Transportation Operations Manager

De Jong Enterprises Inc. – Woodstock, Ontario

Lead Our Transportation Operation Forward

De Jong Enterprises Inc. is a family-owned transportation company serving customers throughout Canada and the United States. For decades, we have built our reputation on safety, reliability, exceptional customer service, and strong relationships with our employees and customers.

We are seeking an accomplished Transportation Operations Manager to join our Management Team and help lead the next chapter of our transportation department. This senior leadership position requires strong transportation expertise, proven financial management capability, and a demonstrated ability to lead people and improve business performance. The successful candidate will bring experience taking ownership of departmental or business unit results, including profitability, budgeting, forecasting, and operational performance. We are looking for a motivated, proactive leader with established judgment and the ability to move initiatives forward independently. Equally important is someone who lives and leads by our core values: Quality, Respect, Profitability, Dependability, Teamwork, and Stewardship.

This is a long-term leadership opportunity for someone making a deliberate career decision and who is excited to lead and build the future of this department.

Your Responsibilities

As the Transportation Operations Manager, you will be accountable for:

Transportation Operations

- Leading dispatch and driver operations across Canada and the United States.
- Managing departmental performance, capacity, and service reliability.
- Making sound operational decisions that support safety, customer commitments, and profitability.
- Working with Fleet Maintenance and other departments to support dependable operations.

Financial Performance & Planning

- Taking ownership of departmental financial performance and profitability.
- Leading budgeting, forecasting, and performance analysis.
- Using financial and operational information to guide decisions and anticipate business needs.
- Identifying opportunities for improvement and delivering measurable results.

Leadership

- Leading and developing the dispatch team and company drivers.
- Building a positive workplace grounded in our values and clear accountability.
- Managing employee performance, development, and staffing needs.
- Providing independent leadership while collaborating with the President and Management Team.

Safety & Compliance

- Overseeing fleet safety and compliance with applicable Canadian and U.S. transportation requirements.




- Maintaining strong safety standards and responsible operating practices.
- Ensuring appropriate oversight of regulatory documentation, incidents, and corrective action.

Continuous Improvement

- Recognizing emerging challenges and opportunities and bringing practical recommendations forward.
- Leading operational and organizational improvements through to completion.
- Supporting company objectives through the EOS operating system.
- Able to quickly pivot and prioritize department goals and company objectives.

About You

You are an established transportation leader who understands both the operational and financial sides of the business, and has deep experience with both. You take pride in developing people, strengthening performance, and accepting responsibility for results.

You bring:

- A record of leadership that reflects integrity, teamwork, dependability, respect, honesty, and responsible stewardship.
- High level of motivation with a wide scope.
- Personal drive, initiative, and enthusiasm for building the department’s future.
- Sound judgment and the ability to maintain progress without day-to-day executive direction.
- A proactive approach to identifying issues and delivering solutions.
- Clear communication and the ability to build trust while holding people accountable.
- A commitment to safe, dependable service and sustainable profitability.
- An interest in building a lasting career and making a sustained contribution to the company.

Qualifications

The successful candidate will possess:

- A minimum of five years of progressive transportation operations experience, including established management responsibility.
- Experience leading professional drivers and dispatch teams in an asset-based transportation environment.
- Demonstrated ownership of departmental, terminal, branch, or business unit financial results, including budgeting, forecasting, and profitability analysis.
- Proven ability to interpret financial and operational KPIs and translate that understanding into measurable business improvements.
- Experience initiating and leading meaningful, values-based changes.
- Strong knowledge of LTL and truckload transportation, fleet operations, and Canadian and U.S.



transportation requirements.
- Experience overseeing fleet safety and regulatory compliance in both Canada and the USA.
- Strong leadership, organizational, analytical, and decision-making skills.
- Proficiency with transportation management software, telematics, Microsoft Excel, ELD's, and reporting tools.

Relevant backgrounds may include transportation operations management, terminal or branch management, dedicated fleet management, or transportation business unit leadership with direct financial accountability.

What Success Looks Like

Success in this role means:

- A safe, compliant, dependable, and profitable transportation operation.
- Strong departmental performance supported by credible planning and forecasting.
- An accountable, capable team led consistently through our company values.
- Meaningful improvements that produce lasting results.
- Confident, positive leadership that contributes to the company’s future.

What We Offer

- Competitive compensation package.
- Performance bonus prospect.
- Comprehensive employee benefits.
- Company-matched retirement savings program.
- Paid vacation.
- A stable, family-owned company with a long history of success.
- An opportunity to be part of a collaborative Management Team.
- The opportunity to influence the future direction of our transportation operation.

Why Join De Jong Enterprises?

At De Jong Enterprises, we believe our people are our greatest asset. Our values shape how we work together, serve our customers, and build our business.

This is an opportunity to take meaningful ownership of a department, contribute your experience and ideas, and help develop its people and performance over the years ahead. Your leadership will have a direct impact on our employees, our customers, and our long-term success.

Apply Today

Please submit your résumé and a brief cover letter outlining your leadership experience, the scope of your financial accountability, and why this opportunity interests you.

We thank all applicants for their interest. Only those selected for an interview will be contacted. Accommodation is available upon request throughout the recruitment process.

Job Type: Full-time

Pay: $95,000.00-$115,000.00 per year

Benefits:

- Dental care
- Disability insurance
- Extended health care
- Life insurance
- RRSP match
- Vision care

Ability to commute/relocate:

- Woodstock, ON: reliably commute or plan to relocate before starting work (required)

Experience:

- Transportation Management or Dispatch: 5 years (preferred)

Work Location: In person

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