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Bestpass

Customer Care Representative

Madison, Wisconsin (Onsite)

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hirly's read of this role

Seniority
Mid level
Country
US
Work mode
On-site / unstated
First seen by hirly
5 Nov 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

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, an d opera te 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 .

About the role:

You’ll be the friendly, knowledgeable voice for our customers. Your job is to help carriers stay current on regulations, solve problems quickly, and leave every conversation feeling taken care of. No trucking or compliance background is required. If you like helping people and learning how things work, and solving the occasional puzzle, we’ll teach you the rest.

What you’ll do:

Respond promptly to customers by phone, email, and chat

Build positive, trusted relationships with your assigned customers

Investigate and resolve questions, problems, and concerns, working with teammates to find the best outcome for the customer and the company

Use our systems to validate data and check quality every day, so customers stay compliant

Keep learning regulations and internal procedures so your guidance is accurate

Protect customer privacy by handling personal information according to our policies

Share what you learn, and contribute to a positive team across departments

Keep a consistent schedule so customers and teammates can count on you

What you bring:

Customer service experience. One year is preferred, and equivalent experience counts, whether from retail, restaurants, hospitality, healthcare, or a call center

High school diploma or equivalent

Clear, friendly written and verbal communication

Good judgment, and the confidence to make decisions on your own

Comfort juggling several tasks and working with a variety of personalities

Working knowledge of Microsoft Office, especially Outlook, Word, and Excel

Curiosity and a willingness to learn new systems, changing regulations, and shifting priorities

Comfort working at a computer for most of the day

Bonus, but not required: experience in trucking, transportation, compliance, or tolling.

  • Where you’ll work:
  • This is an in-office role at our Madison, Wisconsin location. It is not a remote position. Typical schedule is Monday-Friday, 8am-5pm.

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.

Original posting on Bestpass's site ↗

Listed on hirly, a job board. hirly is not the employer: Bestpass is hiring for this role.

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