Carrier Sales Representative

Windmill Transport; Holland (MI); On-site; USD 55,000 - 75,000; Full time

Job summary

Windmill Transport seeks a Carrier Sales Representative in Holland, MI or Grand Rapids, MI to build and maintain strong relationships with carrier partners. You will develop new capacity through outbound calls and match shipments to reliable trucks, while negotiating rates and ensuring on-time delivery.

You will work in an in-office, fast-paced environment, collaborating with internal teams to resolve issues and grow freight volume with core carriers.

Qualifications

• Must be relationship-driven and able to build partner networks.
• Comfortable negotiating carrier rates while protecting margins.
• Strong communicator with a solution-oriented mindset.

Responsibilities

• Build and maintain long-term relationships with carrier partners.
• Make outbound calls to develop new carrier relationships.
• Learn carrier networks and lanes to match trucks with freight.
• Cover loads on time using reliable carriers.
• Negotiate competitive rates and monitor margins.
• Coordinate with internal teams for shipment updates and issue resolution.
• Address delays, breakdowns, re-routes, and service issues promptly.
• Grow freight volume with core carriers and monitor performance.
• Keep carrier data and rates up to date in the TMS.
• Ensure insurance, safety, and onboarding compliance.

Skills

Relationship-building

Outbound calling

Negotiation

Problem solving

Proactive ownership

Organization

Communication

Team player

Job description

Location: Holland, MI or Grand Rapids, MI

Schedule: Full-time, in-office

About the Role:

Our Carrier Sales team is what keeps freight moving. As a Carrier Sales Representative, you’ll build strong relationships with trucking companies, match reliable carrier capacity with our customers’ freight, and solve problems when things don’t go as planned. This is a fast-paced, relationship-driven role where communication, urgency, and follow-through matter. If you enjoy talking to people, solving problems, and building partnerships, this could be a great fit for you!

What You'll Do:

• Build and maintain strong, long-term relationships with our carrier partners
• Make consistent outbound calls to develop new carrier relationships and secure capacity
• Learn carrier networks, preferred lanes, and availability to help match the right trucks with the right freight
• Cover assigned loads on time using reliable, qualified carriers
• Negotiate competitive carrier rates while protecting company margins
• Work closely with internal teams to communicate shipment updates and resolve issues
• Quickly find solutions when challenges arise, including late trucks, breakdowns, re-routes, and other service issues
• Grow freight volume with high-performing core carriers
• Monitor carrier performance, service levels, and compliance
• Keep carrier information, notes, and rates accurate and up to date in our TMS
• Ensure carrier partners meet all necessary insurance, safety, and onboarding requirements
• Track key performance metrics and look for opportunities to improve coverage and service

What Success Looks Like:

Every Day

• Freight is covered on time with reliable carriers
• You're consistently communicating with and developing carrier relationships
• Turvo is accurate, organized, and up to date
• You're proactive when problems arise instead of waiting for someone else to solve them

Every Week

• You're staying connected with your top carriers and learning their networks
• You're building relationships that lead to future capacity
• You're hitting the call and activity expectations set by leadership

Every Month

• You're growing business with key carrier partners
• You're increasing the percentage of freight covered by reliable core carriers
• You're continuing to strengthen your carrier network

What We're Looking For:

We're looking for someone who is:

• Relationship-driven and genuinely enjoys talking with people
• Competitive and motivated by results
• Comfortable making outbound calls and building relationships from scratch
• A strong communicator who can negotiate confidently and professionally
• A quick problem solver who stays calm when things don't go according to plan
• Proactive — you see an issue and take ownership of finding the solution
• Organized and detail-oriented
• Comfortable working in a fast-paced, high-energy environment
• A team player who communicates openly and works well with others

Why Windmill?

At Windmill, you'll have the opportunity to build real relationships, make an impact, and grow your career. Our team moves quickly, works hard, and supports each other, and there is endless opportunity to grow as the company continues to expand. If you're a natural relationship builder, thrive under pressure, and want a career where your effort directly impacts your success, we'd love to meet you!