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Fleetio · 1 month ago

Head Of Strategic Finance, GTM

United States

Full-time

Remote

Director/Executive

6+ years exp

Fleetio is a modern software platform that helps organizations manage their fleet operations. The Head of Strategic Finance will serve as a strategic partner to Sales, Marketing, and Customer Experience, focusing on driving smarter decisions and optimizing investment allocation to enhance execution capabilities across the GTM engine.

AutomotiveFleet ManagementSaaSSoftware

Growth Opportunities

Responsibilities

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

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

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

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

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

Qualification

B2B SaaS experienceStrategic FinanceGTM metrics expertiseFP&A experienceBusiness OperationsHigh EQCommunicationCollaborative leadership

Required

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