Head of Strategic Finance, GTM - Remote

Overview

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.

In Short

• Serve as the senior finance partner to Sales, Marketing, and Customer Experience leadership.
• Incorporate strategic priorities into rolling GTM financial forecasts.
• Build and refine performance management frameworks across teams.
• Own GTM efficiency metrics and reporting.
• Deliver actionable insights to improve ROI on customer acquisition.
• Act as the connective tissue between Finance and GTM teams.
• Lead cross-functional strategic projects.
• Identify and operationalize improvements in forecasting and planning.
• Build systems and processes that improve decision velocity.
• Drive measurable improvements in revenue productivity.

Requirements

• 6+ years of experience in B2B / Enterprise software investing.
• Strong command of GTM metrics (ARR, pipeline, conversion).
• Proven ability to translate data into narrative.
• Track record of driving measurable improvements.
• High EQ and strong communication skills.

Benefits

• Multiple health/dental coverage options.
• 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).
• FSA & HSA options.
• Short and long term disability.
• 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 snacks.
• Remote working friendly since 2012.