David Oshiro

About David Oshiro

I own strategy and execution for high-impact digital experiences that reach millions of users globally. At Microsoft, I have driven AI-powered web strategy across Microsoft 365, Copilot, and AI Business Solutions, delivering measurable gains in conversion, engagement, and revenue efficiency.My career has been defined by operating at scale and influencing at senior levels. I’ve led strategy for some of the world’s most trafficked digital surfaces, including Microsoft 365 and Amazon’s homepage during peak global events like Prime Day and Black Friday. Across roles, I translate complex business objectives into clear roadmaps, align cross-functional stakeholders, and deliver results through disciplined execution and data-driven decision-making.Key strengths:• Executive-level leadership across Product, Engineering, Marketing, and Analytics• AI-driven growth strategy, automation, and content systems• Ownership of global web ecosystems and high-scale digital platforms• Experimentation (A/B, MVT) and performance optimization at scale• Product-led growth, conversion strategy, and customer journey design• Building and leading high-performing, cross-functional teamsPreviously, I led globally scaled marketing initiatives at Amazon, owning homepage and event strategy across flagship campaigns that drove billions in customer engagement. I also served in the White House, directing complex, high-profile operations and leading cross-agency teams to execute nationally significant events with precision and accountability.I’m known for bringing structure to ambiguity, leading with clarity, and delivering outcomes that align strategy with execution. My focus is on building scalable systems, developing strong teams, and driving sustained business impact in fast-moving, high-visibility environments.

Experience

1. Sr Consultant, Ai Business Solutions - Web Strategy

   Microsoft

   Jul 2024 — Present · Redmond, WA, US

   Led channel marketing strategy and execution for high-visibility AI-powered web experiences, including chatbot, pricing, product demos, cross-site search, and trial initiation, improving conversion and revenue efficiency.• Developed and scaled an AI agent adopted across Copilot, Microsoft 365, Teams, and Azure, accelerating content creation, improving message consistency, and reducing time-to-market across web and social channels.• Partnered with Product, Engineering, and Commercial teams to launch Microsoft’s unified web marketplace, aligning positioning and upsell/cross-sell motions across Copilot, Dynamics 365, Power Platform, and Azure.• Defined success metrics and continuously optimized experiences using behavioral data, experimentation, and performance insights.

Education

• University of Washington

  Bachelor of Arts - BA, Marketing

• UW Foster School of Business

  Digital Marketing