Over the course of his 30+ year career, Repeatable AI’s Founder and CEO, Kevin Connor has worked with some of the world’s most iconic brands—The Walt Disney Company, Panasonic, and Nissan Motor Corporation—at the intersection of innovation, strategy, and technology. From pioneering the first interactive video comparison tool for car showrooms to helping launch the Blu-ray standard, Kevin has consistently been on the “bleeding edge” of tech-enabled business transformation.
But if there’s one core belief that has guided his work, it’s this:
Technology is last.
People come first. Strategy second.
It’s a sequence that most companies get wrong, especially in today’s frenzy over artificial intelligence.
Since the launch of ChatGPT in November 2022, businesses have rushed to explore automation and AI agents. But Kevin and the team at Repeatable AI are focused on something far more powerful: human enablement.
The Real Problem: Vague Job Descriptions, Wasted Potential
Ask any business leader to name their most valuable asset, and they’ll say, “our people.” But payroll still shows up as an expense on the P&L. Something’s wrong with that equation.
Repeatable AI identifies the disconnect: traditional job descriptions are too vague. They create ambiguity, limit accountability, and make ROI tracking nearly impossible.
Instead, Repeatable AI helps organizations turn those job descriptions into matrices of deliverables—clear, measurable outputs that every knowledge worker is responsible for. These matrices are inspired by the methodology of Takashi Harada, a former middle school teacher in Japan, known for coaching elite athletes, such as Shohei Ohtani.
The framework breaks roles into 64 defined deliverables and forms the foundation for daily AI-empowered work tracking.
The Solution: A Realistic Implementation of AI
After a four-week training and certification program for team members, Repeatable AI’s platform enables employees to log their daily AI-augmented tasks with just four simple inputs:
1. What did you do with AI today?
2. How long did it take?
3. How long did it take before AI?
4. How often do you perform this task each month?
From this, the system calculates real-time productivity gains—expressed as payroll dollars saved and reallocated toward profit-generating workflows. Repeatable AI has the largest repository of employee-reported AI productivity gains—and the numbers are wild:
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Low-end productivity improvement: 10X
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High-end productivity improvement: 500X deliverable cost reduction as expressed in payroll freed up, as applied to profit-generating workflow.
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Average ROI in first hour: $6,500 per employee
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Real-world case: A single employee-created tool saved a company $50,000 per month
And these aren’t developers or AI experts—they’re knowledge workers, receptionists, and mid-level managers who simply understand the problems they face and receive the right training to solve them using AI.
A New Era of ROI Accountability
Repeatable AI works with companies ranging from 10 to 1,000 knowledge workers. Through a live, progressive certification program, every employee in a cohort gains competency in using and building AI tools tailored to their role.
The company offers more than just training:
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A library of proven, role-specific AI tools
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A shared knowledge base to spark collaboration and innovation
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And most importantly, an ironclad written ROI guarantee—300% return on investment or the client gets a full refund plus $25,000 for “wasting their time.”
It's a bold promise, but one the team is confident in—because they’ve seen the results repeatedly, across industries.
Why It Matters for CFOs and CEOs
Repeatable AI is especially resonating with CFOs and executive leadership teams. One enthusiastic advocate, Donald Retreage, Florida CFO Group partner and CFO of AutoPayPlus, has already introduced the program to help unlock operational efficiency. Another Florida CFO Group partner, Phil Nahajewski, now uses the deliverable matrix daily to quantify and optimize his own workflows.
Kevin presented this exact approach at the Florida CFO Group partner meeting, sharing with our 30+ fractional CFOs how to bring this vision to all our small to medium-sized businesses (SMBs) to help drive rapid, measurable gains in productivity, without hiring a single additional person.
Now, a group of seven (and counting) Florida CFO Group partners are stepping up their “AI-enabled CFO” game, thanks to this specialized training and certification program Kevin created exclusively for them. It’s a first-of-its-kind initiative designed to bring Repeatable AI’s methodology directly into the workflows of forward-thinking finance leaders.
Payroll is often the largest line item on a profit and loss (P&L) statement, but when people are AI-enabled, they become the greatest revenue-generating asset. Imagine getting 5X more output from an existing team—without hiring anyone new.
Kevin believes it’s not just a strategic decision—it’s a fiduciary imperative. If leaders fail to enable their workforce with AI, they risk falling behind strategically, competitively, and operationally. The technology is accessible. The methodology is proven. The ROI is trackable.
And most importantly, the potential is already sitting in every chair across the organization, from the front desk to the C-suite.
If business leaders are not empowering their people with the most transformative technology of a lifetime, they may be leaving opportunity—and money—on the table.
And competitors may not be.
Watch the full CFO Coffee Talk episode with Kevin Connor and Phil Nahajewski.
Marylean Abney, Robert Maslanski, Bill Gilmour, Tim Fischer, Diana Doty, Timothy Journy, and Brent Elliott
Want to learn more about bringing AI enablement into your business to unlock efficiency, accountability, and measurable ROI? Contact Phil Nahajewski (407-497-8510) or Donald Retreage, Jr. (504-390-2773).