Manager, Sales Commissions

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 seeking a Manager, Sales Commissions to lead the end to end administration, governance, and evolution of its global sales commission programs. This role is responsible for ensuring accurate, timely, and compliant commission payments for sales and customer success representatives. The Manager will be responsible for overseeing the maintenance of an Incentive Compensation Management (ICM) tool, as well as ETL integrations and SOX controls related to commissions. This role combines hands on technical expertise, people leadership, and strong cross functional partnership across Finance, Sales Operations, Payroll, and Audit. Key Responsibilities Sales Commission Operations & Leadership: Lead the end to end commission process for hundreds of quota carrying reps, ensuring accurate and timely payouts. Manage a small team, providing coaching, workload prioritization, and performance guidance. Act as the primary escalation point for commission disputes, complex calculations, and off cycle adjustments. Partner closely with Sales Operations, Deal Desk, Payroll, and HR to ensure alignment on compensation plans, bookings, and employee data. ICM Ownership & Commission Model Management: Serve as the system owner for the Company ICM, including plan configuration, calculation logic, hierarchies, crediting rules, and rate tables. Design, maintain, and enhance commission models to support evolving compensation plans, new sales roles, SPIFFs, and business initiatives. Perform and oversee calculation validation, tie outs, and variance analysis prior to payout approval. Ensure scalability and auditability of models as the sales organization grows and plan complexity increases. Qualifications & Experience Required Qualifications: 7+ years of experience in sales commissions, revenue operations, or compensation accounting, including people leadership experience. Deep hands on experience administering ICM tools Strong working knowledge of CRM and bookings systems. Experience supporting SOX controlled commission processes in a public company environment. Advanced Excel skills and strong financial reconciliation capabilities. Proven ability to work cross functionally with Finance, Sales Ops, Payroll, HR, and Audit. Key Competencies: High attention to detail and data integrity Strong ownership mindset over mission critical financial processes Ability to balance operational execution with system and control improvements Clear communicator with the ability to explain complex commission logic to non technical stakeholders Trusted partner to Sales leadership and Finance executives 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. Actual compensation packages are based on several factors that are unique to each candidate including, but not limited to: skill set, depth of experience, certifications, and specific work location. The range displayed reflects the minimum and maximum target for new hire salaries for the job across the United States. Your recruiter can share more about the specific compensation package during your hiring process. Additionally, the total compensation package for this position may also include an annual performance bonus, stock, and/or other applicable i…