Director, Sales Planning & Incentive Compensation at Flex · San…

Summary: Flex is a growth-stage FinTech company headquartered in NYC, focused on revolutionizing the rent payment experience. The Director of Sales Planning & Incentive Compensation will lead the go-to-market strategy and operational support for the core business, driving revenue initiatives and optimizing processes to support significant growth. Responsibilities: - Own annual and quarterly planning for the core business unit, and partner closely with Sales, Product and Analytics to develop and execute clear, data-driven go-to-market strategies - Own lead forecasting, pacing, and KPI reporting for the core GTM organization; Identify trends, risks, and opportunities across pipeline, funnel efficiency, and revenue performance - Develop and continuously refine sales processes, pipeline frameworks, sales territories and operating mechanisms to improve efficiency and consistency; partner with RevOps to ensure optimal execution within our Rev. systems environment - Serve as the operational hub connecting Sales, Product, Marketing, Finance, Risk, and RevOps; bring structure and clarity to ambiguous problems; build repeatable systems from the ground up - Conduct competitive analysis, market sizing, segmentation, and TAM analysis to inform GTM strategy; build business cases supporting new programs, product bets, investment decisions, and resource allocation - Develop and lead a revenue strategy and operations team of 3-4 in supporting the core business Required Qualifications: - 10+ years of experience in GTM strategy, revenue operations, strategy consulting, and/or business operations; 5+ years minimum experience in a revenue leadership role preferred - Proven ability to lead strategic planning, forecasting, and operational programs in a high-growth B2B or multi-stakeholder environment - Deep analytical expertise to pull clear insights from complex data - Strong understanding of sales processes, pipeline dynamics, and revenue forecasting best practices - Exceptional communication skills with the ability to influence executive stakeholders and cross-functional teams - Experience managing or leading complex cross-functional initiatives with significant business impact - Capable of operating both at a ‘30,000 foot' strategic level, and getting into execution details, as the situation requires - Experience in building processes and frameworks from the ground up Preferred Qualifications: - FinTech, marketplace, or network-based business experience is a strong plus Required Skills: GTM strategy, Revenue operations, Strategy consulting, Business operations, Strategic planning, Revenue forecasting, Sales processes, Pipeline management, Data analysis, Process development, FinTech domain experience, Cross-functional leadership Benefits: Competitive medical, dental, and vision, Company equity, 401(k) plan with company match, Unlimited paid time off + 13 company paid holidays, Parental leave, Flex Cares Program: Non-profit company match + pet adoption coverage, Free Flex subscription