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Transportation Manager II

J.B. Hunt · Oconomowoc, WI · Full time

Posted Sep 28, 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

How do you build trust with drivers so they stay with the company?

What they are checking: Whether they understand that driver retention is the core of the job and how they earn it.

Tell me about a time you had to have a tough conversation with someone about a safety issue.

What they are checking: Whether they can hold drivers accountable while keeping the relationship intact.

Tell me about a time you filled in for someone else on short notice.

What they are checking: Whether they step up when coverage is needed, which the posting names directly.

How do you onboard and train a new driver so they start off on the right foot?

What they are checking: Whether they see orientation as the first step in keeping drivers safe and staying.

What would you do

This role works 5 p.m. to 5 a.m. Sunday through Tuesday and every other Saturday. How does that fit your life?

What they are checking: Whether they can truly sustain an overnight schedule without burning out.

A driver is close to running out of hours of service, and the load is due on time. What do you do?

What they are checking: Whether they put DOT compliance ahead of service pressure and still find a solution.

It's 2 a.m., a truck breaks down, and the load is for a key customer. Walk me through your next hour.

What they are checking: Whether they can stay calm, act quickly and keep the customer informed overnight.

A good driver tells you he's thinking about quitting. How do you respond?

What they are checking: Whether they listen for the real problem and act on it to save the driver.

About the work

What DOT regulations do you watch most closely when managing drivers?

What they are checking: Whether they know hours of service, logs, inspections and qualification file basics.

How do you decide which driver gets which load?

What they are checking: Whether they weigh hours, home time, location and customer needs when assigning freight.

What numbers would you look at to know if your driver group is doing well?

What they are checking: Whether they think in terms of turnover, on-time service, safety and productivity.

Practice this interview out loud.

Offer builds a real interview for this exact role at J.B. Hunt from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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The full job description

As published by J.B. Hunt.

Job Title: Transportation Manager II Department: Supply Chain Country: United States of America State/Province: Wisconsin City: Oconomowoc Full/Part Time: Full time Job Summary: Under general supervision, this position is responsible for the direct driver management and supervision of midsize driver count, ensuring safe and timely service movement of freight, load assignment, and providing best-in-class customer service. Ensure compliance with DOT regulations and responsible for all driver compliance and company regulations while working with internal and external contacts to ensure the accurate planning, routing, monitoring, and delivery of freight and loads. The transportation manager must be able to work any shift to satisfy the demand for flexibility in scheduling to ensure operational success. This includes, but is not limited to, day, night, and weekend shifts and ensuring that coverage is accounted for. Job Description: Schedule: • 5:00pm - 5:00am Sunday - Tuesday, and every other Saturday Key Responsibilities: • Build and maintain positive professional relationships with drivers and safety to minimize turnover and maximize ongoing productivity • Fill in for absent or unavailable personnel and on special projects related to optimizing fleet operations and achieving profitability • Utilize personnel management including training and orientation of drivers and/or employees including the training and assistance with internal and third-party (customer) systems • Conduct analysis of fleet operations and profitability and make recommendations for continuous improvement, determine and measure key performance indicators, and create, maintain, and present customer-specific reporting and financial analysis through face-to-face and/or virtual interactions at customer locations • Manage inventory, assets, customer pools, and/or assignment of drivers to balance equipment in market • Perform administrative duties such as payroll, driver counseling, accident reviews, filing and documenting, resolving pay issues, invoicing, and/or creating operational or financial reports • Manage yard including checking/inspecting equipment, replacing parts (like mud flaps), completing repairs, etc., and coordinate with maintenance to ensure all regular preventative maintenance services are scheduled on time and all safety-related mechanical issues are fixed for account equipment (as required) • Work with drivers, customers, and company personnel to resolve service issues, routing and/or planning, mechanical problems, accessorial pay-related issues, etc. as they occur throughout the day and, where necessary, when on-call • Maintain the Company's safety culture to include daily driver safety messages, monthly driver safety briefings, quarterly driver training, annual reviews, and enforce company policies to ensure DOT compliance and company safety requirements are being met • Assign loads and plan, route, and monitor freight movement to provide safe, on-time service and meet customer requirements, including managing exceptions on that freight and driver ETA adjustments based on pick-up and delivery schedules, and other environmental factors on the road Qualifications: Minimum Qualifications: • High School Diploma/GED and 2-3 years of experience in transportation/logistics, business administration, account management, and/or equivalent military experience AND the ability to work across multiple shifts including nights and/or weekends if needed • AND/OR Demonstration of the following skills and abilities through education, certifications, military, or other experiences: • Strong professional communication skills applied internally and externally • Proven experience in establishing and maintaining healthy working relationships • Experience in fostering strong customer relationships via delivery of commitments, open communication, and ongoing feedback/improvement • Ability to process information with high levels of accuracy • Accurately analyze situations and reach productive decisions based on informed judgment • Experience in Microsoft Programs (Excel, Word, PowerPoint, Outlook) • Ability to manage multiple competing priorities • Ability to consistently travel to account and customer locations • Ability to adapt to a dynamic work environment and shifting priorities and directives • Experience in holding people accountable and conducting difficult conversations • Ability to perform in a stressful and high-pressure work environment Preferred Qualifications: • Bachelor's degree in Business Administration, Transportation/Logistics, Supply Chain, or related field AND 1-2 years of experience in transportation/logistics, business administration, account management, and/or equivalent military experience This position is not eligible for employment-based sponsorship. Compensation: Factors which may affect starting pay within this range may include skills, education, experience, geography, and other qualifications of the successful candidate. This position may be eligible for annual bonus and incentives based on profitability or volumes in accordance with the terms of the Company’s bonus and incentive plans, as applicable and in effect from time to time. Benefits: The Company offers the following benefits for full-time positions, subject to applicable eligibility requirements, as may be in effect from time to time: medical benefit, dental benefit, vision benefit, 401(k) retirement plan, life insurance, short-term and long-term disability coverage, paid time off commensurate with tenure (includes vacation and sick time), six weeks of paid maternity leave along with two weeks of paid parental leave, and six paid holidays annually. Education: Bachelors: Business Administration/Management, Bachelors: Supply Chain Management, Bachelors: Transportation Logistics, GED (Required), High School (Required) Work Experience: Business Administration, Customer Service/Account Manager, Transportation/Logistics Certifications: Job Opening ID: 00643264 Transportation Manager II (Open) “This job description has been designed to indicate the general nature and level of work performed by employees within this classification. It is not designed to contain or be interpreted as a comprehensive inventory of all duties, responsibilities and qualifications required of employees assigned to this job. To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.” J.B. Hunt Transport, Inc. is committed to basing employment decisions on the principles of equal employment opportunity without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, persons with disabilities, protected veterans or other bases by applicable law.

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