Vice President, Engineering and AI Innovations

Join Five9 as VP of Engineering and AI Innovations to lead the team responsible for Five9's AI Insights, Agent Assist and GenAI Studio products. 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.

Requirements

• 10+ years experience in engineering management
• Experience leading Engineering delivery for Customer Experience AI products
• AI / ML / GenAI Expertise
• Expert-level proficiency in Java and JVM-based ecosystems
• Strong command of modern distributed systems design
• Experience building highly scalable, low-latency systems for enterprise SaaS
• Deep knowledge of SRE principles
• Expertise in security, privacy, and compliance relevant to CCaaS environments
• Proven ability to lead, mentor, and grow high-performing engineering teams
• Exceptional written and verbal communication skills
• Ability to create a culture of excellence—high velocity, high quality, and accountability
• Deep empathy for customers and agents using Five9’s AI products
• Experience engaging customers directly to gather insights and validate direction

Benefits

• Health, dental, and vision coverage
• Short & Long-Term Disability
• Basic Life Insurance
• 401k saving plan with employer matching
• Access to an innovative mental health support platform
• Generous employee stock purchase plan
• Paid Time Off
• Company paid holidays
• Paid volunteer hours
• 12 weeks paid parental leave