Fleetio

Director of Customer Support

United States

Not SpecifiedCompensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Transportation Software, Fleet Management, Customer Support SoftwareIndustries

Director of Support

Salary: [Not Specified] Location Type: [Not Specified] Employment Type: [Not Specified]

Position Overview

We’re seeking a forward-thinking, data-driven Director of Support to lead our global support function and deliver truly proactive, customer-inspired support experiences. You’ll collaborate closely with the GTM Systems team to evolve our support tooling strategy and play a key role in shaping how our customers engage with us. In this role, you’ll champion the voice of the customer and use support trends to influence product innovation and business decisions, working cross-functionally with Product, Engineering, Customer Education, Customer Success, and GTM Systems to ensure that support insights are translated into action—enhancing both customer satisfaction and our ability to scale.

About Fleetio

Fleetio is a modern software platform that helps thousands of organizations around the world manage their fleet operations. Transportation technology is a hot market and we’re leading the charge, with raving fans and new customers signing up every day. We raised $450M in our Series D in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!

Watch our culture videos: https://fleet.io/culture Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU Our careers page: https://www.fleetio.com/careers

Your Impact

  • Lead and scale a high-performing, globally distributed support team that aligns with our values of empathy, curiosity, and continuous improvement.
  • Develop and own a support tooling strategy that enables scalable, proactive, and personalized support experiences—leveraging AI, automation, and integrations.
  • Use support trend data and voice-of-customer insights to influence product development, identify gaps, and co-create enhancements with Product and Engineering.
  • Drive initiatives to improve self-service adoption, including knowledge base development, in-app guidance, and customer education resources.
  • Define and monitor key support KPIs (e.g. CSAT, FRT, resolution time, ticket deflection), using them to guide strategy and resource allocation.
  • Own the hiring strategy, enabling us to grow and scale a diverse team of fleet software experts aligned to our company’s growth.
  • Foster a culture of continuous feedback and coaching, enabling team growth and high performance in a dynamic, fast-paced environment.
  • Own the selection, implementation, and optimization of support technologies and platforms (e.g., Zendesk, Intercom, Salesforce).
  • Ensure exceptional support during major releases, product changes, and incident response situations.
  • Partner with Enablement to ensure our Support team members are the experts on our latest product enhancements and fleet trends.
  • Collaborate with Onboarding, Customer Success, Customer Education, Partnerships, Product & Engineering, and Enablement to deliver a seamless customer experience across all touchpoints.

Your Experience

  • 7+ years of experience in SaaS support roles, with 3+ years in a senior leadership position.
  • Proven track record of designing and executing support strategies that scale with high-growth SaaS companies.
  • Experience in managing support teams across multiple time zones or regions.
  • Proven experience managing and communicating effectively with a diverse customer base, understanding the unique needs and expectations of each customer type.
  • Demonstrated experience in turning support insights into product innovations that enhance the customer experience and drive growth.
  • Deep knowledge of support tooling, CRM systems, and automation platforms—with a strategic mindset toward tool selection and integration.
  • Strong data analysis skills—comfortable leveraging support metrics to drive decisions and improvements.
  • Excellent communication, coaching, and cross-functional collaboration skills.
  • Passion for delivering customer-inspired experiences that reflect Fleetio’s values of Intelligence, Intensity, Integrity, and [Value missing].

Skills

Customer Support Leadership
Support tooling strategy
AI and automation
Customer experience optimization
Data analysis
Cross-functional collaboration
Product development influence
Knowledge base development
Self-service support

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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