Fleetworthy
Direct Greenhouse career site

Customer Care Representative

Location
Madison, Wisconsin (Onsite)
Listed
5 days ago

About the 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, 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.
Read the original posting

From Fleetworthy's careers page, first listed on Rolev.ai on November 5, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

Where is the Customer Care Representative job at Fleetworthy located?

This Customer Care Representative position at Fleetworthy is located in Madison, Wisconsin (Onsite). Always check Fleetworthy's application page for specific state eligibility or relocation policies.

How do I apply for the Customer Care Representative position at Fleetworthy?

This listing links directly to Fleetworthy's Greenhouse application page. You can apply directly on Fleetworthy's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.