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Flex · 2 days ago

Director, Sales Planning & Incentive Compensation

New York, NY

Full-time

Hybrid

Mid, Senior Level

$217K/yr - $235K/yr

7+ years exp

Flex is a growth-stage FinTech company headquartered in NYC, focused on transforming the rent payment experience for users. The Director of Sales Planning & Incentive Compensation will be responsible for designing and managing compensation plans that align with business objectives, drive growth, and motivate sales teams across the organization.

AppsBillingFinancial ServicesFinTechSoftware

Responsibilities

Structure incentive compensation plans across multiple revenue organizations: determine appropriate base vs. variable pay mix, commission/bonus structures, accelerators, quota frameworks, regional/territory and role variation; collaborate with HR Compensation, Finance, and Sales Leadership to ensure plans are competitive, financially sustainable, and aligned with business strategy and go-to-market motions

Lead quota-setting and sales planning processes; model variable compensation costs under various scenarios to forecast payout liability and budget impact

Own the end-to-end execution of compensation plans: administration, calculations, validation, payout, reconciliation, and audits each cycle — ensuring accuracy, transparency, fairness; manage documentation, change control, versioning, communication, and stakeholder support — ensuring compensation plans are clearly communicated to sales leadership and reps; act as primary point of contact for comp-related questions, disputes, or clarifications

Build, maintain, and analyze dashboards and reports tracking quota attainment, payout distribution, reps’ performance, comp spend, and other compensation-related metrics. Use insights to recommend plan adjustments; Conduct periodic reviews (quarterly / annually) of compensation plan effectiveness

Serve as the bridge between Sales, HR, Finance, RevOps, and senior leadership for all matters related to compensation plan design, execution, and governance; Manage the compensation planning calendar: plan design cycles, quota-setting cadence, approvals, communication, implementation, and payouts across all four revenue organizations

Build a team of analysts to support the Sales compensation function as the organization grows

Qualification

Sales compensation designFinancial modelingQuota settingData analysisCross-functional collaborationBachelor’s degreeStrategic thinkingAdaptabilityTeam leadershipCommunication skills

Required

7–12+ years of relevant experience in sales compensation, sales planning, sales finance, or related functions — with a demonstrated track record of designing and managing incentive compensation plans across multiple seller teams

Deep analytical skills: financial modeling, forecasting, quota-setting, payout modeling, data analysis, and reporting

Comfortable working with large data sets, complex compensation scenarios, and translating results into actionable recommendations

Strong business acumen and strategic thinking: ability to tie compensation structure to sales behavior, business goals, and GTM strategy

Excellent cross-functional collaboration, working with HR, Finance, Sales Leadership, RevOps, and senior stakeholders

Comfortable working in a fast-paced, high-growth, high-change environment; ability to adapt plans and processes as GTM strategy evolve

Bachelor's in Business, Finance, Economics, HR, or related field