JOIN OUR TEAM TODAY.

CAREERS AT WINSLOW GEROLAMY MOTORS

Join Winslow Gerolamy now and be a part of the journey towards a brighter, more connected tomorrow. 

50+

EMPLOYEES

1

LOCATION

70+

YEARS IN BUSINESS

DRIVE YOUR FUTURE FORWARD WITH US

At Winslow Gerolamy Motors, we’re more than an International dealership, we’re a team of people who take pride in keeping businesses moving. For decades, we’ve built our

reputation on exceptional service, trusted expertise, and a commitment to doing right by our customers and our employees.


When you join our team, you’re not just starting a job. You’re building a career with a company that values your contribution,  supports your growth, and celebrates your success.


At Winslow Gerolamy Motors, we’re committed to creating a workplace where people feel supported, valued, and part of something bigger. Every department—Service,

Sales, Parts, and our 310T Technicians—plays a vital role in delivering the exceptional experience our customers count on.


We’re also invested in your long-term growth. Whether you’re building on years of experience or just starting your career, we offer training, mentorship, and opportunities

to advance so you can continue moving forward with confidence. 


We’re looking for motivated, driven, and passionate individuals who take pride in their work and thrive in a team-focused environment. If you’re reliable, customer‑oriented, and eager to grow your career in the trucking industry, you’ll feel right at home with us.


Your next career move starts here.


Join us and help drive the future of transportation.

BENEFITS

COMPETITIVE PAY

Market-based pay

Incentive-based compensation

HEALTH & WELLNESS

Prescription Drug Plan

Dental plan

Short and long-term disability

FINANCIAL COVERAGE

Comprehensive Pension Plan (employer – matched contributions)

Accidental death and dismemberment (AD&D)

AND MORE...

Vacation Days

Employee discount program

Yearly Staff Appeciation Lunch

Our Locations

With multiple locations, we make it easy to build your career close to home. Discover opportunities in your area and apply to join our team today.

CAREERS

Whether you're new to the industry or looking to take the next step, we offer opportunities to learn, lead, and thrive. Explore our open positions below.