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Transportation Driver Jobs in Madison, WI (NOW HIRING)

Aryv Transport

Be Seen First

Medical Transportation Driver

Madison, WI · On-site

$600 - $1.0K/wk

Apply Now We are seeking drivers for medical transportation in Dane County . Enjoy a flexible schedule, steady driving opportunities, and weekly pay. No experience required. If you have a 4 door ...

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Aryv Transport

Be Seen First

Medical Transportation Driver

Madison, WI · On-site

$600 - $1.0K/wk

Apply Now We are seeking drivers for medical transportation in Dane County . Enjoy a flexible schedule, steady driving opportunities, and weekly pay. No experience required. If you have a 4 door ...

New

Carepool

Healthcare Transportation Driver

Madison, WI · On-site

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

Healthcare Transportation Driver

Madison, WI · On-site

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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All JobsTransportation Driver JobsTransportation Driver Jobs in Madison, WI

Transportation Driver information

See Madison, WI salary details

$9

$20

$37

How much do transportation driver jobs pay per hour?

As of Aug 9, 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.

More about Transportation Driver jobs
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:
Transportation Driver jobs near you
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.

Medical Transportation Driver

Aryv Transport

Madison, WI • On-site

$600 - $1.0K/wk

Contractor

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

Apply Now

We are seeking drivers for medical transportation in Dane County. Enjoy a flexible schedule, steady driving opportunities, and weekly pay. No experience required.

If you have a 4 door vehicle and a smartphone, you can apply.

This is an independent contractor role, giving you the freedom to choose when you want to drive and set a schedule that works for you.

What’s in it for you

✔ Flexible schedule with the freedom to drive on your own time
✔ Steady driving opportunities with reliable pre scheduled rides
✔ Weekly pay for fast and dependable earnings
✔ No experience required, just a 4 door vehicle and a smartphone
✔ Easy application process so you can get started quickly

Compensation is trip-based and varies depending on completed trips, service area, driver availability, and overall trip volume.

Driver Responsibilities

  • Transport passengers safely to and from scheduled medical appointments
  • Confirm trips in advance and communicate with dispatch when needed
  • Follow all traffic laws and safety procedures at all times
  • Use our simple app to manage routes and trip information
  • Provide a safe, respectful, and comfortable ride experience

Qualifications

  • Must be at least 21 years old
  • Valid Connecticut Driver’s License held for at least 2 years
  • 4-door vehicle in good condition
  • Clean driving record
  • Smartphone with GPS capability
  • Must pass a background check and drug test

Apply Now - Simple 5-Step Process

Step 1: Apply on Indeed
Step 2: Recruiter Call / Orientation
Step 3: Complete Onboarding
Step 4: Set Your Availability
Step 5: Start Driving & Get Paid Weekly

Have questions or want to get started quickly?
Apply through Indeed and a recruiter will reach out to you.

Company Description

Richwood manages driver onboarding and credentialing for transportation operations within Aryv Transportation.

Drivers who complete the onboarding process will operate through Aryv’s medical transportation platform, providing scheduled transportation services across multiple cities in the U.S.