Principal Product Manager - AI Applications at five9

This role is designed for a seasoned product leader with a deep technical foundation in Generative AI and Large Language Models (LLMs). The ideal candidate has at least 9 years of experience, with a significant portion dedicated to building AI-first enterprise software. You should be comfortable moving between high-level strategy and technical "hands-on" work like prompt engineering and RAG architecture design, specifically within the customer experience or contact center domain. The compensation range is exceptionally broad (up to $398k base), signaling that the company is willing to pay for top-tier expertise. The role offers excellent flexibility as a fully remote position (unless you live near San Ramon) and includes premium benefits like 100% employer-covered healthcare premiums for employees. You’ll be at the helm of strategic AI initiatives—AI Insights, Agent Assist, and GenAI Studio—giving you significant influence over the company's core innovation roadmap. **You might be a good fit if you:** * Have hands-on experience building and scaling LLM-powered applications (RAG, agentic workflows, LLM Ops). * Thrive in a "builder" environment where you lead through influence across global, distributed engineering and UX teams. * Can translate complex AI capabilities into intuitive user experiences that solve real-world business problems. * Are comfortable evangelizing technical products to enterprise customers and running high-stakes beta programs.