Senior Director of Operations

Circle Logistics

Transportation
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in non-asset based freight brokerage operations
  • Experience leading multi-team brokerage environments
  • Strong background managing high-volume freight networks
  • Deep financial acumen with focus on GP and margin optimization
  • Familiarity with spot bid and RFQ processes at scale
  • Proven ability in building and leading high-performance teams
  • Exceptional executive-level communication skills

Responsibilities

  • Oversee full performance of brokerage operations
  • Develop team structure and hiring strategies
  • Initiate margin improvement and operational efficiency
  • Craft execution strategies for spot market and contract freight
  • Manage service metrics and carrier strategies
  • Collaborate cross-functionally with Sales and Executive Leadership
  • Identify and remove operational bottlenecks

Benefits

  • Executive-level compensation reflecting operational impact
  • Strategic influence in key decisions
  • Autonomy to build and structure operations
  • Clear growth path toward VP-level leadership
  • Performance-based incentives tied to measurable success
Full Job Description
Job Description

Position: Senior Director of Operations / Freight Brokerage

Reporting Location: Fort Wayne, IN

If you are built to own an entire brokerage operation - not just manage a team - this is your seat.

We are seeking a Senior Director of Operations to oversee and scale enterprise-level freight brokerage operations across multiple accounts and teams. This is a true executive-level opportunity designed for an operator who understands margin, execution, scalability, and accountability at scale.

Why This Role Is Different:

Enterprise Ownership

You will oversee national freight operations across high-volume accounts, directly impacting service performance, gross profit, and operational efficiency.

Architect of Scale

Build, restructure, and optimize multi-site and remote operations teams. This is a growth mandate - not a maintenance role.

Executive Visibility

Direct partnership with C-level leadership. You will influence growth strategy, operational structure, hiring plans, and long-term scalability.

Compensation That Reflects Impact

Strong executive base salary + performance-based incentives aligned to margin, productivity, and service metrics. Realistic path to $400K+ annually for high performers.

What You Will Own
• Full oversight of brokerage operations performance
• Team structure, hiring strategy, and leadership development
• Margin improvement and operational efficiency initiatives
• Spot market and contract freight execution strategy
• Service metrics, carrier strategy, and capacity management
• Cross-functional collaboration with Sales and Executive Leadership
• Removal of operational bottlenecks that limit scalability

You will not be handed a small team to "manage." You will be handed an operation to optimize, scale, and elevate.

Our Commitment:

Executive-Level Compensation

Strong base + performance incentives tied directly to operational impact.

Strategic Influence

A voice at the table. Your recommendations will drive decisions.

Autonomy

Freedom to build the structure you believe in - backed by leadership support.

Growth Platform

A clear runway toward VP-level leadership for those who execute.

This role is for operators who think like owners.

If you understand brokerage at scale, know how to build leaders beneath you, and want to influence the trajectory of a growing freight organization - this is the opportunity.

Lead the operation. Own the outcome. Apply now.

Qualifications

What You Bring:
• 8 years in direct freight brokerage operations (non-asset based required)
• Proven leadership over multi-team brokerage environments
• Experience managing volume-driven, fast-paced freight networks
• Strong financial acumen - deep understanding of GP, margin optimization, and cost controls
• Spot bid & RFQ oversight experience at scale
• Track record of building and leading high-performance operational teams
• Ability to drive accountability without micromanagement
• Executive-level communication and decision-making skills

Asset-based or carrier-only experience will not be considered. This is pure brokerage leadership.

Additional Information

All your information will be kept confidential according to EEO guidelines.

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