We strive to make every day better than the day before and to always do the right thing for our clients and our people. The leadership team is proud that RogersGray has been recognized as the “Best Agency to Work For” in the United States as well as Boston Business Journals “Best Places to Work”, Boston Globe’s “Top Places to Work”, Business Insurance “Best Places to Work” and as an IIABA “Best Practices” agency.
President & CEO
A graduate of Tabor Academy and the University of Colorado at Boulder, David Robinson joined the agency in 2004 and currently holds the position of President & CEO of the agency.
Highly involved in the community, Dave is a member of the Board of Directors for CapeAbilities and the South Shore Economic Development Corporation. He is a former Board of Trustees member of the South Shore Hospital and former Board Member of the South Shore Chamber of Commerce, Cape Cod Young Professionals and the Community Leadership Institute.
A co-founder of the South Shore Young Professionals and recognized as a “40 Under 40” and “Rising Star 40 Under 40”, Dave sits on various advisory councils for insurance companies and is committed to helping young professionals enter and grow in the insurance industry.
Michael Robinson has been with RogersGray since 2003 and holds the title of Chairman. He holds a Bachelor’s degree in Health Care Administration from Ithaca College in New York and a Masters in Business Administration from the University of Massachusetts. Prior to joining RogersGray, Robinson worked in finance and strategic planning for Spaulding Rehabilitation Hospital and Partners Health Care System in Boston, MA.
Recognized as a “40 Under 40” by Cape and Plymouth Business Magazine, Mike is the co-founder of the Cape Cod Young Professionals. Passionate about community involvement, he currently sits on the Board of Directors of the Cape Cod Museum of art, the Cape Cod YMCA, the Joshua A. Nickerson Society and is an Advisory Board Chair of A Baby Center. He is a past board member of the Hyannis Chamber of Commerce, Rotary Club of Harwich-Dennis, and has served on various committees at the Rehab Hospital Cape & Islands, Cape Cod Playhouse, & Cape Cod Foundation.
Director of Colleague Relations
Rick Johnson is responsible for RogersGray’s most trusted asset – its people. As Director of Colleague Relations, Rick oversees the agency’s hiring and training functions.
Rick came to RogersGray from the Arc of Plymouth and Upper Cape, where he served as Senior Vice President of HR & Finance. He holds an MBA and an SPHR designation and has worked with organizations of all sizes. His professional skills include talent management, organizational development, recruiting, change management, and employee education – including executive-level coaching.
Chief Marketing Officer
Lynn Mason-Small is the Chief Marketing Officer for RogersGray, responsible for the oversight of the marketing and business development team and the RogersGray Charitable Foundation.
She is a founding Board Member of the Cape Cod Young Professionals. In addition to her years of leadership with the organization, she has served on Boards and Committees for local non-profits including the Big Brothers Big Sisters of the Cape & Islands, Community Visions, the Cape Cod Regional Technical High School, the Cape Cod Foundation, the United Way of Cape Cod and the Philanthropy Partners of Cape Cod & the Islands.
Lynn was recognized as a “40 Under 40” by Cape and Plymouth Business Magazine, is a Cape Cod native and attended the the University of Massachusetts.
Chief Financial Officer
Jim Lopes is the Chief Financial Officer for RogersGray. Over the course of his career he has held various roles in Public Accounting, Internal Audit, Planning and Analysis, Mergers & Acquisitions, Operational Analysis and Competitive Intelligence before finally joining RogersGray as Chief Financial Officer in 2012.
Prior to joining RogersGray, Jim began his insurance career at Liberty Mutual Insurance where he spent 17 years, in positions of increasing responsibility in the company’s Corporate, Commercial Market, International and Agency Market operations.
Jim, who is a Certified Public Accountant (CPA), received his BS from Bryant University and his MBA from Boston University.
Managing Director of Sales
Chris Ward is the Managing Director of Sales for RogersGray. He is responsible for new business development strategy, leading the planning and execution of Advisor and Sales Leader recruiting and onboarding.
He received his BS from Suffolk University in Boston and began his sales career at Cintas Corporation, which later become Stericycle Inc. He spent 17 years working his way from Sales Representative to the Senior Director of Sales and later Vice President of Field Sales.
In 2022, Chris brought his combined 20+ years of experience in Sales and Sales Leadership at several large North American corporations to RogersGray.
Outside work, he enjoys spending time with family, in the community, and coaching his sons’ sports teams.
Our Partners industry expertise represents all aspects of our business – employee benefits, business, and personal insurance – and all have demonstrated an exceptionally strong commitment to our clients.
Greg Deems, CRIS
Jeff Bastien is a Partner and Senior Vice President at RogersGray. With over 12 years in the industry, he serves as a trusted advisor for employee benefit and human resources-related topics, such as Healthcare Reform, HR Business Planning, and Alternative Funding Strategies.
A leader with the RogersGray University, Jeff plays host on the RGU webinars, focusing on PFML regulations, COVID-19 Updates, Health Insurance Alternatives, Wellness Solutions, Employee Retention Credits, and more.
An avid golfer, Jeff graduated Cum Laude from Bryant University where he received his BS in Finance, minoring in Applied Statistics.
Matt is a Partner and Vice President at RogersGray, focusing on Real Estate, which includes multifamily, commercial, development, and the insurance needs associated with owning and managing large property portfolios.
He believes in building long-lasting relationships built on trust, accountability, and honesty. With over twelve years in the industry, Matt takes a proactive approach to help educate and guide businesses through soft and hard insurance markets.
Matt resides in Duxbury, Massachusetts, with his wife and three children. As an avid fisherman, he is always eager to share his passion for being on the water with others.
Jeff Cotto is a Partner and Senior Vice President at RogersGray with a focus on Contractors Insurance, Condominium Insurance, Property, Non-Profit and Hospitality Insurance needs.
A frequent speaker to Condominium Trustees and Boards, Jeff was recognized as a “40 Under 40” by Cape and Plymouth Business Magazine. He has also worked with several nonprofits as a committee and board member and is currently involved with USA 500.
A Cape Cod Native, Jeff currently resides in West Barnstable with his wife and son.
Greg is a Partner and Executive Vice President of RogersGray with a focus on Construction Insurance for both general programs and builders risk. As a part of his construction focus he holds a CRIS designation and is an active member of the ABC, Mass Building Congress, CFMA, and UCANE.
Greg received his Bachelors Degree in Marketing and Managerial Economics from the Isenberg School of Management at the University of Massachusetts Amherst.
He is a resident of the South Shore and enjoys being involved in various community groups and organizations including Friendship Home, Fenway Alliance, Chairing the Board of Directors for the Plymouth Area Coalition for the Homeless and Past Chair of the South Shore Young Professionals. Deems has also been recognized with several regional and professional recognitions, including the South Shore Stars 40 Under 40 (2014), Cape and Plymouth Business 40 Under 40 (2014), Insurance Business America Young Guns (2017) and Elite Producer for Energi (2014, 2015, 2016,2017)
John Foley has over 32 years in the insurance industry and serves as a Partner and Senior Vice President at RogersGray. He holds a Massachusetts Insurance License in Health, Life, Accident, Property & Casualty and played an instrumental role in launching the RogersGray University education series.
Prior to RogersGray, John began his career on the carrier side of the industry at Sun Life Financial where he spent 17 years as Sr. Group Health Underwriter and a Sr. Sales Representative. He later transitioned from Sunlife over to the Consultive / Brokerage side of the industry, working for 15 years helping clients and employees with employee benefit programs.
Residing in Plymouth with his wife Kristen and two daughters, John is an active member of the Habitat for Humanity Cape Cod – HR Committee, and a past member of the Rotary Club of Plymouth and Community Connections Annual Golf Committee.
John is a Partner and Executive Vice President of RogersGray with a focus on Real Estate and Property, Hospitality, Transportation and Construction Insurance needs.
He holds an AAI designation – Accredited Advisor of Insurance and was a member of the MarshBerry MAPLYT program, a mentorship and apprenticeship program established for emerging young leaders in the industry by the nation’s top industry consulting firm. John has over a decade of experience in insurance across the US, with a specific concentration in commercial property and insures clients across the United States.
John is involved with the Boys and Girls Club of Plymouth, is a graduate of Western Michigan University and has been recognized by Insurance Business Magazine as a “Top Producer” in the United States.
Eric Labo has over 15 years in the insurance industry and serves as a Partner and Vice President at RogersGray. With a focus on personal insurance, Eric specializes in coastal property risk and life insurance. In addition, Eric takes the lead on our personal insurance payroll deduction programs within our participating employer groups. His consultative approach helps to deliver cost-saving benefits.
He holds licenses in Property & Casualty, Life, Accident & Health, and Credit Life and Health and is a graduate of Bryant University.
He is actively involved with South Shore Young Professionals, Cape Cod Young Professionals, and Housing Assistance Corporation, where he volunteers and teaches first-time home buyers how to navigate through the insurance procuring process.
Ryan O’Connell is a Partner and Senior Vice President at RogersGray with a focus on personal insurance, specializing in coastal property risks and complex personal insurance needs for investors and second homeowners.
Named as an Affiliate Member of the year by Cape Cod and Island Realtors Association in 2018, Ryan also volunteers with Housing Assistance Corporation and the Community Development Partnership, where he teaches first time home buyers on how to understand insurance and how to find the right insurance policy for their needs.
John Turco is a Partner and Senior Vice President at RogersGray with a focus on Employee Benefits, Alternative Funding Arrangements, Captive Insurance, and Data Analytics. He holds licenses in Life, Accident & Health, Commercial and Property & Casualty and is a graduate of the University of Georgia.
A dedicated volunteer and South Shore resident, John currently serves on the board of directors for the Friendship Home and the South Shore YMCA. He is actively involved with South Shore Support Services, Plymouth Area Coalition for the Homeless, Prom Angels, The Genesis Fund, Franciscan Children’s Hospital, Pan-Mass Challenge, and the Charles River Center.
John has been honored by South Shore Support Services as their “Person of the Year” and by Health Imperatives as a Purple Tie Award recipient – to celebrate men and women whose work has changed the lives of people impacted by domestic violence.