Director, GTM Technology & Operations

Fleetio is a modern software platform that helps organizations manage their fleet operations. We're looking for a Director of GTM Technology & Operations to lead the execution engine behind our GTM systems, programs, and processes.

Requirements

• 12 to 15+ years of experience in technology operations, program management, or business operations
• Strong understanding of GTM systems and the lead-to-cash lifecycle
• Experience defining system or program strategy and leading complex, cross-functional initiatives
• Proven ability to drive measurable business outcomes through systems and process improvements
• Demonstrated GTM fluency, with experience improving pipeline generation, conversion, forecasting, or revenue efficiency in a B2B SaaS environment
• Ability to balance strategy and execution in a fast-moving environment
• Strong communicator who can influence across technical and business stakeholders
• Experience managing metrics, planning processes, and operational frameworks

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) 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