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Transportation Security Operations Specialist

C.H. Robinson · Downers Grove, IL · $29.18–$46.25 an hour · Full time

Posted Sep 14, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you worked with law enforcement or security contractors. How did you keep communication clear?

What they are checking: Whether they can coordinate with outside partners in tense moments and share the right facts quickly.

Tell me about a time you noticed something that looked slightly off and spoke up. What happened?

What they are checking: Whether they trust their instincts and escalate early irregularities instead of waiting for certainty.

Tell me about a time you had to stay focused during a long stretch of monitoring work. How did you keep your attention sharp?

What they are checking: Whether they can stay alert during routine monitoring, which is when irregularities are easiest to miss.

What would you do

While monitoring a high-value load, the GPS shows the truck stopped somewhere unplanned for 30 minutes and the driver is not answering. What do you do?

What they are checking: Whether they follow escalation steps fast and calmly, since minutes matter when cargo theft is possible.

A load delivered fine but the POD and temperature download are missing. Why does that matter, and how do you fix it?

What they are checking: Whether they see paperwork as proof of custody and condition, not busywork, especially if a claim comes later.

A driver pushes back on a security protocol, saying it slows them down. How do you handle it?

What they are checking: Whether they enforce protocols firmly while keeping a respectful working relationship with carriers and drivers.

How do you balance protecting freight with keeping customers happy about delivery times?

What they are checking: Whether they can explain security steps to customers and find the safe option that still meets service needs.

About the work

How would you assess the risk of a high-value shipment before it leaves?

What they are checking: Whether they consider product value, route, stops, timing and theft hotspots to decide what protection a load needs.

How would you plan and coordinate a security escort for a load?

What they are checking: Whether they understand the timing, handoffs and communication an escort needs to actually protect freight.

What systems have you used for tracking or data entry, such as McLeod? How do you keep records accurate when things move fast?

What they are checking: Whether they keep milestone data clean under pressure, since bad records weaken security and customer trust.

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The full job description

As published by C.H. Robinson.

C.H. Robinson is seeking a Transportation Security Operations Specialist to join our team. In this role you will support the safe and secure transportation of high-value freight. You will oversee day-to-day security operations, coordinate security escorts, conduct shipment risk assessments, and apply security protocols to protect goods in transit. You will partner closely with internal teams and external security partners to maintain high standards of safety, risk management, and customer service. This is a hybrid position based in our Downers Grove, IL location. DUTIES AND RESPONSIBILITIES: The duties and responsibilities of this position consist of, but are not limited to, the following: • Protects the integrity of high-value products being shipped by consistently applying established security processes and protocols. • Liaises with local law enforcement, security contractors, and external partners to address security concerns and strengthen transport operations. • Continuously monitors high-value freight during transit using surveillance systems, GPS tracking, and other tools to detect and escalate irregularities timely. • Completes required data entry and confirms key Security Operations milestones, including departure, arrival, PODs, and related updates, using McLeod and other systems. • Ensures required paperwork, including temperature downloads, pictures, PODs, and other supporting documents, is uploaded to load documents and customer records to support billing completion. • Conducts shipment risk assessments to identify potential security threats and vulnerabilities along transportation routes. • Handles escalations related to suspicious activity involving customer freight. • Updates customer portals according to customer requirements. • Attends required training and staff meetings. • Maintains a safe working environment through accident prevention, equipment preservation, and safe working practices. • Maintains a positive and professional demeanor with customers, visitors, and co-workers. • Adheres to applicable policies and procedures. QUALIFICATIONS Required: • 1 year of security, compliance, and/or customer service experience. • 1 year of logistics experience. • Ability to multitask under pressure while maintaining accuracy and attention to detail. • Ability to understand and communicate drivers' temperature requirements, mileage, and hours of service during transit. • Working knowledge of Microsoft Office and Teams. Preferred: • Bachelor’s degree in supply chain or related field. • Knowledge of TSA and GDP practices. • Clear and confident verbal and written communication skills. • Analytical approach to problem solving. • Ability to work independently in a team-oriented environment. • Experience with conflict resolution and escalated issue management. • Demonstrated emotional intelligence and professional judgment. • Advanced knowledge of the supply chain industry, including regulations and customer requirements. • Values a diverse and inclusive work environment. We will review applications for this role on an ongoing basis and encourage all interested candidates to apply at their earliest convenience. Compensation Range $29.18 - $46.25 The base pay range displayed on the job posting reflects the minimum and maximum base pay for this specific location. Your individual base pay within this range is determined by job-related skills, experience, and relevant education or training. Compensation details listed in this posting reflect the base pay only and do not include additional variable compensation. Questioning if you meet the mark? Studies have shown that some individuals may be less likely to apply unless they match the job description exactly. Here at C.H. Robinson, we’re building an inclusive workplace where all employees feel they belong. If this position excites you, we welcome you to apply whether you check all the preferred qualifications or just a few. You may just be our next great fit! Equal Opportunity C.H. Robinson is proud to be an Equal Opportunity Employer. We are committed to a workplace and performance culture that reflects the strengths of our worldwide marketplace. We value unique experiences and diverse backgrounds of our people within our company, our business relationships, and our communities. We’re committed to providing an inclusive environment, free from harassment and discrimination, where all employees feel welcomed, valued and respected. EOE\Disabled\Veteran Benefits Your Health, Wealth and Self Your total wellbeing is the foundation of our business, and our benefits support your financial, family and personal goals. We provide the top-tier benefits that matter to you most, including: • Three medical plans which include • • Prescription drug coverage • Enhanced Fertility benefits • Flexible Spending Accounts • Health Savings Account (including employer contribution) • Dental and Vision • Basic and Supplemental Life Insurance • Short-Term and Long-Term Disability • Paid observed holidays • 2 paid floating holidays for U.S. hourly employees • Flexible Time Off (FTO) offered to U.S. salaried employees — no accruals and no caps. Paid Time Off (PTO) offered to all other employees in the U.S. and Canada • Paid parental leave • Paid time off to volunteer in your community • Charitable Giving Match Program • 401(k) with 6% company matching • Employee Stock Purchase Plan • Plus a broad range of career development, networking, and team-building opportunities Learn more about our benefit offerings on our BENEFITS & WELLBEING page

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