Demo

Sr Transportation Manager

WM
CHESAPEAKE, VA Full Time
POSTED ON 1/8/2026
AVAILABLE BEFORE 3/8/2026

 

Looking for a leadership role that lets you live and work near the beach? This position offers career growth, stable hours, and the opportunity to support operations in the Chesapeake/Virginia Beach coastal region — perfect for candidates seeking a beach-area lifestyle with long-term stability.

The position is a management role overseeing/leading 20–30 drivers, with one direct salaried report and additional indirect site staff for the Chesapeake, VA location while supporting seven convenience site centers across the Outer Banks region.  The role works a closing shift with a typical start time around 8:00 a.m. and includes rotating Saturdays (approximately once per month).

A company truck and fuel card are provided, making travel across the VA/Outer Banks area seamless. This role is ideal for candidates seeking a stable leadership role, increased responsibility, while staying within coastal Virginia/North Carolina proximity.

What You'll be Doing
This role is responsible for Onboarding, Developing, Coaching, Mentoring and Performance Management of all drivers and helpers. Drivers and Helpers will report into this position.  Establish and maintain positive relationships with all frontline employees. Spends the majority of day in the field with frontline employees.

  • Onboarding 
    • New Route Managers 
    • Ensuring new frontline employees have tools, instruction, and feedback for successful daily duties 
    •  Meet with new frontline employees daily to ensure consistent communication and support of onboarding
  • Developing 
    • Provide timely and consistent touchpoints with frontline employees. 
    • Regular review of best practices to enhance daily performance 
    • Focus on understanding and progress of frontline employee career goals
  • Coaching 
    •  Identify and address improvement opportunities and collaborate with frontline employees to ensure continued success 
    •  Actively practice and seek feedback on coaching conversations.
  • Mentoring 
    • Lead by example to ensure safety practices are paramount with each employee 
    • Teaching and developing an understanding of the WM Way
  • Performance Management 
    • Conducts Root Cause Investigations for all injuries and incidents, ensuring consistent discipline and retraining.
    • Documents and maintains records required by regulatory agencies such as the Department of Transportation.
    • Reviews and audits documentation related to route operations on a daily basis (e.g., DVIRs, driver time and attendance, open tickets), following up where appropriate.
  • Visits customers and customer sites to evaluate and resolve safety issues, seeking service alternatives where appropriate.


What does it take to be a Sr Transportation Manager with WM?

A. Required Qualifications 
 

  • Associate's Degree (accredited) or in lieu of degree,
  • High School Diploma or GED (accredited) and two (2) years of relevant work experience.
  • 2 years of relevant work experience (in addition to education requirement)
  • Must be at least 18 years of age
  • Legally eligible to work in the country where the position is located
  • Valid Driver's License


B. Preferred Qualifications 

Physical Requirements

Listed below are key points regarding physical demands, physical and occupational risks, and the work environment of the job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions of the job.☒ Combination: This job operates in a mix between an office environment and plant/field environment and routinely requires the use of standard office equipment such as computers, phones, copy machines, etc.

About Our Benefits 
At WM, each eligible employee receives a competitive total compensation package including Medical, Dental, Vision, Life Insurance and Short Term Disability. As well as a Stock Purchase Plan, Company match on 401K, and more! Our employees also receive Paid Vacation, Holidays, and Personal Days. Please note that benefits may vary by site. 

 

If this sounds like the opportunity that you have been looking for, please click Apply.

Salary.com Estimation for Sr Transportation Manager in CHESAPEAKE, VA
$113,026 to $149,344
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