Transportation Supervisor
Company: Ride Connection
Role summary
Transportation Supervisor is a full-time role at Ride Connection in Portland, Oregon, United States (on-site). Posted 2026-08-07. Salary: USD 55,415–69,270 per year. Experience level: 2-5.
- Job title
- Transportation Supervisor
- Company
- Ride Connection
- Location
- Portland, Oregon, United States
- Work arrangement
- on-site
- Employment type
- full-time
- Category
- Software Engineering
- Salary
- USD 55,415–69,270 per year
- Experience level
- 2-5
- Date posted
- 2026-08-07
Job description
Join Our Team:
Are you someone who enjoys coordinating details, supporting people, and making a meaningful difference in your community? Wapato Shores Accessible Transportation is looking for a Transportation Supervisor to help ensure older adults and people living with disabilities have access to safe, reliable, and dignified transportation. This role is a great fit for someone who is organized, compassionate, and enjoys working both independently and as part of a collaborative team. You’ll play a key role in dispatching, scheduling, fleet coordination, and training support timecard review for drivers, credentialing assistance, drug screen coordination, corrective action, supporting drivers, and helping keep our transportation services running smoothly each day. This position may will also provide support to our partner program, Evergreen Ambulance in the future.
Why Work With Us:
At Wapato Shores, our work is grounded in respect, care, and connection. We believe transportation is more than a ride, it’s access to healthcare, independence, and community.
Our values guide everything we do:
Recognize, nurture, and appreciate our customers and staff
Build strong, collaborative relationships with service partners
Deliver safe, personalized transportation options
Operate with honesty, reliability, and accountability
What You’ll Do:
As a Transportation Supervisor, your work will include a mix of coordination, communication, and problem-solving, such as:
Dispatch & Daily Operations
Support drivers and leadership with trip changes, cancellations, same-day requests, and ETAs
Dispatch drivers using phones, radios, and other communication tools
Keep customers, brokers, and partners informed about trip status
Confirm no-shows and cancellations and update schedules accordingly
Maintain accurate records, reports, and documentation
Review driver timecards to make sure they are accurate and complete
Assist with credentialing drivers, vehicles, and the company
Work with Operations Director to support and coach drivers
Work with Operations Director to develop corrective action plans as needed
Adjust schedule to assist with covering shifts when a member of the office staff is out, as needed
Scheduling & Route Coordination
Monitor routes and adjust schedules to improve efficiency and on-time performance
Coordinate trip assignments with drivers, customers, and service partners
Ensure schedules align with funding and network guidelines
Safety & Training Support
Assist with vehicle safety checks and report issues
Ensure vehicles are stocked with required safety equipment
Coordinate with program leadership and fleet staff as needed
Customer Service & Community Engagement
Provide warm, respectful, and patient service to every rider
Represent Wapato Shores professionally with partners, funders, and the community
Support inclusive practices that respect the needs and preferences of our riders
What We're Looking For: Must Have (Requirements) -
Two years of college coursework or equivalent education/experience
Strong organizational skills and ability to manage multiple priorities
Comfort with computers and Microsoft Office
Excellent communication skills, both written and verbal
Ability to work well with diverse communities, partners, and team members
Ability to work independently and meet deadlines
Valid driving record that meets agency standards
Ability to pass a national criminal background check
Nice to Have (Preferred Requirements) -
Experience working with older adults and people with disabilities
Customer service or transportation coordination experience
Knowledge of the local geographic area
<span style="margin: 0px; padding: 0px; color: rgb(0, 0, 0); line-heigh