GTM Strategy & Operations Associate

Summary

Join Fleetio, a leading transportation technology company, as a Strategy & Operations Associate on the Go-to-Market (GTM) Strategy team. This role involves supporting high-priority initiatives, conducting analysis to inform decision-making, and collaborating with various teams. You will contribute to strategic planning, ARR modeling, and preparing materials for executive-level meetings. The ideal candidate possesses 4+ years of experience in strategy consulting, investment banking, business operations, or high-growth SaaS. This position offers meaningful ownership, direct mentorship, and exposure to executive-level strategy.

Requirements

• 4+ years of experience in strategy consulting, investment banking, business operations, or high-growth SaaS
• Strong analytical skills with fluency in Excel/Google Sheets
• Strong business acumen with a foundational understanding of how businesses operate
• Clear communicator with the ability to translate analysis into actionable recommendations for both technical and non-technical audiences
• Organized, self-motivated, and detail-oriented - you can juggle multiple priorities and move work forward with minimal oversight
• Comfortable working in ambiguous environments and energized by figuring things out and learning new things

Responsibilities

• Support execution of cross-functional GTM initiatives, ensuring follow-through on decisions and outcomes
• Conduct analysis and build models to support company-wide initiatives (e.g., pricing strategy, segment planning, funnel performance)
• Collaborate with the Head of GTM Strategy on strategic planning, ARR modeling, and quarterly/annual planning cycles
• Prepare materials for executive-level meetings including monthly GTM reviews, board discussions, and internal strategy updates
• Track and synthesize performance trends and key GTM metrics in collaboration with analytics and operations teams

Benefits

• 100% health/dental coverage (50% coverage for family)
• Vision insurance
• Incentive stock options
• 401(k) match of 4%
• PTO - 4 weeks
• 8 company holidays + 2 floating holidays
• Parental and bonding leave
• Dependent care and medical FSA
• Short and long-term disability
• Community service funds
• Professional development funds
• Health and wellness initiatives
• Mac laptop + new hire equipment stipend
• Monthly catered lunches
• Fully stocked kitchen with tons of drinks & snacks
• Remote working friendly since 2012 #LI-REMOTE