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Implementation Specialist

Job in Madison, Dane County, Wisconsin, 53774, USA
Listing for: Bestpass, Inc.
Full Time position
Listed on 2026-02-19
Job specializations:
  • Business
    Business Development, 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

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

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.

Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations.

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