Cade Olson

GTM Economics & Operating Models | Director, Sales Compensation & Policy @ Veeam

Veeam Softwareex-Twilioex-IncentivEdge

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I am endlessly curious about how organizations Throughout my career, I've been drawn to complicated problems involving incentives, operations, planning, technology, and decision-making.

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I'm less interested in the symptom than the reason it exists in the first Most business problems don't exist in isolation. Incentives influence behavior. Processes shape decisions. Technology can either reinforce good habits or amplify bad ones. The challenge is rarely identifying what's broken. It's understanding why the system is producing that Today I lead Sales Compensation & Policy at Veeam. While my role sits within compensation, much of my work involves understanding how strategy becomes execution, where friction emerges, and what needs to change to produce better My approach is simple: start with first principles, question assumptions, make tradeoffs explicit, and focus on root causes instead of I enjoy asking questions, challenging conventional thinking, and building practical solutions to complex problems.