Rachel Farris: The CPA Career Nobody Talks About | ARC

The next generation is blending entrepreneurship, AI, and advisory into careers that barely existed a few years ago.

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Accounting ARC
With Donny Shimamoto

Center for Accounting Transformation

For decades, the accounting profession has followed a familiar script: earn a CPA license, join a firm, climb the ladder and perhaps become a partner.

Rachel Farris, CPA, MBA, is proving there is another way.

After building a highly specialized tax advisory practice serving U.S. citizens relocating to Puerto Rico, Farris launches Tax Stack AI, a company that helps accounting firms implement artificial intelligence securely and strategically.

MORE Accounting ARC: Conference Season Exposes Accounting’s Knowledge GapThe Feedback Mistake That Costs You Your Best People | Is Your Boss Really the Problem? | Most Accountants Are Missing This AI ShiftAI Can Fix Your Workflow—or Break It in Seconds | Efficiency Is the Wrong Goal for AI | Accounting’s Hidden Talent Risk: The Sandwich GenerationBuilt Fast. Sold Faster. Broken Later? The Truth About Accounting Tech | Recognize When You Need to Recharge Before You Burn OutValuing More Than the Balance Sheet

She has since sold her CPA practice to focus on AI consulting and education, demonstrating that today’s accounting professionals can create careers far beyond traditional public accounting.

In this episode of Accounting ARC, Donny Shimamoto, CPA.CITP, CGMA, founder and managing director of IntrapriseTechKnowlogies LLC and founder and inspiration architect for the Center for Accounting Transformation, sits down with Farris to explore entrepreneurship, AI, networking and the expanding possibilities available to CPAs willing to embrace change.

Their conversation becomes less about one accountant’s journey and more about the profession’s future.

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Conference Season Exposes Accounting’s Knowledge Gap | ARC

From vendor demonstrations to hallway conversations, this year’s conference season highlights both excitement and uncertainty across the profession.

Sponsored by Radical Pricing by the Radical CPA, Jody Padar | See Today’s Special Offer

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Accounting ARC
With Liz Mason, Byron Patrick, and Donny Shimamoto

Center for Accounting Transformation

Every summer, accounting professionals pack conference centers looking for the next big idea. They attend breakout sessions, visit vendor booths, compare notes with peers and return to their firms with pages of ideas.

This year, however, the conversations feel different.

Artificial intelligence still dominates the agenda, but the Accounting ARC hosts notice a subtle shift beneath the excitement. The biggest takeaway isn’t simply that AI is everywhere. It’s that many accountants are struggling to separate innovation from marketing, capability from hype, and opportunity from risk.

MORE Accounting ARC: The Feedback Mistake That Costs You Your Best People | Is Your Boss Really the Problem? | Most Accountants Are Missing This AI ShiftAI Can Fix Your Workflow—or Break It in Seconds | Efficiency Is the Wrong Goal for AI | Accounting’s Hidden Talent Risk: The Sandwich GenerationBuilt Fast. Sold Faster. Broken Later? The Truth About Accounting Tech | Recognize When You Need to Recharge Before You Burn OutValuing More Than the Balance Sheet

In this episode of Accounting ARC, hosts Byron Patrick, CPA.CITP, senior product manager for Karbon and co-founder and educator for TB Academy; Donny Shimamoto, CPA.CITP, CGMA, founder and managing director of IntrapriseTechKnowlogies LLC and founder and inspiration architect for the Center for Accounting Transformation; and Liz Mason, CPA, CEO of High Rock Accounting, reflect on what they observe during this year’s conference season—and what those observations reveal about the profession’s next challenge.

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Is Your Boss Really the Problem? | ARC

The hardest workplace lesson isn’t spotting a bad manager—it’s recognizing when you’re standing in your own way.

 

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Originally Published May 28, 2026.
The step-by-step operating guide for firms building, pricing, and scaling advisory services that clients value—and pay for.

Accounting ARC
With Liz Mason and Byron Patrick
Center for Accounting Transformation

In a candid, unfiltered episode of Accounting ARC, Liz Mason, CPA, CEO of High Rock Accounting, and Byron Patrick, CPA.CITP, senior product manager at Karbon and co-founder of TB Academy, confront one of the profession’s most relatable—and uncomfortable—topics: bad bosses. 

But the conversation goes further than workplace horror stories. Mason and Patrick explore a more nuanced reality: sometimes the boss is the problem—and sometimes it’s the employee. 

MORE Accounting ARC: Most Accountants Are Missing This AI ShiftAI Can Fix Your Workflow—or Break It in Seconds | Efficiency Is the Wrong Goal for AI | Accounting’s Hidden Talent Risk: The Sandwich GenerationBuilt Fast. Sold Faster. Broken Later? The Truth About Accounting Tech | Recognize When You Need to Recharge Before You Burn OutValuing More Than the Balance Sheet | Accounting’s “Untalked-About” FrontierWhy Happiness is Hard-Fought for High Achievers | The Fastest Way to Lose Talent Is “Dick Leadership” | Post-Holiday Fatigue Isn’t a Failure; It’s a Signal | OCR, Research Bots & Meeting Assistants: What Actually Helps NowReturn Season is the New Stress Test | Small Firms May Have the Biggest Advantage in 2026 | Downgraded: What the DOE Said About Accounting |

“We wanted to talk about this topic because it’s really important to understand when you’re the problem, when your boss is the problem, and what acceptable boundaries are,” Mason says early in the episode.

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Supkis Cheek: Most Accountants Are Missing This AI Shift | ARC

The profession is changing in ways that go far beyond automation.

Sponsored by True Advisor: The Definitive Success Guide for Client Advisory Services by Hitendra Patil |
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Originally published May 7, 2026 
The step-by-step operating guide for firms building, pricing, and scaling advisory services that clients value—and pay for.

Accounting ARC
With Donny Shimamoto
Center for Accounting Transformation

In a profession often defined by structure, standards, and well-worn career paths, Donny Shimamoto, CPA.CITP, CGMA, opens a different kind of conversation in a recent Accounting ARC episode—one that challenges assumptions about what it means to build a career in accounting.

His guest, Danielle Supkis Cheek, embodies that challenge.

As senior vice president of AI, analytics and assurance at CaseWare, Supkis Cheek operates at the intersection of technology, methodology, and human judgment. But her path there was anything but linear—and that, Shimamoto suggests, is exactly the point.

MORE Accounting ARC: AI Can Fix Your Workflow—or Break It in Seconds | Efficiency Is the Wrong Goal for AI | Accounting’s Hidden Talent Risk: The Sandwich GenerationBuilt Fast. Sold Faster. Broken Later? The Truth About Accounting Tech | Recognize When You Need to Recharge Before You Burn OutValuing More Than the Balance Sheet | Accounting’s “Untalked-About” FrontierWhy Happiness is Hard-Fought for High Achievers | The Fastest Way to Lose Talent Is “Dick Leadership” | Post-Holiday Fatigue Isn’t a Failure; It’s a Signal | OCR, Research Bots & Meeting Assistants: What Actually Helps NowReturn Season is the New Stress Test | Small Firms May Have the Biggest Advantage in 2026 | Downgraded: What the DOE Said About Accounting |

Supkis Cheek describes her role less as a technologist and more as a translator. “I like to think of myself as someone who translates across domains,” she says, explaining how she helps software companies understand how accountants actually work—and how technology can reshape those workflows.

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What Happens to Your Firm If You Don’t Come Back Monday? | ARC

After a near-fatal skiing accident, three accounting leaders confront the uncomfortable questions every firm owner should answer before a crisis strikes.

Sponsored by True Advisor: The Definitive Success Guide for Client Advisory Services by Hitendra Patil |
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Originally published March 26, 2026
The step-by-step operating guide for firms building, pricing, and scaling advisory services that clients value—and pay for.

Accounting ARC
With Liz Mason, Byron Patrick, and Donny Shimamoto
Center for Accounting Transformation

Business continuity planning often lives in the realm of “someday.”

Until it doesn’t.

In the latest episode of Accounting ARC, hosts Donny Shimamoto, CPA.CITP, CGMA; Byron Patrick, CPA.CITP; and Liz Mason, CPA, tackle a topic many professionals avoid: what happens when the unexpected actually happens.

The conversation opens not with theory, but with a moment that makes the stakes unmistakably real.

MORE Accounting ARC: Bad Bosses or Bad Habits? The Truth About Workplace Failure  | Why Relationships Still Drive Career Success | The Real Problem with AI in AccountingAI Can Fix Your Workflow—or Break It in Seconds | Efficiency Is the Wrong Goal for AI | Accounting’s Hidden Talent Risk: The Sandwich GenerationBuilt Fast. Sold Faster. Broken Later? The Truth About Accounting Tech | Recognize When You Need to Recharge Before You Burn OutValuing More Than the Balance Sheet | Accounting’s “Untalked-About” FrontierWhy Happiness is Hard-Fought for High Achievers | The Fastest Way to Lose Talent Is “Dick Leadership” | Post-Holiday Fatigue Isn’t a Failure; It’s a Signal | OCR, Research Bots & Meeting Assistants: What Actually Helps NowReturn Season is the New Stress Test | Small Firms May Have the Biggest Advantage in 2026 | Downgraded: What the DOE Said About Accounting |

Mason, CEO of High Rock Accounting, recounts a recent skiing accident in which she fell roughly 200 yards and collided with a tree at high speed. She survived with a broken leg—but the incident forced a sobering question: What would have happened to her firm if she hadn’t?

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