[Remote] Head Of Strategic Finance, GTM at Fleetio

United States

Fleetio Logo
Not SpecifiedCompensation
Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
SaaS, Fleet Management, Transportation TechnologyIndustries

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
  • Deep experience in B2B SaaS or enterprise GTM motions
  • Combines analytical rigor with business acumen
  • Thrives in high-growth, fast-moving environments

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 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

Skills

Key technologies and capabilities for this role

Strategic FinanceGTMFinancial ForecastingPerformance ManagementKPIsB2B SaaSRevenue GrowthBusiness PartneringAnalytical RigorData-Driven Decisions

Questions & Answers

Common questions about this position

What experience level is required for this role?

The position requires 6+ years of experience.

What is the salary range for this position?

This information is not specified in the job description.

Is this role remote or does it require office presence?

This information is not specified in the job description.

What key skills and background does the ideal candidate have?

The ideal candidate has deep experience in B2B SaaS or enterprise GTM motions, combines analytical rigor with business acumen, and thrives in high-growth, fast-moving environments.

What makes a strong candidate stand out for this position?

A strong candidate will have deep B2B SaaS or enterprise GTM experience, analytical rigor combined with business acumen, and the ability to thrive in high-growth environments while driving data-driven decisions for revenue growth.

Fleetio

Fleet management software for tracking operations

About Fleetio

Fleetio provides fleet management software that helps organizations track, analyze, and improve their fleet operations. The software allows users to manage vehicles, equipment, parts, and operators in a streamlined manner. It operates on a subscription-based model, generating revenue through software licenses. Fleetio's platform is designed to be user-friendly and collaborative, making it easier for clients to manage their assets effectively. Unlike many competitors, Fleetio focuses on continuous enhancements to meet the changing needs of its users. The goal of Fleetio is to help businesses of all sizes improve their operational efficiency and manage their fleets more effectively.

Birmingham, AlabamaHeadquarters
2012Year Founded
$165.3MTotal Funding
SERIES_CCompany Stage
Automotive & Transportation, Enterprise SoftwareIndustries
201-500Employees

Risks

Emerging competition from Nayax's EasyFuelPlus could challenge Fleetio's market share.
Integration issues with Razor Tracking may affect customer satisfaction and retention.
Reliance on partnerships for new features poses risks if partners face difficulties.

Differentiation

Fleetio offers a comprehensive fleet management system with global reach and diverse clientele.
The platform integrates with FuelCloud and Fill-Rite for enhanced on-site fuel management.
Fleetio's mobile app now supports Spanish, broadening its accessibility to Spanish-speaking users.

Upsides

Fleetio's partnership with Razor Tracking enhances its vehicle and asset management capabilities.
The rise of electric vehicles presents opportunities for specialized EV fleet management tools.
Fleetio's focus on sustainability aligns with growing trends in eco-friendly fleet operations.

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