Truckload Operations Manager

An asset-based flatbed trucking company (fleet currently 80-100 trucks expanding beyond 100) seeks a Truckload Operations Manager in Caledonia WI (onsite).

Territory: Eastern Wisconsin & Northern Illinois.

Full-Time Direct Hire.

Compensation: $80000-$95000 base salary.

Position Summary: Lead the day-to-day operations of an asset-based flatbed fleet with continued expansion planned. Responsible for overseeing dispatch load planning driver management customer service fleet utilization compliance profitability and operational performance. The ideal candidate is a hands-on operations leader with experience managing flatbed trucking operations within an asset-based carrier and a proven ability to build processes that support sustainable growth.

Key Responsibilities:

- Lead daily operations of an asset-based flatbed fleet and support continued fleet growth

- Oversee transportation operations from load acceptance through final delivery and customer follow-up

- Manage and develop dispatch personnel; provide operational leadership and accountability

- Plan and assign freight based on equipment availability driver hours customer requirements and profitability

- Monitor key operational metrics (fleet utilization revenue per truck/mile empty miles on-time performance operating margins)

- Identify inefficiencies and implement corrective actions

- Coordinate with drivers on dispatch instructions route changes equipment issues and load securement

- Ensure compliance with DOT regulations Hours of Service and safety standards

- Utilize Samsara and TMS to monitor fleet activity compliance and driver performance

- Respond to service disruptions breakdowns weather delays and operational challenges

- Support driver recruiting onboarding performance management and retention

- Partner with sales and pricing teams to evaluate new business opportunities

Requirements:

- Minimum 5 years of transportation trucking logistics dispatch or fleet management experience

- Previous management experience within an asset-based trucking company

- Direct experience managing flatbed open-deck specialized or similar truckload operations

- Working knowledge of DOT regulations HOS weight laws and transportation safety standards

- Experience monitoring fleet profitability and operational KPIs

- Proven leadership managing dispatch teams and professional drivers

- Experience using TMS ELD platforms and fleet management technology

- Proficiency with Microsoft Excel and Office

- Ability to work onsite in Caledonia WI

Preferred: Experience managing fleets of 50 trucks; leading operations through growth; Samsara; flatbed load securement and open-deck freight; company drivers and owner-operators; operating budgets and P&L Bachelors in Transportation Logistics Supply Chain or Business.