Every CFO Falls into One of Two Camps

1. The Defensive CFO

This CFO sees change as a threat. They stick to old objections:

  • AI isn’t accurate enough
  • What about data security?
  • We don’t need it yet.

They view AI as a risk to be managed, not an advantage to be leveraged. Meanwhile, AI-driven finance teams move faster, cut costs, and gain deeper insights.

But history is clear skeptics always fall behind. Spreadsheets replaced handwritten ledgers.

Cloud software replaced on-prem solutions.

AI will replace manual financial analysis.

2. The Forward-Thinking CFO

This CFO sees AI as an opportunity, not a threat. They aren’t waiting for perfection —they’re testing, experimenting, and adapting.

Running AI-powered scenario modeling to forecast cash flow in seconds. Automating tedious tasks like expense reconciliation and fraud detection. Using AI for deep market research to identify trends before competitors do.

They aren’t reckless—but they also aren’t frozen by fear.

Reporting CFO vs. Operational CFO

This same mindset shift separates CFOs in their daily roles.

The Reporting CFO:

  • Masters compliance and regulatory excellence
  • Focuses on reporting deadlines and financial integrity
  •  Sees optimization as risk mitigation

The Operational CFO:

  • Finds growth opportunities in financial data
  • Drives business transformation and efficiency
  • Sees optimization as value creation

Both command respect. Both deliver excellence.


But the operational CFOs don’t just survive—they dominate. Reporting keeps the business in check.


Operations push the business forward.


Which CFO are you?

Wouter Born

Join 11,189 CFOs leading → cfooffice.io | GP at Born Capital | CFOTech investor, advisor & entrepreneur.

I’ve spent the last 20+ years at the intersection of finance and technology, helping CFOs move beyond spreadsheets to AI-driven, strategic leadership. My career has taken me from consulting for Fortune 500 finance teams to building, scaling, and investing in CFOTech companies that transform the way finance operates.

🔹 Entrepreneur & Operator: I co-founded CXO Software, a CFO-focused performance reporting platform that served clients like Johnson Controls, Honeywell, Experian, and Facebook. After an 11-year journey, CXO Software was successfully acquired by insight software, a global CFOTech leader backed by TA Associates.

🔹 M&A & Investment Leader: At insight software, I led M&A strategy, guiding acquisitions and helping the world’s top CFO software firms scale. Now, as General Partner at Born Capital, I invest in the next generation of CFOTech startups, backing founders who are reshaping FP&A, financial close, and CFO automation.

🔹 AI in Finance & CFO Thought Leadership: I write CFOOffice.io, a fast-growing newsletter read by thousands of CFOs and finance leaders, where I break down AI’s impact on finance, FP&A, and automation. As a speaker at high-profile CFO events, I help finance teams cut through the hype and take practical steps to leverage AI today.

Beyond finance, I’m a competitive open-water swimmer, endurance athlete, and adventure-seeker. Let’s connect to discuss AI, finance, and where the CFO role is headed next. 🚀

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