E23: A Guide to High Stakes Decisions with Ashley Grech, CRO of Xero

Great revenue leaders aren’t just sales experts—they’re world-class problem solvers. But how do you separate signal from noise, diagnose the right issues, and make decisions that drive long-term success? 

In this episode of The Revenue Leadership Podcast, Ashley Grech, CRO at Xero, joins Kyle to break down her framework for identifying, prioritizing, and solving complex revenue challenges. She shares how revenue leaders can balance instinct with data, avoid limiting beliefs that stall innovation, and use the driver tree framework to diagnose revenue bottlenecks. Ashley also explains why prioritization is the key to unlocking scale, how decision-making frameworks can accelerate growth, and what she’s learned from scaling global go-to-market strategies at Xero and Square.

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Key chapters:

(00:00) - Introduction to Problem Solving in Revenue Leadership

(03:11) - The Importance of Problem Solving

(06:03) - Frameworks for Problem Identification

(08:56) - Utilizing Driver Trees for Diagnostics

(11:55) - Data-Driven Decision Making

(15:10) - Prioritization of Problems

(17:57) - Balancing Urgency and Importance

(20:54) - Sourcing Information from the Team

(23:49) - Navigating Customer Feedback

(27:08) - The Role of Data in Solutioning

(30:06) - Finding the Best Solution

(32:50) - Conclusion and Key Takeaways

(44:18) - Principled Problem Solving

(51:38) - Organizing Principles for Success

(56:03) - Teaching and Scaling Principles

(57:31) - Market Expansion Strategies

(01:06:30) - Timing for International Expansion

(01:09:17) - Channel Diversification Insights

(01:12:43) - Overcoming Limiting Beliefs

(01:17:14) - Qualities of a Great CRO