Join the Gilbert Insurance Team

As a family-owned and -operated agency, Gilbert Insurance knows how to make employees feel at home. In fact, fostering a collaborative work environment, where team members support, encourage, and celebrate one another, has been at the core of our business since we opened our doors in 1951.

When you join the Gilbert family, you’ll receive the support you need to enhance your expertise and your career through advancement opportunities and continuous training. We are passionate about what we do and eager to share our knowledge with motivated newcomers who want to learn and grow. We will also be among those cheering the loudest as you reach new heights personally and professionally.

But the support we provide to our team members doesn’t end there. We understand that part of being a great place to work means making it possible for employees to achieve work-life balance and investing in their physical, emotional, and financial health. That’s why we offer benefits such as health insurance, life insurance, disability insurance, 401(k), paid vacation, annual raises and bonuses, flexible schedules, casual Fridays, and more.

Some of the employee benefits we provide:

  • 401(k)
  • Dental insurance
  • Disability insurance
  • Flexible schedule
  • Health insurance
  • Life insurance
  • Paid time off
  • Tuition reimbursement

Active Job Openings

Commercial Sales Executive

Location: Reading, Medford, or Georgetown, MA

Gilbert Insurance Agency, Inc. has been providing coverage you can trust since 1951. We are a growing family-owned independent agency with offices in Reading & Medford. Currently, we are looking for a Commercial Sales Executive to join our team. We offer competitive base plus commissions and benefits, including; medical, dental, life and disability plans. We also offer a 401K pension plan, educational expense reimbursement, flexible work hours and more.

Commercial Account Manager

Location: Reading, MA

Gilbert Insurance Agency, Inc. has been providing coverage you can trust since 1951. We are a growing family-owned independent agency with offices in Reading, Medford, and Georgetown. Currently, we are looking for an Account Manager to join our team. We offer competitive base plus commissions and benefits, including medical, dental, life and disability plans. We also offer a 401K pension plan, educational expense reimbursement, flexible work hours and more.

Would you like to become a member of the Gilbert team? We’d love to hear from you!