Vice President, Engineering and AI Innovations

Five9 (leading provider of cloud contact center software) is seeking a VP of Engineering, AI Innovations to lead the team of talented software developers responsible for Five9's AI Insights, Agent Assist and GenAI Studio products. The VP will direct the next phase of the evolution of these products, significantly expanding their feature sets, improving their capabilities with the latest AI technologies, and expanding their reach with better scale and enterprise capability. The role has end-to-end ownership from development through operations. Remote US (hybrid near offices). Salary: $233,000–$512,000 USD.

• 10+ years experience in engineering management. • Experience leading Engineering delivery for Customer Experience AI products, including Agent Assistance, AI Agents, and Conversational Analytics. • Deep understanding of modern AI architectures: LLMs, RAG systems, embeddings, vector databases, multimodal models. • Expert-level proficiency in Java and JVM-based ecosystems. • Strong command of distributed systems design: microservices, event-driven architectures, concurrency, and fault tolerance. • Experience in development and operations of software in public cloud (AWS, GCP, Azure). • Proven ability to lead, mentor, and grow high-performing engineering teams across multiple disciplines. • Track record of hiring top-tier engineering leaders and technologists. • Ability to define and execute the long-range engineering strategy. • Proficiency with capacity planning, headcount allocation, staffing strategy, and forecasting infrastructure costs.