Hilb Group
Insurance Company in Pittsfield, MA
At Hilb Group, formerly known as Pearson Wallace Insurance, LLC, we help individuals, families, and organizations make informed decisions about insurance protection. Our agency serves Massachusetts, New Hampshire, Vermont, Connecticut, New Jersey, and New York, offering customized policies that account for each client's particular risk profile and coverage requirements. We recognize the importance of obtaining appropriate protection without paying more than necessary, so our services emphasize individualized policy design, reasonable pricing, and peace of mind. Our team is based at 222 South Street, Suite 201, Pittsfield, MA 01201. To discuss your insurance requirements, email abennett@hilbgroup.com or call (413) 464-9390; fax correspondence can be sent to (866) 495-4808.Clients seeking personal coverage can explore insurance for homeowners, renters, vehicles, marine and watercraft, fine art, and jewelry, as well as other personal protection options. Our commercial insurance services address the distinct demands of business ownership through a comprehensive diagnostic analysis of physical property and operational risks. By examining these exposures, we work to identify coverage opportunities that align with the company's needs and offer meaningful value at a cost-effective price. Our commercial approach is designed to help Massachusetts businesses protect existing investments and the assets involved in their continued development. Across both personal and commercial insurance, we focus on matching coverage to the circumstances of each customer, delivering practical options and helping them obtain the protection they need at a price they can afford.
Areas Served
- Massachusetts, New Hampshire, Vermont, Connecticut, New Jersey, and New York
Highlights & Specialties
- Customized insurance policies tailored to your individual risks and budget.
- Comprehensive personal insurance protecting families, homes, vehicles, and valuables.
- Specialized commercial insurance solutions designed to address business risks.
- Detailed risk assessments identify physical and operational business exposures.
- Cost-effective coverage options designed to provide confidence and peace of mind.
- Experienced insurance professionals committed to responsive, knowledgeable, and personalized service.
Contact Details
Products & Services
Personal Insurance
read moreWe offer a comprehensive range of personal insurance options to help protect your property, financial interests, and loved ones. Homeowners, condominium, co-op, and renters policies address property-related risks, while separate flood coverage can protect against flooding. Our services also include life and auto insurance, additional personal liability protection through umbrella policies, coverage for recreational watercraft, and insurance for fine art, jewelry, and other collectibles.Business Insurance
read moreWe work with business owners to identify insurance coverage suited to their operations and potential exposures. Our available policies address commercial property losses, theft, natural disasters, interrupted income, and third-party liability. We also provide protection for professional advice, employee benefits, workplace claims, cyber incidents, and pollution-related damages. Specialized coverage is available for construction, commercial fleets, contractors, jewelry businesses, and cannabis companies.Life Insurance
read moreWe offer guidance on life insurance options for those seeking to provide financial security for their loved ones or businesses. Whole life policies feature fixed premiums and accessible cash value, while universal life coverage offers cash value with premiums that may vary. Term life insurance provides protection for a specified period, with premiums that generally remain unchanged throughout the selected term.Lawyers Liability Insurance
read moreWe understand that law firms of every size face potential financial consequences when professional errors or omissions lead to client claims. Our Lawyers Professional Liability Insurance offers protection tailored to the legal profession, helping address risks that standard professional liability policies may not adequately cover. Available benefits include expanded professional services coverage, network security protection, automatic acquisitions coverage, and crisis event expense reimbursement, along with assistance before and during claims.Reviews Write a Review
Steve Laurin
May 05, 2025
Exceptional Service and Personal Touch at Pearson-Wallace
After frustrating experiences with big-name insurance companies like Geico and Progressive, I decided to explore a local, family-owned optionand I couldnt be happier with my choice. Pearson-Wallace has completely exceeded my expectations.
Unlike the big companies, where you're often stuck on hold or navigating endless automated systems, Pearson-Wallace connects you directly with a real personimmediately. My experience with Marc was nothing short of refreshing. He took the time to patiently guide me through the process of customizing both my homeowners and auto insurance policies.
Marc's clear and thorough explanations gave me confidence and peace of mind that my home and auto are truly well-covered. The entire process was simple, efficient, and professional.
If youre tired of impersonal service and want a company that values its clients, I highly recommend Pearson-Wallace. Their dedication to customer care is unmatched, and Im so glad I made the switch.
After frustrating experiences with big-name insurance companies like Geico and Progressive, I decided to explore a local, family-owned optionand I couldnt be happier with my choice. Pearson-Wallace has completely exceeded my expectations.
Unlike the big companies, where you're often stuck on hold or navigating endless automated systems, Pearson-Wallace connects you directly with a real personimmediately. My experience with Marc was nothing short of refreshing. He took the time to patiently guide me through the process of customizing both my homeowners and auto insurance policies.
Marc's clear and thorough explanations gave me confidence and peace of mind that my home and auto are truly well-covered. The entire process was simple, efficient, and professional.
If youre tired of impersonal service and want a company that values its clients, I highly recommend Pearson-Wallace. Their dedication to customer care is unmatched, and Im so glad I made the switch.
Gary Smith
Aug 28, 2024
We recently contacted Pearson Wallace to get quotes for our Auto, Homeowners, and a personal liability umbrella policies. From the initial contact which happened very quickly (filled out a contact me request) to providing them with the information needed to get quotes for these coverages the process was smooth and moved along quickly with great communication throughout. Oh and at the end we saved money, increased coverages, and moved to an A rated insurance company noted for strong financials & great customer service.
Choosing to work with Robert Tyrol at Pearson Wallace, a family owned business, was a great decision and we expect to have many years of great service going forward.
Choosing to work with Robert Tyrol at Pearson Wallace, a family owned business, was a great decision and we expect to have many years of great service going forward.
Julie Forrestel
Jul 03, 2024
We purchased auto insurance for our sons car through Pearson Wallace. They were efficient, polite and helpful throughout the process. Robert was a pleasure to deal with. Unfortunately, a fender bender happened recently and they have also been great in helping with this claim. I would recommend this agency to anyone and have already referred several friends.
Andrew Bowman
Jun 10, 2024
Highly recommend Pearson Wallace Insurance. I have my rental property's, my rental policy, and auto policy with them and have never had any issue or question that was not answered. The entire team is very well at communicating what policy terms mean and when/how things are going to work. I have recommended my friends and colleges to PWI and i will continue to.
Andrea Sutherland
Sep 02, 2023
The Pearson Wallace team is always a pleasure to work with! They are a family owned agency, and take the time to care for you, as family.
I was helping my parents switch brokers, and they had many questions after being with the same broker for over 15 years! The team was patient with each question, provided clear answers and assured my parents they were in good hands each step of the way. My parents are happy with their new car insurance policies and saved money in the process! We highly recommend Pearson Wallace Insurance!
I was helping my parents switch brokers, and they had many questions after being with the same broker for over 15 years! The team was patient with each question, provided clear answers and assured my parents they were in good hands each step of the way. My parents are happy with their new car insurance policies and saved money in the process! We highly recommend Pearson Wallace Insurance!
Jonathan Hornbeck
Jul 10, 2023
Refreshing to see an independant insurance agent doing their all to represent their clients with hard work and solid partnerships with their carriers to offer the best possible coverage and rates available.
Alex and Beth dont phone it in, they work with their underwriters to provide the best available product at the best price! This is plan and simple OLD SCHOOL independant insurance agent representation!
They have done a fantastic job on my and my families needs!
Highly recommended!!!
Alex and Beth dont phone it in, they work with their underwriters to provide the best available product at the best price! This is plan and simple OLD SCHOOL independant insurance agent representation!
They have done a fantastic job on my and my families needs!
Highly recommended!!!
Isabelle Charbonnier
Jul 05, 2023
The team at PWI helped make my change to a new angecy seamless and easy. Between answering all the questions I had while getting a new car, to helping with billing, they were always accessible and ready to help. I was able to add a jewelry schedule to my insurance policy (which I didnt know I needed until I spoke with Alex). Making the change to Pearson and Wallace saved me money by bundling my home/auto insurance. I would definitely recommend to all friends and family!
Kayla Civello
Apr 27, 2023
I was pleased to meet Beth through the E for All program and further inquired about helping me get my business insured. Beth was quick to respond and got me all set with everything I needed within a couple of days! I highly recommend Pearson and Wallace Insurance.
K. T.
Apr 11, 2022
We were very unhappy with the quote for our new car. We contacted Pearson Wallace Insurance if we can save some. Kristi, our agent, contacted and put quote together quickly. It gave us a lot more savings than we thought we would get! So so happy! Thank you Kristi!
Robert Tharion
Mar 25, 2022
Pearson and Wallace was the best experience I have had dealing with insurance agencys. They treated me like I knew them my whole life. It was quick and easy. I have bought many properties and no agency has been nearly as good as Pearson and Wallace. 10/10 would recommend
Maxwell Lenihan
Mar 21, 2022
The best experience with an insurance company I could ask for. They have handled my auto & renters policies for years now and because of their customer service and pricing, I cant recommend them enough. Alex, along with the entire team, go above and beyond to ensure they take care of their clients. They are all very knowledgeable, responsive and accommodating. I have, and will continue to recommend Pearson Wallace to friends, family and clients.
Meghan Driscoll
Mar 13, 2022
I worked with Alex at Pearson Wallace for health and auto insurance policies, and it has been a super easy, transparent and professional experience. I would highly recommend Pearson Wallace for any and all insurance needs. They make the whole process quick and painless- 10/10.
Lisa G.
Sep 18, 2021
Extremely helpful team and responsive when we could not get other local agencies to quote for our insurance needs. Beth Pearson was attentive, professional and timely. Saved us money and helped us meet our deadline. Was great to work with such a professional group.
Henry F.
Aug 25, 2021
We recently worked with Bobby to obtain Homeowners (renter's) insurance for our daughter's apartment in Amherst, MA. His diligence, professionalism, and speed and clarity in communication greatly impressed me. And were also quite happy that he got us the best rate! We highly recommend Pearson Wallace and would use them again.
Amy Reinharz
Jun 14, 2021
I was recently introduced to Alex by the fine gentlemen from whom I purchased a new car. My experience of Alex has been very positive: he is highly professional, knowledgeable, helpful and respectful. He did such a great job setting me up with auto insurance, that I transferred all my other insurance policies over to Pearson Wallace. Alex is responsive and thorough and I recommend him highly.
Gab A.
May 15, 2021
I had an incredible experience working with Pearson Wallace for Auto Insurance. Finding Auto insurance is never a fun task to do, but Bobby made the process so seamless. Bobby was very knowledgeable and provided excellent customer service by helping me find the best policy that fit my needs, better coverage and a significantly better rate! Thank you again Bobby!!
Kelly Maginnis
Mar 24, 2021
Pearson Wallace was the first company that I contacted that responded with a real person - already off to a good start. Alex was responsive, professional and provided a competitive quote on home owners insurance, which got even better bundled with auto coverage. Thank you!
Thomas Moore
Mar 23, 2021
Alex and the team provided outstanding service in a moment of great need. Our bank made an incorrect payment to our insurance company and our policy expired. When they drafted up a new one, we saw our new costs for Home and Auto jump 30%! That's when we called PWI.
Alex was able to get us better coverage at a lower price than we were originally paying, and even added an umbrella policy (while still staying under our original cost basis!). Did I mention PWI's team put the quote together within days? They did all the hard work, it's saving us money, and we have peace of mind knowing our coverage is more complete. What more could you ask for? Call them today and talk to a real person.
Alex was able to get us better coverage at a lower price than we were originally paying, and even added an umbrella policy (while still staying under our original cost basis!). Did I mention PWI's team put the quote together within days? They did all the hard work, it's saving us money, and we have peace of mind knowing our coverage is more complete. What more could you ask for? Call them today and talk to a real person.
Shannon Paul
Feb 26, 2021
The staff at Pearson Wallace was nothing short of amazing. From the moment I reached out through receiving all of my completed paperwork in the mail, I was treated like family and felt entirely at ease. Alex took the time to find me the best coverage, and always kept me updated. His emails were always prompt and professional, even on the weekends! To top it off, Beth Pearson stopped into my office to meet me in person and welcome me to the Pearson Wallace family. Can't beat the service; wouldn't even suggest trying.
Kevin Carpenter
May 11, 2020
I had a great experience with Pearson Wallace and, in particular, Alexander Bennett. The assertiveness and quick turnaround brought an appreciative personal and professional service. Alexs expertise is second to none which resulted in a smooth and effortless process all while saving in the long run! I highly recommend Pearson Wallace as they provided honest advice which has led to a lifelong customer.
Tathagata Mukherjee
Jul 28, 2019
I was on the market for Homeowners insurance, and have called multiple companies and agencies. After 4 days of constant follow up with all the companies including the current company that I have my insurance with, I gave up. Then a close friend suggested Alex, and I should say, Alex was Prompt, asked relevant question, got me the quote under 1 hour, and was able to get the deal sealed in less than 6 hours with the most competitive rates. I highly recommend Alex and his team who just got a lifelong customer.
Scott Carpenter
May 21, 2019
Alexander Bennett was a great rep to work with! He had my best interests in mind and worked hard to find a policy that fit my unique situation. He was also very helpful with any clarification questions I had after signing the policy, I highly recommend giving Pearson Wallace a call!
Jake Rania
Apr 03, 2019
Beth Pearson has been working with our landscaping company for sometime now and is amazing to work with. She is very immediate with answering emails, texts and calls. She has been very helpful with us throughout our time in business and took the time to explain our policy in great detail. Overall we love working with Beth and hope to continue with her for many years to come!
Key People

Beth Pearson
President / Co-Founderread moreBeth Pearson, President and Co-Founder of Pearson Wallace Insurance LLC is an experienced business and Insurance Professional. Coming from a background of Global Corporate Leadership at General Electric, to developing a $15MM Real Estate portfolio, to joining the Insurance Industry in 2012. As a student of life, Beth is pursuing her last course to become a Certified Insurance Counselor. She is passionate about serving customers and finding clients the right insurance to solve their insurance problems. Beth takes the pieces of insurance and creates a peace of mind for her clients.

Alex Bennett
Vice President, Business Developmentread moreAlex Bennett, VP of Business Development comes from a background in sales. Shortly after graduating from the Gabelli School of Business at Roger Williams University, Alex started his career in insurance as an outside sales representative. Alex knows that not every insurance situation is the same and he prides himself on providing an in-depth review to come up with fast and accurate solutions.
Proven to problem solve on his feet, Alex believes that product knowledge paired with a customer-centric mindset is the key to consistent results.
Proven to problem solve on his feet, Alex believes that product knowledge paired with a customer-centric mindset is the key to consistent results.