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Transportation Driver Jobs in Madison, WI (NOW HIRING)

Carepool is next-generation transportation software built in Madison, Wisconsin to work alongside the states Medicaid programs. We aren't just Uber for Wisconsin, but a medical rideshare that covers ...

Carepool is next-generation transportation software built in Madison, Wisconsin to work alongside the states Medicaid programs. We aren't just Uber for Wisconsin, but a medical rideshare that covers ...

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Transportation Driver information

See Madison, WI salary details

$9

$20

$37

How much do transportation driver jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for transportation driver in Madison, WI is $20.30, according to ZipRecruiter salary data. Most workers in this role earn between $15.00 and $22.55 per hour, depending on experience, location, and employer.

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

To thrive as a Transportation Driver, you need a valid driver's license, a clean driving record, and knowledge of traffic laws and safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and sometimes specialized vehicle certifications (like CDL) is often required. Reliability, customer service skills, and attention to detail help drivers build trust and ensure timely, safe deliveries. These skills are crucial for maintaining safety, compliance, and customer satisfaction in a demanding and dynamic environment.

What are some common challenges faced by transportation drivers, and how can they be managed?

Transportation Drivers often encounter challenges such as navigating through heavy traffic, meeting tight delivery schedules, and adhering to strict safety regulations. Effective time management and advanced route planning can help mitigate delays, while staying updated on traffic patterns and weather conditions ensures smoother trips. Building good communication with dispatchers and maintaining a focus on safety standards are essential for handling unexpected issues and promoting a positive work environment.

What is a transportation driver?

A transportation driver is a vehicle driver in the transportation industry. Some sectors in which these drivers may work include trucking, transit, ground transportation for cargo or passengers, and scenic and sightseeing transportation. In this role, you may transport people to sporting events or on tours, or you may work in the transit department for a city or organization, transporting commuters in a bus. You can also work as a non-emergency medical transporter. Your general duties and responsibilities vary based on where you work and what you transport.

What are the most commonly searched types of Transportation Driver jobs in Madison, WI? The most popular types of Transportation Driver jobs in Madison, WI are:
What are popular job titles related to Transportation Driver jobs in Madison, WI? For Transportation Driver jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Transportation Driver jobs in Madison, WI look for? The top searched job categories for Transportation Driver jobs in Madison, WI are:
Infographic showing various Transportation Driver job openings in Madison, WI as of August 2026, with employment types broken down into 62% Full Time, 31% Part Time, 5% Contract, and 2% Nights. Highlights an 100% In-person job distribution, with an average salary of $42,217 per year, or $20.3 per hour.

Healthcare Transportation Driver

Carepool

Madison, WI • On-site

Full-time

Re-posted 21 days ago


Job description

Carepool is next-generation transportation software built in Madison, Wisconsin to work alongside the states Medicaid programs. We aren't just Uber for Wisconsin, but a medical rideshare that covers our Medicaid members. We help aging adults and people with disabilities get to work, medical appointments and integration into society.
Use your vehicle to drive for Carepool with a few of the same riders on consistent routes or support the hospitals with discharge rides and get people home.
Helping people makes the week go by faster and rewarding!