Transportation Assistant - Chester House

Salary: $45,047.00 - $52,931.00 Annually

Location : Chesterfield, VA

Job Type: Full-Time

Job Number: 26-00329

Department: Mental Health Support Services

Opening Date: 11/10/2025

Closing Date: 12/7/2025 11:59 PM Eastern

Minimum Qualifications

Who We Are:

Our Chester House program in Mental Health Support Services is for adults with serious mental illness. Chester House provides day programming, employment services (Individual Placement and Supports model), and transportation for adults with serious mental illness. Our transportation team is a caring group of staff, and we are looking for a Transportation Assistant. We work together as a team to support each other daily. If this is your passion, then come join our team!

Minimum Education and Experience:

High school diploma or GED; three years of experience in driving a transit vehicle or in customer service or administrative support work in a public transit environment; or an equivalent combination of training and experience. One year of experience driving a large passenger van and working with people with disabilities preferred; experience offering transportation services, scheduling trips and drivers for daily routes preferred; experience in Medicaid transportation billing in an electronic transportation billing system preferred.

Required Knowledge, Skills, and Abilities:

Working knowledge of safety regulations and laws pertaining to vehicle operations; of defensive driving techniques; of vehicle maintenance and repair practices. Ability to operate a computerized transportation routing system; to safely operate a passenger van; to exercise judgment in emergency situations; to interact with a variety of people from different cultures and backgrounds and of varying ages; to operate a personal computer and related software and other standard office equipment; to communicate effectively orally and in writing; to develop and maintain effective working relationships with internal and external customers.

Additional Requirements:

Current valid driver's license and good driving record required. Based on the Virginia DMV point system, record must not reflect a total of six or more demerit points within the twenty-four months preceding the anticipated hire date, or one major violation of six demerit points within the preceding thirty-six months. Out of state driving records must be obtained by applicant and presented at time of interview. Records must reflect at least three years of history and be dated within thirty days of interview date.

Pre-employment drug testing, FBI criminal background check and education/degree verification required.

This position is considered Safety Sensitive and is subject to random drug and alcohol testing.

Duties

Duties include but are not limited to the following:

• Completes electronic Medicaid transportation billing utilizing vendor software;

• Assists the Transportation Coordinator in processing daily trip requests and completing requests /follow-ups for alternative transportation trips;

• Serves as back-up for all part time van drivers and Transportation Coordinator as needed;

• Works with drivers to electronically create and submit accident reports and vehicle damage reports to risk management;

• Assists in conducting and maintaining new driver and in-service training; schedules required training;

• Responds to problems in the field such as equipment failures and vehicle accidents;

• Drives multi-passenger vehicles as needed;

• Performs a variety of scheduling and routing duties related to transit operations; and

• Performs other work as required.

PLEASE NOTE: Position open until filled (first review to begin November 17, 2025).

Shift

Monday - Friday; 8:00 a.m. - 4:00 p.m. with required flexibility at times between 6:00 a.m. - 5:30 p.m.

Work Location

Mental Health Support Services (Chester House)

Chesterfield County is an Equal Opportunity Employer Committed to Workforce Diversity, Equity, and Inclusion

For information on county benefits, view