The Unique CPA

At Bridging the Gap 2026, James Donovan of the Accounting Leads Now Podcast sat down with Camden Bean, founder of Ping for a live conversation. Camden traced Ping's evolution from a basic note taker into a platform that detects upsell opportunities and generates proposals before a client meeting even ends, and told the story about the now-legendary ping pong ball jacket stunt that got the team escorted out of Intuit Connect. Suddenly, Randy crashed the conversation, accidentally becoming the first repeat guest on Accounting Leads Now, and forming the basis of Episode 289 of The Unique CPA. Randy shared the mistake of taking on every client when starting out and why leaning into a niche makes work stop feeling like work and more like what you "get to do" every day. Together, they push past "advisory" as a buzzword toward concrete playbooks, sales funnels built on real leads, and the reminder that as crazy as things may feel with AI, the robots aren't going to kill you.

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Okorie Ramsey built a legacy statement around six words: "To live a life that mattered." As Vice President of Sarbanes-Oxley at Kaiser Permanente and the first African American male to chair the AICPA, he's spent his career turning that philosophy into action. He launched the National Pipeline Advisory Group, grew accounting enrollment for three straight years, and brought HBCU students into the profession through the Balance Sheet Bash, among many, many other contributions. On Episode 288 of The Unique CPA, Randy and Okorie dig into the AI governance gap threatening the profession's role as trusted advisors, why the next generation of accountants needs more than technical skills to thrive, and what it means for seasoned leaders to shift from doing the work to pouring knowledge into those coming behind them. Okorie is also blunt about leaders who treat AI as someone else's problem, as well as about the point where staying in a role you've outgrown becomes its own kind of comfort and complacency.

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Douglas Slaybaugh has spent close to 10,000 hours coaching accounting leaders, and he's seeing something he doesn't like: partners drowning in chargeable work, admin, and meetings. They then don't have any capacity to do the one thing that actually matters, sit across from a client and talk deep strategy. He calls it the partner bottleneck, and it's pushing experienced professionals toward burnout and early retirement. On Episode 287 of The Unique CPA, Doug tells Randy that AI could be the fix, creating capacity at lower levels, but he fears firms will just fill that space with more compliance work, thanks to the same "Parkinson's Law" that has governed public accounting for decades. Doug further unpacks what faces accounting firms, like how "advisor" has become a pretty hollow, ill-defined buzzword if firms aren't careful to identify what it means to them. He also tells of a coming client retention war, with pricing pressure from above, below, and outside the profession entirely, which makes the current situation in the profession mission critical. The firms that figure out how to turn practitioners into true advisors will hold their clients, but the ones that don't may not.

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Most firms measure AI adoption by efficiency gains and dashboards full of green checkmarks. Jennifer Harrity, author of The Human Cost of AI, argues on Episode 286 of The Unique CPA that the real numbers worth tracking are psychological safety and burnout. Associates who once learned judgment through repetition now babysit AI agents instead, quietly losing the muscle memory that built professional skepticism in the first place. Managers absorb the overflow, catching hallucinated outputs while their own workloads climb 40% or more. Jennifer traces how polished corporate messaging about "freeing up time for higher-level work" collides with a workforce doing more, understanding less, and afraid to say so. Randy then connects this to survey data showing rising dissatisfaction even as productivity climbs, and together they map out what leadership grounded in honesty and psychological safety could look like, and why firms that teach fundamentals before automation will be the ones still standing when the dust settles.

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Tom Angelo started his career above a pizzeria, hired as the first staff accountant at a three-partner firm in New Jersey. He made partner at 28, built an IT services arm years before "digital transformation" became a buzzword, and eventually merged his own firm into HBK. Now its second CEO in 75 years, he's steering the company through Catalyst 2030, a strategy built around industry-led teams rather than geography. On Episode 285 of The Unique CPA, he and Randy Crabtree dig into how HBK weighs acquisitions, why cross-selling remains stubbornly difficult even with the right incentives, and what AI can and can't replace when it comes to clients who have built their businesses over generations. Tom also stresses that with new hires going forward, the focus should be far less on data entry, and far more on curiosity and client-facing comfort.

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Matt Armanino traded a law career and a stint at PeopleSoft for the CEO seat at Armanino, a top-20 firm he once never imagined joining. He tells Randy on Episode 284 of The Unique CPA that nearly two decades later, he's steering almost 3,000 people through what he considers the largest technology shift of his lifetime. Focusing on AI's effect on billable hours, Matt explains why his firm shifting to value billing years ago, long before generative AI made it an absolute necessity. Culture, he says, is the real differentiator once technical knowledge becomes cheap, and Matt traces Armanino's "build anything" philosophy back to a Peter Drucker quote and a Pat Lencioni exercise that took a full day to answer one question: "Why does Armanino exist?" Curiosity as a career advantage and a firm-wide bet on becoming indispensable rather than replaceable round out a discussion about what accounting looks like once knowledge stops being scarce and you have to differentiate yourself more than ever.

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The first thing we learn on Episode 283 of The Unique CPA is that Randy has real trouble saying the word "multidisciplinary." Once we've worked that out, we learn that his guest Mike Payne built his career on a bet that most professionals avoid: pairing a law degree with a CPA license instead of picking a lane. That combination became the foundation of BOSS Advisors, a firm he grew to $2 million before recognizing the ceiling of his own skillset. Rather than force growth he wasn't suited to drive, Payne sold the firm to Haga Kommer, a Midwest-based multidisciplinary group with plans for an employee stock ownership structure. Now serving as Chief Growth Officer, he's applying the same generalist philosophy that built his practice, and he argues that AI makes broad issue-spotting more valuable and accessible than narrow specialization, since professionals who can flag a problem can always bring in the right expert to solve it. Mike unpacks the mechanics of merging a law-and-accounting practice, the ethics rules that shaped it, and what business owners should weigh before selling to a larger platform.

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Randy Crabtree sits down with Justine Lackey, founder of The Incubator, on Episode 282 of The Unique CPA. Justine originally built one of the earliest virtual bookkeeping firms out of necessity, long before "remote," or even anything besides QuickBooks Desktop, became standard practice. Their conversation moves from the mechanics of scaling and selling a firm to the grief that follows a successful exit, and the anxiety that lingers even when everything goes right. Justine breaks down her four-S framework – systems, service, sales, skills – and makes the case for choosing the "right size firm" instead of chasing growth for its own sake. Threaded through it all is a shared conviction that accounting's stress gets ignored far too often, and that the profession's future depends less on compliance work than on the relationships built along the way.

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Half of all offshoring relationships collapse within five years, and Anshul Agrawal has spent his career figuring out why. Randy Crabtree sits down with the founder of June15 Consulting on Episode 281 of The Unique CPA to unpack the real difference between renting offshore talent and owning it outright, as well as how that distinction shapes everything from culture clashes to client trust. Anshul explains why a "family emergency" means something entirely different in India than it does in the U.S., why firms chronically underestimate how long it takes an offshore hire to reach full productivity, and how AI will serve to expand the offshore talent pool, rather than shrink it. He reveals heartwarming anecdotes about everyone winning in these offshoring arrangements: what happened when one client's new hires gave him back his evenings with his kids, and what it looked like to double an employee's salary and watch him buy his first car. It's a conversation about building teams that actually work for everyone, wherever they're located.

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Randy Crabtree sits down with Luke Frye, who's gone from hand-stamping journal entries as a small-town government accountant to scaling Bench to thousands of customers, running his own firm through a messy business divorce, and now advising practices at Canopy. Their conversation on Episode 280 of The Unique CPA keeps circling back to a single, uncomfortable question: What actually makes a firm valuable, as opposed to just busy? Luke argues that key man risk, not revenue, is the real threat to most practices, and that hourly billing quietly rewards inefficiency while punishing the AI tools meant to help. He pushes clients to charge what they're worth instead of discounting out of fear, and to build systems, like a real CRM, that let a firm run without its owner chained to it. Randy's own transition out of the company he built nineteen years ago and into advisory adds real-world weight to the discussion. It's a candid look at pricing, succession, and the mindset shifts firm owners tend to avoid until it's too late.

Get the full show notes and more resources at TheUniqueCPA.com