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Implementation Specialist

Job in Madison, Dane County, Wisconsin, 53774, USA
Listing for: Bestpass by Fleetworthy
Full Time position
Listed on 2026-03-02
Job specializations:
  • Business
    Client Relationship Manager
  • Management
    Client Relationship Manager
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

We Speak Safety and Efficiency

In September of 2024, Bestpass, Fleetworthy, Express Truck Tax  and Drivewyze rebranded as Fleetworthy. This rebrand reflects our ongoing mission to simplify fleet safety, compliance, and toll management under one unified brand.

Fleetworthy is revolutionizing road safety and fleet management with a command center for safety, compliance, and efficiency. Our connected suite provides real‑time insights and control, enabling customers to maximize efficiency, reduce risk, and save money.

With technology that unifies safety, compliance, toll management, weigh station bypass, and more, Fleetworthy empowers organizations to perform at their best. We simplify operations to ensure every vehicle and driver is not just compliant, but beyond compliant. Supporting millions of drivers and vehicles, Fleetworthy is leading a new era in road safety and fleet technology.

At Fleetworthy, you're in the driver's seat!

Job Purpose

As an Implementation Specialist, you'll play a vital role in setting new customers up for success by delivering services that enhance road safety and streamline back‑office operations. By guiding clients through a seamless onboarding process, you'll help them unlock the full potential of their fleet operations, building strong partnerships and ensuring their long‑term satisfaction. You'll be partnering with high‑performing teams including other implementation specialists, account executives, customer success managers as well as subject‑matter experts across all services.

The successful candidate will have exemplary communication and strong project management skills with an eye for detail. The candidate will need to be a self‑starter, a problem solver and have the ability to apply concepts to a variety of situations to help customers reach their desired outcomes.

Essential Duties and Responsibilities
  • New Account Implementation:
    • Collaborate with clients to understand stakeholder expectations and fleet operations while forming relationships with key team members.
    • Gather and organize data required for Fleetworthy services.
    • Set up new customer accounts.
  • Client and Internal

    Collaboration:
    • Partner with the sales team to align purchased services with client needs.
    • Coordinate with third‑party partners, vendors, and agencies to establish client and Fleetworthy access.
    • Work with internal operational teams to ensure alignment on client expectations and service delivery.
  • Account Management and Communication:
    • Ensure services and billing are initiated promptly.
    • Document and participate in client meetings and conference calls.
    • Respond promptly to customer and internal communications, ensuring requests are addressed effectively.
    • Proactively communicate with clients to gather information and provide account updates.
  • Process Development and Maintenance:
    • Support the creation and maintenance of documented procedures for implementation processes.
    • Provide input on project estimates and timelines.
    • Maintain current work‑in‑progress records and archives.
Experience and Competencies
  • Bachelor's or Associate's degree in Business or Business Management, or equivalent work experience.
  • Minimum of 3 years of experience in client services or project management.
  • Proficiency in MS Office (including Excel) and CRM systems.
  • Strong communication, listening, and presentation skills.
  • Analytical thinking, problem‑solving, and attention to detail.
  • Excellent organization and time management skills.
What Drives Us to Work Every Day
  • We pride ourselves on making a difference, for our employees, clients, and their businesses.
  • We accept team members for who they are and what they bring to the table.
  • We are proud to build all our relationships based on transparency and trust.
  • We are a team of energetic and curious individuals passionate about the work we do every day!
Our Core Values – We are 1

TEAM
  • People 1st - People 1st! We win as a team by collaborating, having each other's backs, and bringing out the best in each other. We always treat others as they would like to be treated.
  • Trust - We inspire trust by delivering on our promises, owning outcomes, being transparent in our communications, and acting with integrity.
  • Every Trip Matters -…
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