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Retired Driver Jobs in Massachusetts (NOW HIRING)

Retired or semi-retired CDL drivers * Drivers interested in substitute, HTS, field, athletic, or charter work * Experienced drivers looking for flexible scheduling and additional hours Required ...

Ultimate Flexibility: You manage your own workload and hours--ideal for semi-retired trade ... Reliable personal vehicle for local travel, a valid driver's license, and basic inspection tools ...

Data Scanning Associate

Greenfield, MA · On-site

$14.75 - $19.25/hr

Are you retired, want extra income, have extra time on your hands and want to stay active? Retirees ... Valid driver's license, clean driving record, reliable transportation, and valid automobile ...

Data Scanning Associate

Greenfield, MA · On-site

$14.75 - $19.25/hr

Are you retired, want extra income, have extra time on your hands and want to stay active? Retirees ... Valid driver's license, clean driving record, reliable transportation, and valid automobile ...

Data Scanning Associate

Barnstable, MA · On-site

$17.25 - $22.50/hr

Are you retired, want extra income, have extra time on your hands and want to stay active? Retirees ... Valid driver's license, clean driving record, reliable transportation, and valid automobile ...

Data Scanning Associate

Great Barrington, MA · On-site

$16.75 - $21.50/hr

Are you retired, want extra income, have extra time on your hands and want to stay active? Retirees ... Valid driver's license, clean driving record, reliable transportation, and valid automobile ...

Are you retired, want extra income, have extra time on your hands and want to stay active? Retirees ... Valid driver's license, clean driving record, reliable transportation, and valid automobile ...

Are you retired, want extra income, have extra time on your hands and want to stay active? Retirees ... Valid driver's license, clean driving record, reliable transportation, and valid automobile ...

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Retired Driver information

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 Massachusetts?

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

Infographic showing various Retired Driver job openings in Massachusetts as of August 2026, with employment types broken down into 83% Full Time, and 17% Part Time. Highlights an 83% In-person, and 17% Remote job distribution.

Private Investigator - Retired/Former Law Enforcement

Lemieux & Associates LLC

Taunton, MA • On-site

$25 - $30/hr

Full-time

Re-posted 10 days ago


Job description

???? Retired Law Enforcement - Your Next Mission Starts HereContinue Serving. Just in a New Way.You've spent your career protecting communities, uncovering the truth, and upholding integrity. Now, bring those same skills to a role where your experience is not only valued-it's essential.We're actively seeking retired and former law enforcement professionals to join our Special Investigations Unit (SIU) as Investigators.???? The Role: SIU InvestigatorAs part of our SIU team, you will:Conduct in-depth investigations into suspicious insurance claimsInterview claimants, witnesses, and involved parties Obtain written and recorded statements.Identify inconsistencies and detect fraud patternsPerform field investigations and scene inspectionsDocument findings and prepare professional reportsCollaborate with legal teams and law enforcement when needed✅ Why This Role is Ideal for You✔ Put your investigative training and instincts to work immediately✔ No patrol shifts, no emergency response, no rotating hours✔ Enjoy flexibility and independence in your daily work✔ Stay engaged in meaningful, purpose-driven investigations✔ Transition your skills into a stable, growing industry???? Who We're Looking ForWe value experience. Ideal candidates have:Prior law enforcement or investigative backgroundStrong interviewing, observation, and report writing skillsAbility to think critically and recognize fraud indicatorsSelf-motivation and comfort working independentlyValid driver's license; reliable vehicle, digital camera, and Windows based computer with internet.Notary license strongly (preferred).Bi-lingual is a plusWillingness to travel; flexible schedule (varied/irregular hours).Strong computer and internet skills.Ability to meet deadlines with high quality work.???? What We OfferCompetitive starting payTravel time compensationMileage reimbursement and field expense coverageFlexible schedulingProfessional support and ongoing trainingA respected role where your experience mattersPay Range: $25-$30???? Your Experience Still MattersYou didn't spend a career developing elite investigative skills just to leave them behind.Join a team where your background is respected, your voice is heard, and your work continues to make a difference.???? Apply TodayTake the next step toward an exciting investigative career-apply today and become part of a team that sets the standard in SIU excellence.