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Paying Down Manual Debt: Jill Eubank of Randstad on Operational Insurance

Episode 195 · November 9th, 2026 · 34 mins 28 secs

About this Episode

What happens when a finance team lacks the capacity to keep transformation moving? Host Heather Cole talks with Jill Eubank, Executive Vice President of Randstad Professional Talent Solutions, about manual debt – the legacy workarounds, brittle processes, and key person dependencies that hold back AI ROI – and the operational insurance that keeps daily work flowing while teams transform.

In this episode:

  • Three ways manual debt shows up: capacity overload, the transformation trap, and tribal knowledge risk
  • Why 88% of CFOs call manual debt their biggest barrier to AI ROI
  • Operational insurance and the discipline to say no
  • The accountant and architect mindsets in finance
  • How a publicly traded solar company removed 28 hours from every monthly close
  • A three-question reality check for financial leaders
  • A “glocal” approach for multinational finance functions

Resources mentioned: