Jobs / United States / FIVE9 INC
Vice President, Engineering and AI Innovations
FIVE9 INC · 🇺🇸 United States (Remote) · Remote
Sponsorship verdict
Sponsorship possible
One solid signal, not two — worth applying, and worth asking about sponsorship early.
- Employer is on a government sponsor recordThe US Department of Labor certified 12 H-1B/E-3 labor condition applications for this employer between Oct 2025 and Jun 2026 (latest Jun 2026) — the step every H-1B hire needs first. USCIS also records 7 H-1B approvals in FY2023. Source: LCA disclosure data (US Department of Labor (OFLC)).
- The posting doesn’t mention sponsorshipSilence isn’t a refusal — ask the recruiter before investing much time.
- No salary bar for this routeH-1B has no fixed salary bar: the employer must pay at least the prevailing wage for the role and area. Cap-subject employers enter a lottery weighted by wage level. Source: https://www.federalregister.gov/documents/2025/12/29/2025-23853/weighted-selection-process-for-registrants-and-petitioners-seeking-to-file-cap-subject-h-1b, rules effective 2026-02-27.
- What FIVE9 INC paid sponsored hires in similar roles1 certified filing for “Director, Engineering AI Practice” (Computer and Information Systems Managers) in CA: $215k–$215k, median $215k. Source: US Department of Labor LCA disclosure data (Oct 2025 – Jun 2026).
- Confirmed live todayWhen a source last listed this job as open.
US H-1B: cap-subject employers enter a lottery weighted by wage level — Level I gets 1 entry, Level IV gets 4 (DHS projected selection odds ≈15% at Level I to ≈61% at Level IV). Universities and non-profit research employers are cap-exempt. The $100,000 fee for new petitions from abroad is currently blocked by a court order (appeal pending).
A verdict summarises public evidence; it is not legal advice and never a guarantee — the employer and the immigration authority decide. Sign in to factor in where you can already work.
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Sponsor Radar — FIVE9 INC
The US Department of Labor certified 12 H-1B/E-3 labor condition applications for this employer between Oct 2025 and Jun 2026 (latest Jun 2026) — the step every H-1B hire needs first. USCIS also records 7 H-1B approvals in FY2023. Source: LCA disclosure data (US Department of Labor (OFLC)).
Past sponsorship or register membership never guarantees sponsorship for this vacancy or for you. Full Sponsor Radar for FIVE9 INC →
About the role
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. • Understanding of fine-tuning, distillation, and model optimization (quantization, pruning, MoE, etc.). • Experience with applied ML for NLP, ASR/TTS, NLU, and agent-assist use cases preferred. Software Engineering Foundations • Expert-level proficiency in Java and JVM-based ecosystems. • Strong command of modern distributed systems design: microservices, event-driven architectures, concurrency, and fault tolerance. • Experience in development and operations of software in public cloud (AWS, GCP, Azure). Nice-to-have: experience with Google Cloud Platform (GCP) • Experience building highly scalable, low-latency systems for enterprise SaaS. • Strong understanding of API design (REST, gRPC), SDKs, and integrations with enterprise systems. • Proficiency with CI/CD (GitHub Actions, Jenkins, Spinnaker, etc.) and Infrastructure as Code (Terraform). Operational Excellence • Deep knowledge of SRE principles: SLIs/SLOs, incident management, error budgets. • Experience running 24×7 production systems at scale, ideally in multi-region global deployments. • Expertise in security, privacy, and compliance relevant to CCaaS environments (SOC2, GDPR, HIPAA, FedRAMP preferred). • Solid grasp of network fundamentals (TCP/IP, HTTP/2/3, WebRTC basics, load balancing). • People & Leadership Skills Engineering Leadership • Proven ability to lead, mentor, and grow high-performing engineering teams across multiple disciplines (backend, ML, frontend, DevOps, SRE). • Track record of hiring top-tier engineering leaders and technologists. • Ability to create a culture of excellence—high velocity, high quality, and accountability. • Strong conflict-resolution skills; able to navigate ambiguity and align cross-functional teams. Collaboration & Communication • Exceptional written and verbal communication skills; able to clearly articulate vision, architecture, and trade-offs to both technical and non-technical audiences. • Comfortable partnering with Product, Design, Sales Engineering, Customer Success, and Executive Leadership. •