Transportation Supervisor Jobs

Transportation Supervisor jobs are open across freight, logistics, transit, warehousing, and fleet operations, from lead driver to senior operations supervisor, with specializations in dispatch coordination, safety compliance, and route optimization. See the openings below and apply to the ones that match your experience.

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Overview

Open roles126+
Top statePennsylvania
Top employerPenske Truck Leasing
Top cityPittsburgh, PA
Work type79% On-site
Top industryConsulting

Showing 5 of 126+ Transportation Supervisor jobs

Transportation Supervisor - Airline Catering
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New 12h ago
Transportation Supervisor - Airline Catering
SkyChefs
Baltimore, Maryland
Business Operations
Program Management
Project Management
$62k - $72k/yr
On-Site
Bachelor's degree
10,000+

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Senior Transportation Supervisor - Logistics (Corporate 412 West)
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New 18h ago
Senior Transportation Supervisor - Logistics (Corporate 412 West)
Tyson Foods Incorporated
Springdale, Arkansas
Customer Service
Customer Support
Bachelor's degree
10,000+

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Transportation Delivery Operations Supervisor, 3rd Shift
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Added 1d ago
Transportation Delivery Operations Supervisor, 3rd Shift
Staples
La Mirada, California
Customer Service
Event Planning
Hospitality Management
$74k - $85k/yr
High school diploma or GED
10,000+

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Supervisor II, Transportation - 2nd Shift
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Added 1d ago
Supervisor II, Transportation - 2nd Shift
DSV
Wichita, Kansas
Business Operations
Executive Leadership & C-Suite
Project Management
High school diploma or GED
10,000+

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Senior Civil Engineer Supervisor (Transportation)
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Added 2d ago
Senior Civil Engineer Supervisor (Transportation)
Commonwealth of Pennsylvania
Uniontown, Pennsylvania
Consulting & Professional Services
Software Engineering
Solutions Engineering & Architecture
Technical Program Management
$81k - $105k/yr
Remote (US)
Bachelor's degree in engineering
10,000+

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Transportation Supervisor Job Market

Who's Hiring

  • Penske Truck Leasing29
  • CDR Companies11
  • GXO Logistics8
  • Hallcon6
  • SkyChefs5

Top Industries Hiring

  • Consulting & Professional Services

What Employers Look For

The qualifications that appear most often in transportation supervisor jobs.

  • 3-5 years of experience in transportation, logistics, or fleet operations
  • Knowledge of DOT regulations and federal safety compliance standards
  • Experience supervising or dispatching drivers and scheduling routes
  • Proficiency with transportation management systems or dispatch software
  • Valid commercial driver's license or ability to obtain one preferred
  • High school diploma required, associate or bachelor's degree often preferred

Tips for Your Transportation Supervisor Job Search

Quantify fleet and route outcomes

Hiring managers want numbers, not duties. Replace 'managed drivers' with the size of the fleet you oversaw, the on-time delivery rate you maintained, or the cost savings you drove through route restructuring. Concrete metrics separate your resume from every other applicant.

List your safety certifications upfront

DOT compliance knowledge, OSHA training, and any state-specific commercial vehicle certifications belong near the top of your resume. Many applicants bury these credentials mid-page, where screeners miss them. Put them in a dedicated section above your work history.

Apply early to roles that fit

Migrate Mate lists transportation supervisor openings from across the United States in one place, so you can find roles that match your experience and apply directly to each listing without jumping between multiple sites.

Filter by industry to find the right fit

Dispatch-heavy freight roles prioritize scheduling software proficiency, while transit authority positions weight union contract knowledge and public accountability. Search by industry segment, not just job title, so you're applying to roles where your specific background is a direct match.

Prepare for scenario-based interview questions

Interviewers for transportation supervisor roles consistently ask how you'd handle a driver no-show during a peak shift or a sudden route disruption. Have two or three real examples ready that show how you resolved an operational breakdown quickly and kept service levels intact.

Negotiate total compensation, not just base pay

Many transportation supervisor offers include fuel allowances, on-call stipends, or vehicle benefits that vary widely by employer. Ask about the full package, including shift differentials for night or weekend oversight, before comparing offers or accepting a position.

Transportation Supervisor Jobs: Frequently Asked Questions

Which companies are hiring the most transportation supervisors?

The most active employers for transportation supervisors right now are Penske Truck Leasing, CDR Companies, and GXO Logistics, and the most openings are in Pennsylvania, Texas, and Georgia, based on current listings on Migrate Mate as of November 2026. Distribution, transit, and last-mile delivery companies consistently post the highest volume of openings.

How many transportation supervisor jobs are remote?

About 21% of transportation supervisor openings are fully remote or hybrid as of November 2026, reflecting the hands-on nature of most roles. The sub-areas most likely to offer remote flexibility are dispatch coordination, compliance auditing, and operations planning, where oversight can be handled without being physically on-site.

How do you become a transportation supervisor?

Start by building direct experience in transportation operations, whether as a driver, dispatcher, or logistics coordinator, since most employers want candidates who understand the work before managing it. Earn relevant safety credentials such as DOT compliance training. Then move into a lead or assistant supervisor role to build people-management experience before targeting full supervisor positions.

Can I get a transportation supervisor job with little experience?

Yes, some employers hire candidates with limited supervisory experience if they have strong operational backgrounds driving, dispatching, or coordinating freight. Emphasize any informal leadership you've done, such as training new drivers or covering a shift lead role temporarily. Smaller carriers and regional fleets tend to be more open to developing supervisors from within their own ranks.

What does the transportation supervisor interview process look like?

Most transportation supervisor interviews include an initial phone screen focused on your operations background, followed by an in-person or video interview with an operations manager or HR representative. Expect situational questions about handling driver shortages, DOT compliance issues, or service disruptions. Some employers also conduct a site tour or ask you to review a sample schedule as a practical assessment.

Where can I find and apply to transportation supervisor jobs?

You can find and apply to transportation supervisor jobs on Migrate Mate, which lists current openings from across the United States. Search for roles that match your experience level and industry background, then apply directly to each listing that fits. All active openings are shown on this page.

See All 126+ Transportation Supervisor Jobs

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