Remote Sales Compensation Lead | Strategy & Execution

Cornerstone; Chicago (IL); Remote; USD 105,000 - 169,000; Full time

Benefits offered by this job

Remote work

Annual bonuses

Comprehensive benefits

Job summary

Cornerstone is seeking a Sales Compensation Manager who will lead end‑to‑end compensation for assigned sales teams. This player‑coach will mentor a Sales Compensation Analyst, while executing monthly and quarterly commissions and partnering with Finance to close the books.

In this high‑visibility role, you will optimize processes, manage SPIFF/ICM tooling, and address pay inquiries with precision and speed. A SaaS background and strong Excel skills are essential.

Qualifications

• 6+ years in sales compensation administration or related role at a SaaS company.
• 2+ years of people management experience, with a track record of developing a high‑performing team.
• Experience in full‑cycle sales compensation administration — calculations, crediting, draws, clawbacks and dispute resolution.
• Strong analytical and problem‑solving skills with the ability to identify root causes and recommend solutions.
• Hands‑on experience administrating a modern ICM tool (SPIFF preferred; Xactly, CaptivateIQ or similar acceptable).
• Familiarity with Salesforce reporting and CRM data.
• Strong Microsoft Excel / Google Sheets skills and a high bar for accuracy and attention to detail.
• Ability to prioritize competing initiatives, manage multiple deadlines, and lead through ambiguity while maintaining a high degree of accuracy.
• Sound judgement handling confidential compensation data and clear, well‑structured communication.
• Experience partnering with geographically dispersed teams.
• A team player with a positive “can do” attitude

Responsibilities

• Coach, mentor, and develop a Sales Compensation Analyst through regular feedback, prioritization, and professional development.
• Own the quality and accuracy of commission processing for assigned business units, providing oversight and quality assurance for work completed by the Sales Compensation Analyst.
• Execute monthly and quarterly commission calculations accurately and on schedule.
• Produce commission statements and support monthly close and commission accrual processes in partnership with Finance.
• Identify process improvements that enhance the accuracy, scalability, and efficiency of sales compensation operations, including automation and system enhancements.
• Assist with the administration of the SPIFF incentive compensation management (ICM) platform, including maintaining plan configuration, payee assignments, quotas, and hierarchy management.
• Serve as the first point of contact for commission inquiries - investigating and resolving issues while providing exceptional customer support.
• Independently execute the commission calculation cycle with high‑level direction, owning a defined scope and using established approaches to solve well‑defined problems.
• Deliver high‑quality, well‑documented output that others can rely on, and communicate clear, concise updates to stakeholders.
• Gather feedback from payees and validate that solutions address any underlying issue.

Skills

Sales compensation administration

Mentoring / people management

Analytical thinking

Communication

Tools

Xactly

CaptivateIQ

Salesforce

Excel / Google Sheets

Job description

Cornerstone is seeking a Sales Compensation Manager who will lead end‑to‑end compensation for assigned sales teams. This player‑coach will mentor a Sales Compensation Analyst, while executing monthly and quarterly commissions and partnering with Finance to close the books.

In this high‑visibility role, you will optimize processes, manage SPIFF/ICM tooling, and address pay inquiries with precision and speed. A SaaS background and strong Excel skills are essential.