Senior Manager, Global Benefits & Well-Being

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. Reporting to the VP, Total Rewards, the Senior Manager, Global Benefits & Well-Being supports the implementation and operational oversight of global benefit programs that align with company values and priorities. This role focuses on global execution, coordination with regional HR teams, vendor management, and ensuring a high-quality employee experience. The Senior Manager will collaborate with internal and external stakeholders to drive operational effectiveness and ensure global program compliance and consistency. Job Responsibilities: - Lead the implementation of global benefits and well-being programs in alignment with overall Total Rewards strategy and local market needs. - Directly manage, coach, and develop the Global Benefits team; own day-to-day people management and performance while each team member retains end-to-end ownership of their individual program portfolio. - Monitor and assess benefit programs and market trends, analyze data, and incorporate findings into annual benefits review by country. Stay informed on global benefits landscape and provide technical and market trend expertise. - Coordinate with regional People/HR teams to align program administration, communication, and delivery of benefits across geographies. - Lead the development and execution of communication materials that clearly explain programs to employees and candidates. - Manage relationships with benefit brokers, vendors and consultants, ensuring service delivery standards are met and supporting vendor evaluation processes. - Contribute to the annual benefits review process, including gathering market data, analyzing benchmarking reports, and providing recommendations to leadership.

- Collaborate with Legal, external partners and internal stakeholders to ensure program compliance with regional laws and regulations. - Partner with Finance and external consultants to support budgeting, cost tracking, and financial modeling related to benefits programs. - Maintain and improve documentation, governance frameworks, and internal processes to support benefits consistency and scalability. Experience Required: - 7+ years of global benefits management experience in complex, matrixed organizations, with strong knowledge of local legislation, compliance, and cultural considerations. - Proven expertise in program execution, vendor management, cost analysis, and budgeting. - Deep understanding of how global organizations operate and support local benefits. - Strong communication, collaboration, and presentation skills, including experience influencing senior leaders. - Demonstrated business, financial, and HR acumen; skilled at using data to inform recommendations. - Effective in project management, problem-solving, and navigating ambiguity in dynamic environments. - Builds strong partnerships and drives accountability in agile, fast-paced settings. - Highly organized with attention to detail, and able to scale processes in a high-growth environment. Work Location: This role is fully remote for candidates who reside outside the 30 mile radius of one of our offices. For candidates who reside within a 30 mile radius of one of our offices, this role is Hybrid and would require 3 days a week (T, W, TH) in office. As part of our continued commitment to diversity, equity, and inclusion, Five9 supports pay transparency during the entire recruitment process.