E56: Becoming a CFO Whisperer & Revenue Architect (Allison Metcalfe, CRO @ Zenoti)

Allison Metcalfe's path to CRO was built on systems thinking, multiplier leadership, and a journalist's instinct for "why." In this episode, Kyle and Allison talk through what separates good revenue leaders from great ones, and how to actually lead peers and execs, not just manage them. And maybe we shouldn't tell you this, but… Allison even reveals her hardcore alter-ego that helps her better ride the highs and lows in the CRO role.

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Chapters:  

01:47 Allison Metcalfe's Career Journey  

03:41 Non-Traditional Path to CRO  

05:16 Architecture Thinking and the AI Era  

07:25 Systems Thinking and Curiosity in Revenue Leadership  

09:01 Managing Executive Relationships  

10:56 Discovering Multiplier Leadership  

18:44 Decision-Making Without Consensus Paralysis  

24:30 Building Healthy Executive Relationships  

30:11 Authenticity and Connection in Remote Work  

33:09 Using Enneagram for Team Understanding  

38:00 Radical Empathy Across Departments  

46:27 Collaborating Effectively with Finance  

53:21 Navigating 2026 Planning Conflicts  

58:26 Data-Driven Decision Making and Change Management  

01:03:32 Quick Fire: Career Lessons, Alter Egos, and Book Recommendations