Vice President, Truckload Operations

Job Title: Vice President, Truckload Operations

Employment Type: Full-Time

Location: South Barrington, IL (On-Site)

Position Overview

A rapidly growing transportation and logistics organization is seeking a Vice President of Truckload Operations to lead and scale its truckload brokerage division. This is a senior leadership role for a results-driven operator with deep truckload brokerage experience who can drive growth, strengthen execution, and build a high-performing operations team.

The organization offers multi-modal transportation solutions supported by a 24/7 in-office operations team delivering high-touch, customized service on every load. This leader will play a critical role in expanding brokerage capabilities and accelerating revenue growth over the next several years.

Key Responsibilities

Provide strategic and hands-on leadership for the truckload brokerage division.

Manage and grow an existing freight portfolio while identifying opportunities to increase volume and margin.

Negotiate freight rates with customers and carriers to ensure competitive pricing and profitability.

Build, expand, and strengthen a reliable carrier base to support current and future freight lanes.

Partner closely with sales leadership and account executives to deliver exceptional customer service and support revenue growth.

Hire, train, mentor, and lead customer and carrier account managers to drive performance and accountability.

Delegate new accounts, optimize workload distribution, and provide guidance on day-to-day operational challenges.

Oversee service recovery, problem resolution, and continuous process improvement.

Use market knowledge and analytics to guide pricing, capacity strategy, and operational decisions.

Foster a competitive, energetic, and high-performance team culture.

Why This Role

Senior leadership opportunity with direct impact on revenue and operational growth.

Well-established brokerage platform with strong year-over-year performance.

24/7 in-office operational support delivering best-in-class service.

Clear growth trajectory with long-term revenue expansion goals.

Entrepreneurial environment that rewards performance, leadership, and execution.

Requirements

5+ years of leadership experience within truckload brokerage or transportation operations.

Experience in both non-asset and asset-based transportation environments preferred.

Strong knowledge of North American truckload transportation, including dry van and flatbed.

Proven ability to develop long-term customer and carrier relationships.

Demonstrated leadership presence with the ability to motivate, coach, and manage teams.

Results-driven mindset with strong commercial and operational instincts.

Robust understanding of market dynamics, capacity trends, and pricing strategies.

Strong problem-solving skills with the ability to think quickly and respond effectively to service issues.

Excellent written and verbal communication skills, including reporting and executive-level presentations.

Ability to confidently present information and respond to questions from leadership, customers, and internal teams.

Benefits

Base salary range: $100,000–$150,000 annually, based on experience.

Performance-based incentive and commission opportunities.

Comprehensive benefits package including medical, dental, and vision insurance.

401(k) retirement plan.

Paid time off and holidays.