Implementation Specialist

About this role

Fleetworthy offers the only complete technology suite for fleet readiness, uniting safety and compliance, toll management, and weigh station bypass solutions. We help fleets streamline operations, control costs, and operate with confidence.

Trusted by 75% of the top fleets in North America, Fleetworthy offers the most adopted toll management solution and largest weigh station bypass network. Going beyond regulatory requirements, our safety and compliance capabilities strengthen safety programs and enable proactive audit readiness. We support millions of vehicles and drivers and are recognized across the industry for innovation and leadership.

Fleetworthy is shaping the future of fleet readiness with AI-enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at fleetworthy.com.

Job Purpose

At Fleetworthy, one of our key values is every trip matters. As an Implementation Specialist, you are the driving force behind a customer's journey from signed contract to successful launch and long-term value realization. You don't just onboard customers— you help them transform how they manage fleets, drivers, compliance, and operations.

As the primary owner of the onboarding experience, you'll partner closely with customers to understand their goals, define success criteria, and guide them through every stage of implementation. From kickoff and stakeholder discovery to training, activation, and post-launch support, you'll ensure customers achieve a fast, seamless path to value while building confidence in Fleetworthy as a trusted long-term partner.

You'll collaborate across Sales, Customer Success, Product, Operations, and third-party partners to deliver a best-in-class onboarding experience that accelerates adoption, drives customer outcomes, and creates enthusiastic advocates for Fleetworthy's solutions.