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Personal Driver Assistant Jobs in Wisconsin (NOW HIRING)

CRST

CDL A Lease Purchase Truck Driver

Racine, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Lease Purchase Truck Driver

Kenosha, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Lease Purchase Truck Driver

Milwaukee, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Lease Purchase Truck Driver

Green Bay, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

Everlight Solar

Personal Assistant

Madison, WI · On-site

$50K - $60K/yr

Everlight Solar is seeking a Personal Assistant to perform a variety of administrative tasks ... Valid drivers license, clean driving record and access to a reliable vehicle * Must be 21+ years ...

Everlight Solar

Personal Assistant

Madison, WI · On-site

$50K - $60K/yr

Everlight Solar is seeking a Personal Assistant to perform a variety of administrative tasks ... Valid drivers license, clean driving record and access to a reliable vehicle * Must be 21+ years ...

CRST

CDL A Owner Operator Truck Driver

Racine, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Owner Operator Truck Driver

Kenosha, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Owner Operator Truck Driver

Milwaukee, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

CRST

CDL A Owner Operator Truck Driver

Green Bay, WI

$8.0K - $10K/wk

Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ... Optional health insurance offered thru True Choices Personal Insurance. Questions about what they ...

Everlight Solar

Junior Personal Assistant

Madison, WI · On-site

$40K - $45K/yr

Everlight Solar is seeking a Personal Assistant to perform a variety of administrative tasks ... Valid drivers license, clean driving record and access to a reliable vehicle * Must be 21+ years ...

Everlight Solar

Junior Personal Assistant

Madison, WI · On-site

$40K - $45K/yr

Everlight Solar is seeking a Personal Assistant to perform a variety of administrative tasks ... Valid drivers license, clean driving record and access to a reliable vehicle * Must be 21+ years ...

GFL Environmental

Helper

Mauston, WI · On-site

$22/hr

The Helper will safely assist drivers and other employees in the collection of solid waste ... Ensure that all required personal protective equipment be worn at all times (i.e., gloves ...

GFL Environmental

Helper

Mauston, WI · On-site

$22/hr

The Helper will safely assist drivers and other employees in the collection of solid waste ... Ensure that all required personal protective equipment be worn at all times (i.e., gloves ...

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Personal Driver Assistant information

See Wisconsin salary details

$10

$23

$41

How much do personal driver assistant jobs pay per hour?

As of Aug 14, 2026, the average hourly pay for personal driver assistant in Wisconsin is $23.39, according to ZipRecruiter salary data. Most workers in this role earn between $16.73 and $26.20 per hour, depending on experience, location, and employer.

How to get hired as a personal driver assistant?

To get hired as a personal driver assistant, candidates should have a valid driver's license, a clean driving record, and good knowledge of local routes. Relevant skills include excellent communication, organization, and sometimes basic vehicle maintenance knowledge; prior experience as a driver or in customer service can be advantageous. Employers often require background checks and may prefer candidates with flexible schedules and a professional appearance.

What are the key skills and qualifications needed to thrive as a personal driver assistant?

To thrive as a Personal Driver Assistant, you need a clean driving record, knowledge of local routes, time management, and a valid driver's license. Familiarity with navigation apps, GPS devices, and, in some cases, defensive driving certifications is typical. Discretion, professionalism, and strong interpersonal skills are crucial soft skills that build trust with clients. These skills are important to ensure safe, efficient transportation and dependable, confidential service for employers or clients.

What are the typical daily responsibilities of a personal driver assistant?

A Personal Driver Assistant’s daily responsibilities often include safely transporting clients to various destinations, managing schedules to ensure punctuality, and assisting with errands such as shopping or deliveries. They may also help with vehicle maintenance, like refueling and arranging routine servicing, to keep everything running smoothly. Additionally, Personal Driver Assistants often handle confidential information and adjust plans at short notice, requiring flexibility and discretion. These tasks help ensure clients can focus on their priorities while relying on dependable transportation support.

What is a personal driver assistant?

A Personal Driver Assistant is responsible for driving an individual, often a busy professional or high-profile client, while also handling additional personal tasks. These tasks may include running errands, scheduling appointments, managing vehicle maintenance, and ensuring the client’s daily transportation needs are met efficiently. The role requires excellent driving skills, punctuality, discretion, and the ability to adapt to the client's schedule.

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

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

What are popular job titles related to Personal Driver Assistant jobs in Wisconsin?

For Personal Driver Assistant jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Personal Driver Assistant jobs in Wisconsin look for?

The top searched job categories for Personal Driver Assistant jobs in Wisconsin are:

What cities in Wisconsin are hiring for Personal Driver Assistant jobs?

Cities in Wisconsin with the most Personal Driver Assistant job openings:

Personal Driver Assistant jobs near you

CDL A Lease Purchase Truck Driver

CRST

Racine, WI

$8.0K - $10K/wk

Full-time, Contractor

Medical

Re-posted 5 days ago

CRST rating

7.7

Company rating: 7.7 out of 10

Based on 34 frontline employees who took The Breakroom Quiz

108th of 362 rated logistics

Job description

CRST Specialized Solutions is looking for independent contractor Teams (Lease Purchase) to haul specialty freight across the country. As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck on a 2-4 year low-cost lease, and enjoy the profits of your own hard work. The Specialized fleet has under 30% turnover and best-in-class support staff. Apply or call today!

Job Details:

  • Team Lease Purchase Positions
  • Home time is up to you
  • Bonus home time in short periods with CRST Get Thru Home program
  • Driving lower 48 states
  • Manual or Automatic Transmission trucks
  • Driver assist position - loading and unloading freight

Compensation & Benefits:

  • Tolls are 100% paid
  • Fuel discount $0.18 per gallon
  • Top 25%* of contractors gross $8,000 to $10,000/wk or more to the Truck!
  • $2.03 CPM-based on 2025 average, fluctuates as fuel surcharge changes
  • ALL MILES PAID
  • $6k Sign on Bonus to the truck
  • Low lease expense vs industry average
  • Stable miles - freight available and increasing.

*The top 25% earners typically stay out 4 weeks with 3-4 days home and accept 99% of offered loads.

Home Time: Schedule:

Full-time

Job Benefits
  • Benefits are offered through a 3rd Party
  • Optional health insurance offered thru True Choices Personal Insurance. Questions about what they have to offer? Please call 800-877-9637.
Job Requirements

Experience Level: 6-12 months

  • 21 years or older
  • CDL A, 6 months OTR or regional (Cross state lines, elogs, sleeper TT) for Solo or Lead driver. Codriver must have 3 months OTR/Regional
  • Qualified applicants with arrest and conviction records will be considered for employment pursuant to applicable federal, state, and local laws.

LeadFlex Job ID: 221958

Post Date: 06/01/2026

What CRST employees say

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Hours and flexibility

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