Road Supervisor; CDL
Job in
White Plains, Westchester County, New York, 10603, USA
Listed on 2026-03-05
Listing for:
WeDriveU
Full Time, Part Time
position Listed on 2026-03-05
Job specializations:
-
Transportation
-
Management
Job Description & How to Apply Below
WeDriveU is the leader in shared mobility solutions that connect communities, campuses, and workplaces. WeDrive
U operates private shuttle and public transit systems across the U.S serving millions of passenger journeys a year. The company's 5,500+ team members operate 4,000 vehicles across 55 U.S. locations, providing safe, reliable and sustainable options as part of a global family of brands serving more than 1 billion bus and rail passengers on four continents. Visit to learn more about our company, clients and career opportunities.
Monday-Friday Shift, 1:30pm-10:00pm
Job Description:
The Road Supervisor will report to the Safety Manager and is responsible for actively facilitating policies and procedures between the Operations and Safety teams to ensure the service is running in compliance and efficiently.
Duties and Responsibilities:
Supervises day-to-day activities of operators to ensure compliance with operational requirements for safe bus operations including corporate safety training processes and practices
Provides support, advice and guidance to operators in responding to a variety of issues (e.g. customer complaints, bus and/or worker safety), assessing situations and determining appropriate course of action (e.g. additional training, counseling) to prevent further occurrences in the future
Ensures a positive work environment for operators by providing coaching, mentoring and non-safety related training to promote high employee motivation and morale and commitment to company values and excellence in customer service
Monitors on-time performance
Prepares and submits required reports in a timely manner
Supervises compliance with Company policies and/or processes by action and speech; discusses any breach of policy and procedure noted with Operations Manager
Collects and audits employee DVIs
Evaluates the performance of all direct-report personnel on a regular basis according to company policy
Administers appropriate employee discipline as necessary
Skills Required and Physical Demands:
Certified NYS Article 19-A Examiner
Ability to multitask and pay extreme attention to detail.
Self-motivated with the ability to prioritize and problem solve.
Knowledge of Microsoft Office Suite with intermediate to advanced excel skills.
Outstanding interpersonal and communication skills
Excellent customer service skills
Able to lift 25+ pounds, climb stairs, and be on your feet for an extended period.
Hard requirements:
Commercial Driver's License with Passenger and Air Brake Endorsements
Must have open availability - flexible schedule
Preferred requirements:
Minimum of 5 years of experience in Operations with 3 years in transit industry preferred; college education can be substituted for up to 2 years required work experience
Experience in safety training and familiarity with rules and regulations pertaining to NYSDOT, NY DMV and FMCSA
Experience in public or private alternative transportation demand management (TDM)
We Offer
Physical Health
- Exceptional Medical, Dental, Vision, and Life Insurance benefits
- Competitive compensation packages
- 401(k) with 4% employer match
- Financial Wellness Tool
- Commuter Benefits
- Employee Assistance Program (EAP)
- PTO for part-time and full-time positions
- Paid holidays
- Pet & Legal Insurance
- On-the-job training and skills development
- Internal transfer opportunities for career growth
WeDrive
U is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment free of discrimination or harassment where thoughts and ideas of all employees are appreciated and respected. We value excellence and recognize that by respecting the diverse backgrounds, skills, and perspectives of our workforce, we will sustain a competitive advantage and remain an employer of choice.
We also see diversity as more than policies; it is imperative for enabling us to attract, retain and develop the best talent available.
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