← Back to Job Board
About this listing: this opening comes from a recruiting partner, not from Spectrum Affirming's own hand-vetting process. The employer stays confidential per our agreement with the partner. Applying opens the partner's own application form in a new tab — we never see or store what you submit there.

Truckload Operations Manager  ON-SITE 

Location: Caledonia, WI  |  Work arrangement: ON-SITE

Compensation: $80,000–$95,000 base salary  |  Employment: Full-time, direct hire

Experience: 5+ years  |  Territory: Eastern Wisconsin and Northern Illinois  |  Openings: 1

Our Ref: GEN-0028  |  Client Ref: 8X5YW553

Company Confidential

About the Company

An asset-based flatbed trucking company with a fleet of roughly 80-100 trucks, expanding beyond 100.

The Role

The company is seeking a Truckload Operations Manager to lead the day-to-day operations of its asset-based flatbed fleet, with continued expansion planned. The role oversees 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 the 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, providing 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 and per mile, empty miles, on-time performance, operating margins)
  • Identify inefficiencies and put corrective actions in place
  • Coordinate with drivers on dispatch instructions, route changes, equipment issues, and load securement
  • Ensure compliance with DOT regulations, Hours of Service, and safety standards
  • Use Samsara and a TMS to monitor fleet activity, compliance, and driver performance
  • Respond to service disruptions, breakdowns, weather delays, and other operational challenges
  • Support driver recruiting, onboarding, performance management, and retention
  • Partner with the 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 a TMS, ELD platforms, and fleet management technology
  • Proficiency with Microsoft Excel and Office
  • Ability to work on-site in Caledonia, WI

Preferred

  • Experience managing fleets of 50+ trucks
  • Experience leading operations through growth
  • Samsara experience
  • Flatbed load securement and open-deck freight experience
  • Experience with company drivers and owner-operators
  • Experience with operating budgets and P&L
  • Bachelor's degree in Transportation, Logistics, Supply Chain, or Business

Interested? Apply for this role (Ref GEN-0028)