Demo

Road Supervisor (CDL Required)

WeDriveU
Plains, NY Part Time
POSTED ON 4/9/2026
AVAILABLE BEFORE 6/2/2026
WeDriveU is the leader in shared mobility solutions that connect communities, campuses, and workplaces. WeDriveU 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 wedriveu.com to learn more about our company, clients and career opportunities.

  • SHIFT: Wednesday-Sunday: 9:00am-6:00pm

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

Financial Health

  • Competitive compensation packages
  • 401(k) with 4% employer match
  • Financial Wellness Tool
  • Commuter Benefits

Emotional Health

  • Employee Assistance Program (EAP)
  • PTO for part-time and full-time positions
  • Paid holidays
  • Pet & Legal Insurance

Personal Development

  • On-the-job training and skills development
  • Internal transfer opportunities for career growth
  • Benefits vary by position and location

WeDriveU 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.

Hourly Wage Estimation for Road Supervisor (CDL Required) in Plains, NY
$44.00 to $58.00
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