Head Of Strategic Finance, GTM

We’re looking for a high-impact finance leader to join Fleetio’s Finance & Strategy team as the Leader of GTM Strategic Finance. This role will serve as a strategic partner to our Sales, Marketing, and Customer Experience organizations, focusing on driving smarter decisions, optimizing investment allocation, and enhancing execution capabilities across our GTM engine.

Who you are

The ideal candidate brings deep experience in B2B SaaS or enterprise GTM motions, combines analytical rigor with business acumen, and thrives in high-growth, fast-moving environments. This leader will help shape how we scale efficiently and make data-driven decisions that accelerate revenue growth and improve return on investment.

Your impact

Strategic Business Partnering

• Serve as the senior finance partner to Sales, Marketing, and Customer Experience leadership, providing insight, challenging assumptions, and influencing key decisions that drive top-line growth and operating efficiency
• Incorporate strategic priorities into rolling GTM financial forecasts and operational outcomes, ensuring alignment between GTM strategy and company objectives

Performance Management & KPIs

• Build and refine performance management frameworks across teams and strategic initiatives (leading and lagging indicators of product adoption, customer engagement)
• Establish aggressive but achievable revenue targets, and partner cross-functionally to track progress, diagnose performance gaps, and enable rapid course correction

GTM Efficiency & Economics

• Own GTM efficiency metrics and reporting, including CAC payback, LTV/CAC, segment-level profitability, and retention economics
• Deliver actionable insights to improve ROI on customer acquisition and expansion investments

Strategic Alignment & Cross-Functional Collaboration

• Act as the connective tissue between Finance and GTM teams, working closely with Revenue Operations, Product, and Engineering to ensure that investment and resource allocation support our highest growing opportunities
• Lead cross-functional strategic projects that drive commercial effectiveness and scalable growth

Process Improvement & Scalability

• Identify and operationalize improvements in forecasting, planning, and performance measurement
• Build systems and processes that improve decision velocity, scalability, and financial transparency across GTM functions.

Your experience

• 6+ years of experience in B2B / Enterprise software investing, Strategic Finance, FP&A, or Business Operations roles, preferably supporting or working closely with GTM teams.
• Strong command of GTM metrics (ARR, pipeline, conversion, retention, LTV/CAC, CAC payback)
• Proven ability to translate data into narrative and influence senior executives.
• Track record of driving measurable improvements in revenue productivity, investment efficiency, or forecasting accuracy.
• High EQ, strong communication skills, and a collaborative leadership style