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Flexible Driver Jobs in Wisconsin (NOW HIRING)

Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required) We are an equal opportunity ...

Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required) We are an equal opportunity ...

Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required) We are an equal opportunity ...

Flexible driver position when routes do not have coverage, so routes do not need to be cut. May link to a domicile yard versus OpCo location. * Perform all required safety check (i.e., pre/post trip ...

Flexible driver position when routes do not have coverage, so routes do not need to be cut. May link to a domicile yard versus OpCo location. * Perform all required safety check (i.e., pre/post trip ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

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Flexible Driver information

See Wisconsin salary details

$9

$18

$31

How much do flexible driver jobs pay per hour?

As of Aug 29, 2026, the average hourly pay for flexible driver in Wisconsin is $18.92, according to ZipRecruiter salary data. Most workers in this role earn between $14.57 and $20.38 per hour, depending on experience, location, and employer.

What is a flexible driver?

A Flexible Driver is a professional who provides driving services on a flexible, often on-demand schedule rather than a fixed one. They may work for ride-sharing companies, delivery services, or as independent contractors, choosing their own hours and assignments. This role is ideal for those seeking work-life balance, supplementary income, or the ability to work around other commitments. Flexible Drivers must have a valid driver's license, a reliable vehicle, and good customer service skills.

How does scheduling typically work for a flexible driver, and what should I expect in terms of shifts and hours?

As a Flexible Driver, your shifts are often determined by demand and availability, which means you may not have a fixed schedule. Many companies offer app-based or online scheduling, allowing you to select shifts that fit your personal commitments. While this flexibility is a key benefit, it also means you need to proactively monitor shift availability, especially during peak times or special events. It's common to work with dispatchers or coordinators who provide route information and support, and you may collaborate with other drivers during busy periods. This flexible structure is ideal for those seeking work-life balance, but it also requires good time management and adaptability.

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

To thrive as a Flexible Driver, you need a valid driver's license, a clean driving record, and knowledge of local traffic laws and routes. Familiarity with GPS navigation systems, route optimization apps, and sometimes basic vehicle maintenance tools is typically required. Strong time management, adaptability, and excellent customer service skills help drivers handle varying schedules and interact positively with clients. These skills ensure safe, efficient, and reliable transportation services in dynamic environments.

What is the difference between Flexible Driver vs Delivery Driver?

AspectFlexible DriverDelivery Driver
CredentialsValid driver's license, possibly some vehicle insuranceValid driver's license, vehicle insurance, sometimes specific certifications
Work EnvironmentVaries; can include personal vehicles, flexible hours, multiple locationsPrimarily on-road, delivery routes, often within specific areas or companies
Employer UsageFreelance, gig platforms, independent contractsCourier companies, food delivery services, retail logistics

Flexible Drivers typically work on a freelance basis, using their own vehicles and setting their own schedules, often for multiple clients. Delivery Drivers usually work for specific companies, following set routes and schedules. Both roles require a valid driver's license, but Flexible Drivers enjoy more flexibility, while Delivery Drivers focus on timely deliveries within assigned areas.

How do you become a flexible driver?

To become a flexible driver, you typically need a valid driver's license, a clean driving record, and a reliable vehicle if required. Many companies also require background checks and may prefer drivers with a smartphone and navigation skills to adapt to varying schedules and routes.

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

The most popular types of Driver jobs in Wisconsin are:

What cities in Wisconsin are hiring for Flexible Driver jobs?

Cities in Wisconsin with the most Flexible Driver job openings:

Infographic showing various Flexible Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 25% Part Time, and 3% Contract. Highlights an 82% Physical, 2% Hybrid, and 16% Remote job distribution, with an average salary of $39,360 per year, or $18.9 per hour.

Transportation Driver

Crivitz, WI • On-site

NEWCare
51 - 200 employees

$15/hr

Part-time

PTO

Re-posted 17 days ago


Job description

Transportation Driver
NEW Care, Inc. is currently seeking a Transportation Driver to transport residents. We are looking for an individual that is dependable and energetic to join our team. We offer a competitive wage of $15.00/hour and have a part-time and on-call as-needed position available. Come work for a Company that offers you the opportunity to grow and advance in your career!
Benefits
  • Competitive Pay
  • Growth Opportunities
  • Paid Training
  • Paid-Time Off (PTO)

Responsibilities
  • Drive residents to doctor's appointments, back from offices and hospitals using the NEWCare vans.
  • Pick up of new admissions.
  • Provide excellent customer service.
  • Employ good judgment, safe driving skills, abide by all traffic regulations.

Qualifications
  • Valid driver's license
  • Excellent driving skills and clean Motor Vehicle Record
  • Must be First Aid and CPR certified or have ability to be certified
  • Good interpersonal skills
  • Consistent record of achieving or over-achieving goals
  • Extraordinary communication skills and superior customer service skills
  • Professional appearance and work ethic
  • Positive outlook with a high-energy personality
  • Needs to be flexible; driver must be available from their home, early evening hours and every third weekend (hours are dependent upon the number of pickups required)

We are an equal opportunity employer and prohibit discrimination/harassment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.