnette introduced the concept of energy-blocking.

While we’ve mastered scheduling when we do things, we’ve completely ignored whether those things give us life or drain it. The energy audit reveals what’s really happening within each role we play.

“Within your role, are you balanced?” Lynnette asks. “There needs to beintentionality around what gives you life. Am I pouring out and receiving in?”

This isn’t about achieving a perfect 50-50 balance in every task. It’s about recognizing that some aspects of our work energize us while others deplete us, and being deliberate about maintaining that balance over time.

The efficiency trap is particularly seductive for women in accounting because our profession rewards exactness and the ability to manage complex systems. But what we’re actually doing is creating increasingly sophisticated ways to make ourselves indispensable and irreplaceable when everything falls apart.

Community vs. Connection: The Support System You Truly Need

Lynnette’s next revelation cuts deeper. “I have community,” she explains. I have friends, I have work friends, and I have family who cares about me deeply. But what I didn’t have was conversations around what happens when life gets lifey.”

The problem isn’t a lack of people in our lives. It’s that we prioritize efficiency over intimacy in relationships. We collect connections like productivity tools: broadly and systematically, but without the deep investment required for them to support us when our systems fail.

This lesson became crystal clear during Lynnette’s son’s medical emergency. After spending all night in the hospital, she found herself at 8 a.m. in the parking lot, calling a client to explain why she couldn’t make their regular appointment.

When her client—a father himself—learned what was happening, his response stunned her: “Get off the phone right now. I don’t want to hear from you for a week. Why did you even call me?”

He wasn’t upset at her absence. He was upset that she even thought she needed to work while her child was in the hospital.

“I was living in this tunnel where I was holding myself to these impossibly high standards,” Lynnette reflects. By failing to give people credit for basic human decency, she created a world where no one was allowed to show up for her.

The solution requires what Lynnette calls “controlled vulnerability”—sharing appropriately about where you’re struggling and observing how people respond. This creates a sense of “who your community really is, who you can go to, and who has the capacity for it.”

Why Women Burn Out Differently: The Biology Behind the Breakdown

When Nancy mentioned that many of her high-performing female friends have been diagnosed with anxiety, depression, and panic disorders, Lynnette’s response was both validating and alarming: “The research shows that those are all symptoms of burnout.”

The biological differences in how women and men respond to stress explain why traditional burnout advice often fails us. While men typically experience “fight-or-flight” responses dominated by testosterone and cortisol, women’s stress responses are dominated by oxytocin, creating “tend-and-befriend” behaviors.

“Women feel threatened, and so we nurture,” Lynnette explains, referencing research from “Burnout: The Secret to Unlocking the Stress Cycle” by sisters Emily Nagoski, PhD, and Amelia Nagoski, DMA. When accounting deadlines loom or client crises emerge, instead of getting forceful as male colleagues might, we internalize the pressure and respond by taking on more responsibility.

“Women don’t tend to get forceful or demonstrative in our stress until several more notches down the burnout journey,” Lynnette notes. “We instead internalize.”

By the time anyone recognizes we’re in trouble, we’ve already done significant damage to our nervous systems. The three warning signs to watch for are:

  1. Emotional exhaustion. Bone-deep depletion from constantly nurturing others while your own needs go unmet.
  2. Depersonalization. Suddenly resenting work you once loved because you’re running on fumes.
  3. Lack of accomplishment. Feeling like no matter how efficiently you work, you’re always behind.

“I could be hugely efficient for hours on end and leave the day and be like, darn it, I feel like I didn’t get ahead,” Lynnette recalls.

Building Prevention and Recovery Plans That Actually Work

The solution isn’t just better time management; it’s creating systems that work with women’s biology, not against it.

“I want everyone to respond to the stressors in their life, instead of reacting to the stressors in their life,” Lynnette explains. When you’re reacting, you’re putting out fires with a heightened stress response. When you’re responding, you’re coming from a grounded state, approaching challenges as a capable person with options.

Prevention strategies include:

  • Energy audits to balance life-giving and life-draining activities
  • Deep community relationships that provide practical support
  • Regular exercise that metabolizes stress hormones and adrenaline
  • Quiet practices that help you reconnect with what actually serves you

But equally important is having a recovery plan. “You don’t just take a break and go back to ground zero,” Lynnette warns. “You need to heal from burnout, because it’s a whole body experience.”

Recovery means knowing exactly who to call for different types of support, having scripts prepared for difficult conversations, and allowing yourself to scale back without shame.

The most profound insight is reframing resilience. Instead of viewing recovery as returning to who you were before, Lynnette challenges us to see it as “traveling through change in a way that honors who you’re becoming.”

The Bottom Line: Sustainable Success Starts with Honest Assessment

If you recognize yourself in this conversation—the proud efficiency expert, the person everyone counts on, the one who’s engineered elaborate systems of over-functioning—you’re not alone.

The question isn’t whether you’ll eventually hit the wall. It’s whether you’ll recognize the warning signs soon enough to choose your own path forward.

Start with an energy audit of your current roles. Which activities energize you? Which drain you? Begin shifting that balance deliberately. Practice giving people credit for their capacity to show up for you. Build movement into your routine as essential medicine for your nervous system.

Most importantly, challenge the metrics by which you measure success. The goal isn’t to eliminate efficiency—it’s to become efficiently sustainable and build systems that preserve the system builder.

Listen to the full episode to hear more of Lynnette’s story, including the difficult decision to sell her firm and her husband’s role in recognizing their diverging paths. You’ll also get practical scripts for difficult conversations and deeper insights into building the kind of community that can actually support you through crisis.

What does burnout look like to you? Share your experiences in the comments on the She Counts LinkedIn page. Your story might be exactly what another woman in accounting needs to hear.

Find Lynnette Oss Connell at burnoutbestie.com and follow her on LinkedIn and Instagram for practical burnout prevention tips.

Why Two Identical 1031 Exchanges Had Opposite Outcomes in Tax Court

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Two real estate investors. Two 1031 exchanges. Two family members moving into replacement properties. One investor successfully deferred taxes, while the other faced a costly audit that wiped out their claimed benefits entirely.

The difference wasn’t timing, family relationships, or even rental income. It was something far more subtle: the ability to prove genuine investment intent through documented business behavior that could withstand IRS scrutiny.

In Click v. Commissioner, the taxpayer’s relatives moved into the replacement properties the day after the exchange closed. Seven months later, she gifted both properties to those families. The Tax Court saw through what it called a sham transaction.

But in Adams v. Commissioner, when the taxpayer’s son moved into the replacement property and paid below-market rent, the court sided with the taxpayer. The exchange qualified despite the family connection and reduced rental income.

In a recent episode of the Tax in Action podcast, host Jeremy Wells broke down the 1031 fundamentals to explain why the transaction worked out for one taxpayer and not another. While Section 1031 exchanges offer real estate investors a powerful tool to defer capital gains taxes, success depends on more than following the rules. It requires proving genuine business intent through careful documentation.

Understanding the 1031 Exchange Foundation

Here’s what Section 1031 does: it allows you to exchange property held for productive use in a trade, business, or investment for like-kind property with the same intended use. But there’s a crucial point many miss: Section 1031 defers gain; it doesn’t eliminate it.

Wells explains, “There is a misconception out there among taxpayers who could use or want to use section 1031 exchanges that 1031 just eliminates the gain from a like-kind exchange.”

When you exchange one property for another, you don’t avoid taxes; you postpone them. The deferred gain carries forward, and the replacement property takes the same basis as the original property. Eventually, when you sell the replacement property in a taxable transaction, you’ll pay tax on both the original deferred gain and any subsequent appreciation.

Since the Tax Cuts and Jobs Act took effect in 2018, 1031 exchanges only work for real estate. But within that category, the definition of “like kind” is remarkably broad. You can exchange an apartment building for raw land, a commercial office building for a single-family rental, or developed property for agricultural land.

The key requirement is that both properties must be held for productive use in trade, business, or investment. You can’t use a 1031 exchange for your personal residence or vacation home that you use strictly for personal purposes.

The Intent Test That Trips Up Investors

The biggest challenge with 1031 exchanges isn’t the technical requirements; it’s proving you genuinely intended to hold the replacement property for investment or business use. Wells points out that this has become “a question of facts and circumstances that has to be determined at the time of the exchange itself.”

The courts have seen numerous attempts by taxpayers to use 1031 exchanges to defer gain on what were essentially personal property acquisitions disguised as investments. This leads to intensive scrutiny of taxpayer motivation, regardless of whether they follow all the mechanical rules correctly.

Consider the Moore v. Commissioner case. The taxpayers exchanged one vacation property for another, using both properties personally without any rental activity. When audited, they argued they held the properties for “investment,” meaning they expected the properties to appreciate in value.

The Tax Court disagreed. “Just the mere expectation of an increase in value is not sufficient to establish that investment intent,” Wells notes. Simply hoping property values will rise doesn’t qualify as holding property for investment under Section 1031.

This reveals how enforcement has evolved. Technical compliance with timing rules and intermediary requirements won’t protect you if your behavior contradicts your stated investment intent. The IRS looks at the complete picture surrounding each exchange.

What the Court Cases Reveal About Documentation

The contrast between successful and failed exchanges often comes down to documentation quality, not transaction structure. Let’s examine what separated the winners from the losers.

The Click Failure

The taxpayer exchanged her farm for two residential properties. Her children moved into those houses the day after the exchange closed. Seven months later, she gifted both properties to the families. Her defense crumbled because she couldn’t demonstrate any genuine rental activity during those seven months. The court saw this as a sham transaction designed to defer gain on personal property transfers.

The Adams Success

This taxpayer exchanged a rental property for a fixer-upper. His son moved in and began extensive renovations, living there during a three-month repair period in exchange for renovation work. After that, the father began charging rent. Yes, the rent was below market rate, and the son missed one payment. But the court saw a consistent pattern of business-like behavior: formal rental arrangements, regular cash payments, and documented property improvements.

The Goolsbee Disaster

 These taxpayers placed a single advertisement in a neighborhood newsletter and moved into the replacement property within two months. When questioned during the audit, they couldn’t even answer whether rentals were allowed in their community. Their minimal marketing effort and inadequate preparation convinced the court that their investment intent was fabricated.

The Reesink Victory

Even though these taxpayers moved into their replacement property after eight months, they had a compelling record of genuine rental attempts: multiple flyers distributed around town, documented property showings to prospective tenants, and one potential renter who actually testified in court on their behalf.

Wells emphasizes the key insight: “It’s not necessarily a matter of waiting a certain number of months. It’s not a matter of whether you advertised that property for rent or not. It’s the culmination of all of these different facts and circumstances.”

The Technical Requirements You Must Follow

Beyond proving intent, you need to navigate specific compliance requirements that can make or break your exchange.

Timing Rules for Deferred Exchanges

Most 1031 exchanges today are deferred exchanges, where the sale and purchase don’t happen simultaneously. You have two critical deadlines:

  • 45-day identification rule. You must identify replacement property within 45 days after closing on the sale of your original property. This identification must be in writing, signed, and sent to someone involved in the exchange.
  • 180-day completion rule. You must receive the replacement property within 180 days of transferring the original property, or by the due date (including extensions) of your tax return for that year, whichever comes first.

Safe Harbor Requirements

The most common approach uses a qualified intermediary who holds the proceeds from your property sale and facilitates the replacement property purchase. The key is that you never have control of the funds from the original property sale.

Disqualified Persons

You can’t do exchanges with certain people, including your employees, attorneys, accountants, investment brokers, bankers, or real estate agents, if they’ve worked for you within the past two years. You also can’t exchange with close family members or entities where you own more than 10% of the stock or partnership interest.

Geographic Restrictions

You cannot exchange U.S. real estate for foreign real estate, or vice versa. Wells notes he’s “had to advise clients on this before because they want to start dabbling in rental markets outside the U.S.” or dispose of foreign properties to build their U.S. portfolio.

Reporting and Ongoing Obligations

Taxpayers must report successful 1031 exchanges on Form 8824, which has three main parts: property descriptions with key dates, related party disclosures (if applicable), and calculation of deferred gain and basis in the replacement property.

If your exchange involves related parties, you must file Form 8824 for two years after the exchange, and neither party can sell their received property during that two-year period without potentially disqualifying the exchange.

The replacement property continues the depreciation schedule from the original property. “Wherever we’re at in the depreciable life, the number of years of depreciation, the accumulated depreciation of the relinquished asset, we’re going to carry that over generally into the new asset,” Wells explains.

Building Your Defense Strategy

Enforcement of 1031 exchange rules has fundamentally shifted from checking compliance boxes to evaluating business narratives. Every marketing effort, tenant interaction, and business decision becomes part of a story that auditors may scrutinize for evidence of authentic business purpose.

When helping clients with 1031 exchanges, focus on creating documentation that demonstrates genuine investment intent:

  • Document all rental marketing efforts thoroughly
  • Maintain records of tenant interactions and property showings
  • Keep evidence of rental income and expenses
  • Avoid personal use that could undermine investment intent
  • Create a paper trail that supports your business purpose

A failed 1031 exchange can trigger penalties and interest that devastate investment returns. But when properly structured and documented, these exchanges provide real estate investors with a powerful tool for building wealth through tax-efficient property portfolios.

Wells’ comprehensive exploration provides the technical foundation every practitioner needs, but your ability to tell a compelling business story through consistent, credible evidence often matters more than perfect technical compliance.

For the complete technical framework and additional insights that can help you guide real estate investor clients through successful exchanges, listen to Wells’ full Tax in Action episode.

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.