Principle, Sales Compensation Design

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. Five9 is looking for a Principle of Strategic Sales Compensation Design to design the incentive plans for our global sales organization – Sales, Technical Sales, Partner Sales and Business Development. Close partnership with sales leaders, finance and operations will round out the scope of this position. Five9’s own revenue model is shifting: seat licensing increasingly carries bundled AI capacity, with incremental AI revenue arriving later through usage and expansion. This role will define how compensation design keeps pace with that shift — building the plan logic for a hybrid revenue model that most legacy comp frameworks were never built to handle. Key Responsibilities Incentive Plan Design & Governance Own the incentive design calendar — including the annual plan cycle, in-year plan changes triggered by product launches or go-to-market shifts, and new plan structures for new roles, segments, and routes to market. Set pay mix, accelerator curves, thresholds, caps, and decelerators — to drive the selling behavior the business needs. Own plan documentation, governance, and version control — partnering with Finance on revenue recognition and audit requirements. Quota, Territory & Plan Economics Build quota methodology that reconciles top-down and bottom-up targets — running in-year reallocation as territories, headcount, and market conditions move. Design territory and coverage models — balancing revenue potential, account density, and rep capacity. Model plan cost, expected attainment distribution, and cost of sales — under multiple scenario