Sales Planning and Compensation Lead
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?
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.
What you'll do
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
Compensation
Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines. For candidates located in our Tier 1 (NYC/Bay Area) and Tier 3 (Salt Lake City) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.
Life at Flex
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
- Competitive medical, dental, and vision
- Company equity
- 401(k) plan with company match
- Unlimited paid time off + 13 company paid holidays
- Parental leave
- Free Flex subscription
For full-time non-U.S. employees, we offer:
- Competitive compensation + company equity
- Unlimited PTO
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