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About Us

Company Overview

For over 25 years, J. Williams Insurance has proudly serviced the commercial and personal insurance needs of Massachusetts’ communities. “Taking your business personally” is our commitment to you. We are your trusted business partner specializing in the restaurant, food service, wholesaler, real estate, janitorial and golf & recreational industries. No quote is too large, or too small for our experienced and customer-focused insurance team. Contact us for your personalized quote today.

Our Team

Jonathan Williams


Jon founded J. Williams Insurance in 1989 based upon his commitment to taking a direct and personal approach to insurance. Tailoring coverage to meet the specific needs and unique attributes of businesses within the Hospitality, Wholesale, Distribution, Manufacturing, Retail, Real Estate and Janitorial industries, Jon believes in the importance of maintaining positive client relationships. It’s the one-on-one connections to his clients and carrier partners that continue to drive Jon’s passion for the insurance business.

Cheryl Ledin, CISR, CLCS

Commercial Lines Account Manager

With 26 years in the insurance industry, Cheryl knows first-hand that there will always be something new and interesting to learn or teach others about the business. A certified insurance service representative and commercial lines coverage specialist, Cheryl believes bringing the right coverage to her customers is the most rewarding part of her job.


Barbara Anne Krebs

Personal Lines Account Manager

Having worked in the insurance business for over 27 years is a clear indication of Barbara’s commitment to the industry and her dedication to collaborating as part of the J. Williams team on behalf of her clients.


Paula Williams


Paula has supported the agency in her role as bookkeeper and administrator since 1989. Along with her husband, Paula believes in the power of client relationships as the key to a successful business partnership.


Tracey Robicheau, CLCS

Commercial Lines Account Manager

Tracey has over 27 years of experience in the insurance business. With her knowledge of both company and agency sides of insurance, she strives to make insurance easy for her clients while maintaining integrity, professionalism and value in service.


Joseph Williams, CLCS

Account Executive

Joe holds a BS in Business Administration from the University of Tampa, is a licensed insurance broker, and the second generation to work at J. Williams Insurance. Joe is committed to providing the highest level of service with the goal of exceeding customer expectations.