Over the past year, I’ve spoken with dozens of CFOs who are all facing the same mandate:
“Figure out how to leverage AI across the Office of the CFO.”
The pressure is real. Boards want productivity. CEOs want faster reporting. Teams are stretched thin. AI seems like the inevitable solution.
Yet despite the explosion of “AI for Finance” tools, most organizations still aren’t seeing meaningful impact. Significant automation remains out of reach. Insights are shallow or unreliable. And true autonomous workflows feel further away than promised.
After hundreds of conversations, the reason has become clear:
AI in finance isn’t failing because the models are inadequate— AI is failing because the data foundation is inadequate.
In fact, most companies lack the single prerequisite required for AI to actually work:
A reliable, consistent, structured Record-to-Report (R2R) data layer.
Let’s unpack why this matters.
Walk the expo floor of any finance or accounting conference today and you’ll see a pattern:
AI copilots
AI assistants
AI contract analyzers
AI document parsers
AI forecasting widgets
But scratch beneath the surface and you’ll find that most offerings are simply ChatGPT with a UI. They extract text from PDFs. They summarize documents. They answer questions about a spreadsheet.
All useful. None transformative.
These tools don’t solve the core challenge facing modern finance teams:
Your financial data is still fragmented, unstandardized, unreconciled, and often misunderstood by your systems.
No amount of natural language prompting can fix that.
AI is an incredible reasoning engine — but it can’t reason without context. It needs:
Structured, reliable data
A clear understanding of where truth lives
Detailed instructions for each task
Finance teams often assume that AI can magically infer the logic that accountants, analysts, and revenue teams have historically carried in their heads.
But the reality is:
If your Record-to-Report foundation is broken, AI has nothing to reason over.
AI cannot:
Reconcile transactions it can’t trace
Validate cash flows without audit trails
Forecast revenue from inconsistent or missing data
Execute tax workflows without structured categorization
Automate close steps without data lineage
In other words:
AI is only as smart as the data foundation beneath it.
When CFOs ask where to start, my recommendation is always the same:
Stop thinking about AI first.
Start with the Jobs-To-Be-Done inside your Record-to-Report process.
Finance is, at its core, a sequence of jobs:
Record operational events
Transform them into financial meaning
Reconcile discrepancies
Generate statements, forecasts, and reports
If you define these jobs clearly — and if your data foundation supports them — then AI becomes powerful.
But if you skip this step, AI becomes guesswork.
Imagine AI as a team of highly skilled co-workers who can run tasks 24/7.
They can:
Collect cash
Categorize transactions
Validate tax exposure
Run variance analyses
Produce scenarios
Generate reconciliations
But they can only do their job if:
The instructions are detailed
The data is trustworthy
They know exactly where to look for answers
Today, most organizations are trying to hire these “AI co-workers” before giving them an employee handbook.
That’s why results fall short.
Once you establish a clean R2R data foundation — ideally automated, consistent, and source-of-truth oriented — everything changes.
Suddenly, AI agents can:
They know where your source-of-truth revenue, expenses, cash, and balance information live.
The audit trail is clear. Lineage is preserved. Reconciliations are explicit.
Close steps, sub-ledger processes, and reporting tasks become automatable.
Forecasting, scenario modeling, real-time KPIs, and anomaly detection become dramatically more accurate.
This is how AI truly transforms the Office of the CFO — not through point tools, but through foundations.
At Leapfin, we believe the R2R foundation is the most critical (and most overlooked) component of AI transformation in finance. A unified, trustworthy data layer that:
Normalizes operational data
Applies accounting logic consistently
Generates structured financial truth
Powers downstream systems and AI agents
In a world where AI will execute thousands of finance jobs autonomously,
The companies with the strongest data foundation will win.
You cannot bolt AI onto a fragmented financial ecosystem.
You must build the right data infrastructure first.