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Senior Transportation Driver Jobs in Wisconsin (NOW HIRING)

Dove Healthcare

PRN - Transportation Driver

Spooner, WI · On-site

As our driver, you will:transport new patients from the discharging facility or hospital transport ... senior independent living, assisted living, and memory care.As an innovative healthcare provider ...

TKDA

Senior Transportation Planner

Milwaukee, WI · Hybrid

$92K - $137K/yr

As a Senior Transportation Planner , you will lead projects, mentor graduate planners, and ... Possession of a valid Driver's License with a driving record that is in compliance with company ...

TKDA

Senior Transportation Planner

Milwaukee, WI · Hybrid

$92K - $137K/yr

As a Senior Transportation Planner , you will lead projects, mentor graduate planners, and ... Possession of a valid Driver's License with a driving record that is in compliance with company ...

TKDA

Senior Transportation Planner

Milwaukee, WI · On-site

$92K - $137K/yr

As a Senior Transportation Planner , you will lead projects, mentor graduate planners, and ... Possession of a valid Driver's License with a driving record that is in compliance with company ...

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All JobsTransportation Driver JobsSenior Transportation Driver JobsSenior Transportation Driver Jobs in Wisconsin

Senior Transportation Driver information

See Wisconsin salary details

$25.2K

$81K

$165K

How much do senior transportation driver jobs pay per year?

As of Sep 6, 2026, the average yearly pay for senior transportation driver in Wisconsin is $81,038.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,900.00 and $104,000.00 per year, depending on experience, location, and employer.

What is a senior transportation driver?

Senior Transportation Drivers are professionals responsible for safely transporting elderly individuals to various destinations, such as medical appointments, community centers, or errands. They often work for senior living facilities, non-profit organizations, or specialized transportation services. In addition to driving, they may assist seniors with getting in and out of vehicles, ensure their comfort and safety during trips, and provide reliable, courteous service. These drivers play an important role in supporting the independence and well-being of older adults. Excellent driving skills, patience, and compassion are essential qualities for this role.

What does a senior transportation driver do?

As a senior transportation driver, you pick up and drive elderly passengers to doctor’s appointments, grocery shopping, or to complete other errands. You may work for a transportation company, an assisted living facility, or a senior care center. As part of your duties, you typically respond to dispatch calls and then safely drive either a small bus or specially-outfitted vans to pick up passengers. Upon arriving at their residence or another location, you may assist passengers as they enter or exit the vehicle. Other responsibilities involve helping your clients with bags, operating gurney equipment, and loading and unloading wheelchairs or other necessary equipment.

What are the key skills and qualifications needed to thrive as a senior transportation driver, and why are they important?

To thrive as a Senior Transportation Driver, you need a valid commercial driver's license (CDL), an excellent driving record, and in-depth knowledge of transportation regulations and route planning. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and vehicle inspection tools is typically required. Outstanding time management, customer service, and communication skills help drivers excel in on-time deliveries and client interactions. These competencies ensure safe, efficient transport operations and high satisfaction for both employers and passengers.

What are some common challenges senior transportation drivers face when managing complex routes or schedules?

Senior Transportation Drivers often encounter challenges such as navigating unfamiliar areas, managing tight delivery windows, and adjusting to last-minute changes in routes or schedules. These situations require strong problem-solving skills, adaptability, and effective communication with dispatchers and clients. Staying updated with traffic conditions and adhering to safety protocols are also essential for maintaining efficiency and reliability in the role.

What is the difference between Senior Transportation Driver vs Transportation Driver?

AspectSenior Transportation DriverTransportation Driver
CertificationsCommercial Driver's License (CDL), possibly additional endorsementsCommercial Driver's License (CDL)
Work EnvironmentSenior drivers often handle complex routes, oversee safety, and mentor othersDriving various vehicles, delivering goods or passengers
Employer & Industry UsageTransport companies, logistics firms, public transit agenciesSame as senior drivers, with more focus on routine driving tasks

The main difference between a Senior Transportation Driver and a Transportation Driver lies in experience, responsibilities, and leadership roles. Senior drivers typically have more experience, handle complex routes, and may mentor junior drivers, whereas transportation drivers focus on routine driving and deliveries. Both roles require a CDL and work within similar environments, but senior drivers often take on additional safety and supervisory duties.

More about Senior Transportation Driver jobs

What are the most commonly searched types of Transportation Driver jobs in Wisconsin?

The most popular types of Transportation Driver jobs in Wisconsin are:

What are popular job titles related to Senior Transportation Driver jobs in Wisconsin?

For Senior Transportation Driver jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Senior Transportation Driver jobs in Wisconsin look for?

The top searched job categories for Senior Transportation Driver jobs in Wisconsin are:

What cities in Wisconsin are hiring for Senior Transportation Driver jobs?

Cities in Wisconsin with the most Senior Transportation Driver job openings:

Senior Transportation Driver jobs near you
Infographic showing various Senior Transportation Driver job openings in Wisconsin as of August 2026, with employment types broken down into 5% As Needed, 53% Full Time, and 42% Part Time. Highlights an 100% In-person job distribution, with an average salary of $81,038 per year, or $39 per hour.

Driver for MyRIDE Senior transportation

Volunteer Center of Racine County Inc

Racine, WI • On-site

Other

Posted 2 days ago

New

Job description

MyRIDE is a FREE senior transportation project of the Volunteer Center of Racine County, Inc. While this is a complimentary service, donations are greatly appreciated. Volunteer drivers made it possible for over 200 seniors to make their appointments over the past year.

MyRIDE volunteer drivers provide transportation in their personal vehicles, giving Riders a feeling of independence. The service is curbed to the curb and accommodates Riders who may need a walker. Unfortunately, people who require a wheelchair are not eligible for our program. other appointments. Volunteer Drivers set their own hours each week. They tell our program coordinators when you would like to drive, and then you receive the details for a rider’s appointment.

You will make a significant difference in someone’s life and yours! You will receive mileage reimbursement of $.585/mile, plus you will be eligible for supplemental volunteer insurance.

Jenni Chap, MyRIDE Senior Transportation Coordinator, currently has over twenty volunteers serving over 200 clients annually.

Apply