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Retired Driver Jobs in Milwaukee, WI (NOW HIRING)

BROSLOT88

Great for Family First Drivers

Milwaukee, WI · On-site

Class A Driver Opportunity Great for retired FedEx or UPS drivers! If you are looking to keep your career rolling or focused on expanded opportunity, with a company that values your safety, knows you ...

SEEK Careers Staffing

DRIVER

Port Washington, WI · On-site

$17.50/hr

Keywords: part time, driver, split shift, Port Washington, semi-retired, CDL training provided, hiring immediately About SEEK Careers/Staffing You are a person with unique skills, experience and ...

School Sisters of St. Francis

Be Seen First

RN-Health Advocate; Part Time

Milwaukee, WI · On-site

$38 - $41/hr

Within the campus, there is a non-regulated assisted living facility for retired nuns. The core ... Unencumbered driver's license and vehicle insurance. Company Description The School Sisters of St.

CS Logistics

Seasonal Dock Worker

Milwaukee, WI · On-site

$20/hr

Recent high school graduates, college students, retired adults and veterans with flexable ... Most drivers are also certified and screened by the TSA. Our commitment to our customers is to ...

CS Logistics

Seasonal Dock Worker

Milwaukee, WI · On-site

$20/hr

Recent high school graduates, college students, retired adults and veterans with flexable ... Most drivers are also certified and screened by the TSA. Our commitment to our customers is to ...

CS Logistics Inc

Seasonal Dock Worker

Milwaukee, WI · On-site

$20/hr

Recent high school graduates, college students, retired adults and veterans with flexable ... Most drivers are also certified and screened by the TSA. Our commitment to our customers is to ...

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All JobsRetired Driver JobsRetired Driver Jobs in Milwaukee, WI

Retired Driver information

See Milwaukee, WI salary details

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How much do retired driver jobs pay per hour?

As of Aug 21, 2026, the average hourly pay for retired driver in Milwaukee, WI is $18.47, according to ZipRecruiter salary data. Most workers in this role earn between $14.23 and $19.90 per hour, depending on experience, location, and employer.

What is a retired driver?

A Retired Driver job typically involves part-time or occasional driving work for individuals who have retired from full-time professional driving. This can include shuttle services, delivery driving, or personal chauffeur roles. Many retired drivers take on these jobs to stay active, supplement their income, or enjoy flexible work hours. Responsibilities vary but often include vehicle maintenance, safe transportation, and customer service.

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

To thrive as a Retired Driver, essential skills include a strong driving record, attention to safety, and extensive experience navigating different routes or vehicle types. Experience with navigation systems, vehicle maintenance basics, and, if applicable, a commercial driver's license (CDL) are often needed. Excellent time management, reliability, and communication help retired drivers excel when working in volunteer capacities, part-time roles, or mentoring less experienced drivers. These abilities allow retired drivers to stay safe, add value, and enjoy flexible or community-focused driving opportunities beyond their primary careers.

What types of part-time or volunteer driving opportunities are available for retired drivers?

Retired drivers can find a variety of part-time or volunteer opportunities, such as transporting seniors, delivering meals, assisting non-profits, or driving for community organizations. These roles often offer flexible schedules and allow retired drivers to put their experience to positive use, while fostering community connections. Many organizations value the reliability and safe driving record that retired professionals bring. These opportunities can be especially rewarding for retirees seeking to stay active and engaged in meaningful work without the demands of a full-time position.

Can I become a retired driver at 60 years old?

Retired drivers are individuals who have completed their driving careers and are no longer actively working in the role. If you are interested in working as a driver at age 60, many companies accept applicants of that age, provided you meet licensing, health, and safety requirements. Age restrictions vary by employer and jurisdiction, but generally, drivers can work beyond 60 if they maintain necessary certifications and meet physical standards.

What are popular job titles related to Retired Driver jobs in Milwaukee, WI?

For Retired Driver jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Retired Driver jobs in Milwaukee, WI look for?

The top searched job categories for Retired Driver jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Retired Driver jobs?

Cities near Milwaukee, WI with the most Retired Driver job openings:

Retired Driver jobs near you
Infographic showing various Retired Driver job openings in Milwaukee, WI as of August 2026, with employment types broken down into 49% Full Time, 38% Part Time, and 13% Temporary. Highlights an 100% In-person job distribution, with an average salary of $38,420 per year, or $18.5 per hour.

Great for Family First Drivers

A&A Services and Transportation

Menomonee Falls, WI • On-site

Part-time

Re-posted yesterday

Job description

Great for Retired FedEx or UPS Drivers!

If you are looking to keep your career rolling or focused on expanded opportunity, with a company that values your safety, knows you by name, realizes the importance of family and being able to be home each day with them, join the A & A Services and Transportation team!


We are hiring Class A drivers-- part-time, third shift, to pull no touch freight out of Milwaukee, Wisconsin. This is great for semi-retired / retired drivers looking for extra cash!


Our drivers enjoy weekly pay, no touch freight, a set schedule with regional round-trip runs!

A & A hires professional Class-A CDL drivers who want to be leaders in the industry with dedicated work year round. A & A is now hiring PART TIME Class-A CDL drivers to help support a regional operation with the dispatch stationlocatedin Menomonee Falls, WI.


A & A ensures year-round work with a dedicated customer base and regional routes, allowing you to be home daily!


Call today to speak to a recruiter 414-581-7620

    On-time and pick-up delivery, safety bonuses.

    Minimum Requirements

    • Class-A CDL
    • At least 1 year of verifiable driving experience, preferably 2 or more
    • Must be able to successfully pass a drug screen and DOT physical, with valid Fed Med Card
    • No more than three moving violations in the past three years (some restrictions apply)
    • Additional qualifications will apply

    Benefits

    • Dedicated contract ensures year-round work
    • Be home daily

    Call a recruiter today at 414-581-7620



    A & A Services and Transportation provides equal employment opportunity (EEO) to all applicants and employees, regardless of race, color, national origin, sex, marital status, pregnancy, sexual orientation, gender identity, religion, age, disability, genetic information, veteran status, and any other characteristic protected by applicable local, state and federal laws and regulations.

    Apply