Head of Strategic Finance, GTM

3 days ago

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Fleetio

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Enterprise • Transport • SaaS

Fleetio is a comprehensive fleet management software provider that helps organizations track, analyze, and improve their fleet operations. The platform offers tools for vehicle maintenance, tracking fuel usage, managing drivers, and ensuring regulatory compliance. Fleetio aims to enhance efficiency and reduce costs for businesses with fleets of all sizes by providing real-time data and insights.

51 - 200 employees

Founded 2012

🏢 Enterprise

🚗 Transport

☁️ SaaS

💰 $21.1M Series B on 2020-11

📋 Description

• 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.

🎯 Requirements

• 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

🏖️ Benefits

• Multiple health/dental coverage options (100% coverage for employee, 50% for family) • Vision insurance • Incentive stock options • 401(k) match of 4% • PTO - 4 weeks (increases at year two!) • 12 company holidays + 2 floating holidays • Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid) • FSA & HSA options • Short and long term disability (short term 100% paid) • Community service funds • Professional development funds • Wellbeing fund - $150 quarterly • Business expense stipend - $125 quarterly • Mac laptop + new hire equipment stipend • Fully stocked kitchen with tons of drinks & snacks (BHM only) • Remote working friendly since 2012 #LI-REMOTE