Senior Director, GTM Strategy & Operations

Senior Director, GTM Strategy & Operations

Join Flex as a Senior Director responsible for GTM strategy, operational support, and execution of our front-line teams for the core part of our business. Reporting to the Head of GTM Operations & Strategy, you will operationalize revenue initiatives and empower the front-line with world‑class insights and process to 2x the growth of the core business year over year.

• 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 Rev Ops to ensure optimal execution within our Rev. systems environment.
• Serve as the operational hub connecting Sales, Product, Marketing, Finance, Risk, and Rev Ops; 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.
• Lead a revenue strategy and operations team of 3–4 in supporting the core business.

• 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 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.
• Fin Tech, marketplace, or network‑based business experience is a strong plus.

• Competitive medical, dental, and vision from Day 1.
• Company equity.
• 401(k) plan with company match.
• Unlimited paid time off + 13 company paid holidays.
• Parental leave.
• Flex Cares Program.
• Free Flex subscription.

The compensation range for this role will be commensurate with the candidate's experience and Flex's internal leveling guidelines and benchmarks. For working locations in NY/NJ/CA, the base salary pay range will be $235,000 – $254,000.

Flex is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We comply with all applicable federal, state, and local EEO and affirmative action laws.