Director, Sales Compensation

Prove • New York, NY

1d • $190,000 - $215,000 • Remote

About The Position

At our rapidly growing company, we are seeking an exceptional Director of Sales Compensation to lead the design, implementation, and stewardship of our complex commission plans. This strategic role is pivotal in ensuring our compensation programs align with our overall business objectives, empower and motivate our sales teams, and accurately reflect the unique challenges and opportunities of our consumption-based business model.
The ideal candidate is a seasoned compensation professional who thrives on corporate strategy but possesses an unyielding "roll-up-your-sleeves" attitude toward administrative accuracy. You must be deeply committed to the integrity of the data, showing a willingness to inspect every statement in detail while maintaining the agility to pivot tools and processes at a moment's notice.

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.

Nice To Haves

• MBA or Certified Compensation Professional (CCP) designation preferred.

Responsibilities

• 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.

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!

What This Job Offers

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