Customer Care Representative

Bestpass · Madison, Wisconsin (Onsite) · Support

Posted 2026-11-05

Apply for this role →

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.

Apply for this role →

← Back to all jobs