About Chris Masiello

Chris Masiello has built a successful, nearly forty-year career, spanning a variety of nationally recognized businesses in the real estate and financial services sectors, accounting for over two billion in annual sales. His experience includes over 100 mergers & acquisitions in residential and commercial real estate brokerage, property-casualty insurance, title services, land development, and private equity. He continues to lead a portfolio of successful companies recognized for their progressive culture, market dominance, and high customer satisfaction rates.


Chris is also a recognized expert in business leadership and team building, franchising, marketing, operations and is also a personal empowerment speaker. News sources such as ABC affiliates, Wall Street Journal, and others frequently seek Chris’ insight on business and economic issues. Chris has received numerous industry achievements and recognitions including recognition as one of the most influential trendsetting leaders in the real estate and home services industries. 

The Masiello Group is one of the founding members of the Better Homes and Gardens Real Estate brand and is the third largest company within its network. The Masiello Group is the largest, fastest growing organization of its type in the Northern New England markets of NH, Maine and VT and is the 73rd largest in the nation. See the firm's full list of awards and recognition here.

Under his leadership, The Masiello Group has grown from one office in Keene, New Hampshire which closed 400 transactions per year to nearly 35 offices in 4 states, closing 8,000 transactions per year.

The Masiello Group has been recognized as one of the top real estate companies in the US for its per agent productivity, leadership practices and company growth rates. Their affiliated Great East Homeownership Services platforms of Insurance, Closing and Title, Mortgage Lending and Home Warranty that were founded and organized by The Masiello Group are recognized industry leaders in providing real estate consumers with one-stop shopping options for their home purchases.

Chris has served on numerous industry councils and committees and has been the recipient of a number of industry achievement awards. He is a frequently requested speaker and industry contributor for his business and leadership insights, sought out by news sources such as WMUR ABC Channel 9, RIS Media, Wall Street Journal and the NH Business Review.


Chris is a voracious reader and enjoys physical fitness. He is originally from Keene, NH, where the company was founded by his father, and where he still lives with his family today.

Chris Masiello Photo