Director, Sales Compensation Operations and Technology

Docusign • San Francisco, CA

1d • Hybrid

About The Position

Docusign brings agreements to life, serving over 1.5 million customers and more than a billion people in over 180 countries by accelerating business processes and simplifying lives. Through intelligent agreement management, Docusign unlocks business-critical data from documents, which were previously disconnected from business systems, saving time, money, and opportunity. The company's Intelligent Agreement Management platform enables businesses to create, commit, and manage agreements using solutions from the leader in e-signature and contract lifecycle management (CLM). As the Director, Sales Compensation, you will be a highly motivated leader responsible for managing the Global Sales Compensation Operations and Systems team within a fast-paced SaaS environment. Your primary focus will be on leveraging AI-powered insights and automation to scale both business and systems operations, ensuring on-time and accurate incentive payouts. You will lead the operational execution of systems, accruals, and the commissions process, maintaining strict SOX compliance while utilizing automated auditing tools to reduce manual overhead. This is a people manager role that reports to the Sr. Director, Sales Compensation.

Requirements

• Bachelor’s degree in Finance, Business, Economics, or a related field
• 12 or more years of experience in sales compensation, sales operations, or finance with deep knowledge of incentive systems
• 5 or more years of people management experience leading high-performing operational teams
• Experience using AI-powered analytics or automated auditing tools within a financial or operational context

Nice To Haves

• Experience in a professional, fast-paced SaaS or tech environment
• Advanced proficiency with Xactly, CaptivateIQ, Spiff, or other modern Sales Performance Management software
• Strong business acumen with the ability to translate complex data into actionable insights
• Proven track record of gaining operational efficiencies through process automation and AI integration
• Excellent communication and presentation skills with experience influencing cross-functional stakeholders

Responsibilities

• Lead the Global Sales Compensation team in driving the monthly end-to-end cycle from system set-up and accruals to commissions payroll
• Implement and manage AI-driven anomaly detection tools to proactively identify and resolve payout discrepancies and outliers
• Partner with the Plan Design team to operationalize across business processes and technical specifications to deliver complex sales incentive plans across global territories
• Lead and manage the Xactly systems operations team
• Drive strategic planning for system architecture, configuration, and the technical roadmap to ensure global scalability for business insights and incentive calculations
• Utilize AI-infused predictive modeling to forecast commission spend and analyze the impact of proposed plan changes
• Collaborate with Systems and Planning teams to configure, UAT, and test new plans within Sales Performance Management platforms
• Manage the monthly and quarterly close calendar process to ensure the team meets all deadlines with high precision
• Develop and scale business processes to support growing business needs while maintaining internal controls for SOX compliance
• Mentor and coach team members on industry best practices while fostering a culture of continuous learning and AI adoption

Benefits

• Paid Time Off: earned time off, as well as paid company holidays based on region
• Paid Parental Leave: take up to six months off with your child after birth, adoption or foster care placement
• Full Health Benefits Plans: options for 100% employer paid and minimum employee contribution health plans from day one of employment
• Retirement Plans: select retirement and pension programs with potential for employer contributions
• Learning and Development: options for coaching, online courses and education reimbursements
• Compassionate Care Leave: paid time off following the loss of a loved one and other life-changing events

What This Job Offers

• Job Type: Full-time
• Career Level: Director