About
Olawale "Wale" Oladehin is the Managing Director for North America Segments including SVs, DNB, Model Providers, and Enterprise. He leads a team of technical experts who support AWS customers through digital and business transformations on the cloud.
Wale has 17+ years of experience across disruptive technologies including IoT, Serverless, Data, and AI. He has a passion for helping customers turn innovation through technology to achieve their business outcomes.
He also is an advocate for fostering an inclusive work culture that supports team members bringing their best selves to AWS. He holds a bachelor's degree in computer science from Princeton University.
He writes and speaks regularly on AI transformation, agentic systems, leadership, culture, and the evolving role of technologists as strategic advisors.
Speaking Topics
The Future of Strategic Thinking
How strategic thinking is evolving and what frameworks leaders need to navigate increasing complexity.
Building Systems That Scale
Practical approaches to designing organizations and processes that handle growth without breaking.
AI Transformation: From Copilot to Strategic Partner
A practical framework for measuring AI maturity in customer-facing roles — and how leaders can move their teams from productivity gains to genuine strategic impact.