Director, Sales Compensation

Role Overview

• Design, implement, and administer comprehensive sales commission plans for over 100 employees across Sales, Customer Success, Sales Engineering and other departments.
• Partner closely with the SVP of Revenue Operations, Sales Leaders, and Finance to model, forecast, and align compensation strategies with our overarching GTM objectives.
• Assess the operational feasibility of proposed plans, ensuring that what is designed strategically can be accurately administered at scale.
• Directly manage, develop, and mentor a high-performing team of two compensation professionals, overseeing their daily workflows, monthly deliverables, and professional growth.
• Leverage compensation tools and technology to streamline processes, automate commission calculations, and improve overall operational efficiency.
• Actively identify opportunities to utilize Artificial Intelligence (AI) to automate manual workflows, reconcile complex datasets, and accelerate the validation of commission outputs.
• Design, build, and standardize rigorous monthly and quarterly reporting packages tailored for Finance and Sales Leadership to track commission spend, budget variances, and plan effectiveness.
• Gather and analyze sales data, performance metrics, and revenue trends to deliver data-driven insights and actionable recommendations for future plan modifications.
• Oversee the monthly commission cycle with an elite standard of accuracy, including a commitment to personally review every single employee's statement in detail each month.
• Master our primary commission tool (CaptivateIQ), while maintaining the architectural readiness and willingness to transition the entire process at a moment's notice.
• Ensure all plans remain competitive, equitable, and compliant with relevant financial standards and regulations.
• Act as a trusted advisor to sellers and sales leadership, creating clear, concise documentation and conducting regular feedback loops (surveys, town halls) to maintain high motivation and transparency.
• Partner with Finance to establish bulletproof auditing, reconciliation, and expense forecasting workflows.

Requirements

• 10+ years of dedicated experience in sales compensation design and administration, with a proven track record navigating the complexities of a consumption-based business model.
• 3+ years of experience directly managing, mentoring, and evaluating direct reports within a revenue operations or corporate compensation environment.
• Proven ability to advise senior leadership on GTM strategy, paired with an explicit passion for commissions administration and getting the fine details right.
• Advanced proficiency with commission automation platforms (specifically CaptivateIQ, though experience with Varicent or Xactly is welcome).
• Practical exposure to utilizing AI tools or advanced automation scripts to streamline manual data reconciliation. (Claude, Gemini)
• Expert-level Google Sheets / Excel capabilities are mandatory, alongside an operational willingness to manage massive commission infrastructure manually if required.
• Familiarity with the broader tech stack: Salesforce, Adaptive, Intaact.
• Bachelor's degree in Finance, Business Administration, or a related field; MBA or Certified Compensation Professional (CCP) designation preferred.
• Exceptional analytical problem-solving skills, rigorous attention to detail, and top-tier communication skills required to manage cross-functional stakeholders smoothly.

Benefits

• Competitive salaries & Bonus Plan (for eligible roles) and Equity Plan
• Modern Health for financial, mental, and physical wellness
• 401(k) Retirement Plan & Match (US Offices) and Local Country Pension (International Offices)
• Unlimited Vacation and Flexible hours
• Comprehensive medical benefits for you and your family ❤️
• Emotional & Physical Wellness – Access to wellness services (EAP & Prove Well-Being Reimbursement)
• Bottomless snacks & beverages for certain office locations
• Daily GrubHub stipend for lunch if coming into the office (US Offices)
• A great place to work and connect with other talented Provers like yourself!