RevOps Lab

#113 How to Earn Your CFO’s Trust – with Stephen Diorio, Author of "Revenue Operations"

Mar 30, 2026
Stephen Diorio, GTM strategy veteran and author of Revenue Operations, explains why finance often mismeasures go-to-market investments. He explores growth as capitalized assets, the invisible dark funnel and long buying journeys, the bow tie model and post-booking variability, and why documenting assumptions and forward-looking signals matter for predictable cash flow.
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INSIGHT

The Bow Tie Misses Continuous Improvement

  • The bow tie funnel shows conversions and health but misses continuous improvement and the causal links between inputs and outcomes.
  • Stephen argues teams measure what they can (conversion rates) not always what matters, biasing toward productivity metrics.
INSIGHT

Booked Revenue Often Diverges From Collected Cash

  • Post-booking variables can dramatically change booked revenue into collected cash; 25 variables can double or halve lifetime value.
  • Problems like poor proposals, wrong terms, failed onboarding and low adoption are common causes of realized revenue variance.
ADVICE

Make Reliable Cash Flow Your North Star

  • Focus your north star on reliable, predictable future cash flow rather than only conversion or win-rate accuracy.
  • Reliable cash flow signals profitable growth and aligns metrics with firm value and investor concerns.
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