Sales Planning and Compensation Lead

About the role

Reporting to the Director of Sales Planning & Incentive Compensation, the Sales Planning and Compensation Lead will own the execution and evolution of Flex's sales compensation program, including commission administration, territory design, quota setting, and performance analytics. This role sits within Revenue Strategy & Operations and partners closely with Sales, Finance, and People to ensure our incentive programs are accurate, scalable, and aligned with business goals. This is a highly cross-functional role that combines strategic thinking with operational execution. You'll play a key role in shaping how Flex incentivizes and scales its revenue organization as the business grows. You'll help shape compensation plans, support territory and quota planning, and own the processes that ensure sellers are paid accurately and on time.

Responsibilities

• Compensation Design & Administration
• Support the design and evolution of commission plans across our revenue organization
• Model compensation scenarios, quotas, accelerators, and incentive structures
• Partner with Sales, Finance, and People to ensure plans are aligned with business goals and operationally scalable
• Commission Operations
• Own the monthly commission calculation and payout process across the revenue organization
• Manage compensation systems, audit trails, approvals, and supporting documentation
• Resolve exceptions including new hires, leave prorations, plan changes, clawbacks, and disputes
• Ensure payout accuracy and maintain a strong controls environment
• Territory & Quota Planning
• Support territory design and quota setting across revenue teams
• Build attainment, capacity, and coverage models to inform planning decisions
• Partner with Sales Leadership and Finance on territory assignments, headcount planning, and quota distribution
• Analytics & Reporting
• Analyze quota attainment, compensation spend, and payout trends
• Build reporting and insights for Revenue leadership
• Identify opportunities to improve plan effectiveness, performance, and operational efficiency
• Cross-Functional Partnership
• Serve as a trusted resource for compensation-related questions from employees and leaders
• Partner with Sales, Finance, and People on organizational changes, new roles, and compensation programs
• Contribute to broader Revenue Strategy & Operations initiatives, including planning and GTM analytics
• Key Qualifications
• 4+ years of experience in sales compensation, revenue operations, FP&A, strategy & operations, or a related field
• Experience owning commission calculations and payout processes end-to-end
• Strong analytical and modeling skills with advanced Excel or Google Sheets proficiency
• Experience working with Salesforce data; familiarity with Snowflake is a plus
• SQL familiarity is preferred, Python is a plus
• Strong attention to detail and commitment to accuracy
• Excellent communication skills with the ability to explain complex compensation concepts to a variety of audiences
• Ability to operate effectively in a fast-paced, high-growth environment
• Comfortable balancing strategic projects with operational execution

Benefits

Additional Information

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It's hard to believe that it's 2026 and paying rent on time is expensive, inflexible, and difficult. We're here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?

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