Leadership Profile Summary

Welcome to Ray Otero’s professional site, a showcase of executive leadership, transformation, and thought leadership across technology, customer experience, and operational excellence.

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Ray’s career spans nearly three decades, marked by a reputation for building and scaling organizations at the intersection of strategy, technology, and execution. He has held pivotal roles with industry leaders such as Microsoft and Amazon Web Services, guiding teams through complex transformations and driving meaningful outcomes for customers and partners.

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As a recognized thought leader, Ray shares his insights through the CX and CS Happy Hour podcast and frequent speaking engagements, shaping the conversation around customer success, cloud journeys, and the future of operational excellence. His expertise covers the entire customer lifecycle, from initial engagement through expansion and renewal, always with a focus on delivering results and empowering teams to achieve their best.

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Ray’s leadership philosophy centers on alignment, trust, and a human-centered approach, believing that transformation is achieved through empowered people, clear vision, and measurable outcomes. He is known for his ability to unify global teams, foster accountability, and create cultures where speed, adaptability, and excellence thrive.

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A decorated U.S. Air Force veteran (Operation Enduring Freedom) and active member of the Veterans of Foreign Wars, Ray brings a spirit of service and dedication to every endeavor. His commitment to operational excellence and customer success continues to inspire organizations and individuals alike.

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Connect with Ray to explore his journey in customer success, technology strategy, and leadership, or to discover how his experience and philosophy can help your organization reach new heights.