Road Supervisor, Paratransit

WeDriveU, Inc.; Chicago (IL); On-site; USD 30,000 - 43,000; Full time

Benefits offered by this job

Medical Insurance

401(k) with employer match

Paid holidays

PTO

Job summary

WeDriveU, Inc. in Chicago seeks a Road Supervisor to oversee field operations, ensuring safe, compliant bus operations and high service standards. The role requires CDL-P, strong communication, and hands-on leadership to coach operators and manage time-sensitive issues.

We operate 24/7 and offer competitive compensation and benefits. This full-time position provides opportunities for growth within a nationwide mobility provider.

Qualifications

• Hard requirements: CDL-P endorsement and open availability.
• Experience in operations management or transit preferred.

Responsibilities

• Supervise day-to-day operator activities to ensure safety and compliance.
• Provide guidance to operators to handle customer issues and safety concerns.
• Monitor on-time performance and prepare required reports.
• Maintain a positive work environment and coach staff.
• Ensure policy adherence and supervise DVIs audits.

Skills

Multitasking

Detail oriented

Excel (intermediate)

Interpersonal communication

Coaching & mentoring

Education

Commercial Driver's License with Passenger Endorsement

Tools

Microsoft Office Suite

Job description

Address 2005 West 43rd Street, Chicago, IL, 60609, US

Compensation $26.50/hour

Schedule Full time

Job Type Permanent

Job Description:

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 billionbus and rail passengers on four continents. Visit wedriveu.com to learn more about our company, clients and career opportunities.

The Road Supervisor will report to the General Manager and is responsible for actively facilitating communications between the field operations team to ensure the service is running efficiently.

Note that we operate 24/7, 365 days a year.

Duties and Responsibilities:

• Supervises day-to-day activities of operators to ensure compliance with operational requirements for safe bus operations including compliance with 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, time-off requests), 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 breech 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

Skills Required and Physical Demands:

• 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
• Able to lift 25+ pounds, climb stairs, and be on your feet for an extended period.
• Additional skills and physical demands may apply.

Education and Qualifications:

Hard requirements:

• Commercial Driver's License with Passenger Endorsement
• Must have open availability - flexible schedule

Preferred requirements:

• Minimum of 5+ years of experience in Operations Managementwith 3 years in transit industry preferred; college education can be substituted for up to 2 years required work experience
• Experience in public or private alternative transportation demand management (TDM)
• Knowledge of DMV policies and procedures

We Offer

Physical Health

• Exceptional Medical, Dental, Vision, and Life Insurance benefits
• Competitive compensation packages
• 401(k) with 4% employer match
• Financial Wellness Tool

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.