Vice President, Engineering and AI Innovations

Benefits

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About this role

Vice President, Engineering and AI Innovations United States (Remote) Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide. Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves. As VP of Engineering, AI Innovations, you will lead the our team of talented software developers that are responsible for Five9's AI Insights, Agent Assist and GenAI Studio products. These products are in widespread usage today. You will be responsible for directing the next phase of the evolution of these products, significantly expanding their feature sets, improving their capabilities with the latest and greatest in AI technologies, and expanding their reach to more customers with better scale and enterprise capability. You'll take end-to-end ownership, from development through operations. Required Work Experience: - 10+ years experience in engineering management. - Experience leading Engineering delivery for Customer Experience AI products, including Agent Assistance, AI Agents, and Conversational Analytics. Required Skills - Technical Skills AI / ML / GenAI Expertise - Deep understanding of modern AI architectures: LLMs, RAG systems, embeddings, vector databases, multimodal models. - Practical experience integrating LLMs into production systems, including prompt orchestration, function calling, structured outputs, and multi-agent workflows. - Familiarity with model evaluation, A/B testing, safety techniques, latency/throughput trade-offs, and observability for AI systems.

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