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Meet the Team

About Us

Dennis Siggins


Dennis is one of the founders of the Gutter Monkeys. He has a lifetime of experience in the New Home Construction and Roofing industry and has been self-employed for nearly forty years…  “It’s great to be a part of the South Shore business community!”

Andy Brennan


Andy worked in the corporate environment for 35 years, always dreaming of the possibility of being self-employed. Customer satisfaction is his key component to a successful business relationship.  The Gutter Monkeys bring you the best in quality service and professionalism for your home’s exterior protection…

Chris Sims

Gutter Installation Specialist

Chris has worked in both the corporate world and construction for over 16 years. A graduate of Suffolk University, his expertise is painting anything from interior finish work to exterior projects. He values hard work and professionalism on every job.

Mauricio Romero

Crew Chief

Mauricio Romero comes from Boston’s South Shore. He enjoys cleaning and tuning up the roof drainage system. Taking safety very seriously is his first priority. He is great at troubleshooting and solving any problems with your gutters and downspouts. He is the Inventory Manager of Truck #4. His favorite quote is “think like a raindrop”.​ 

Charlie Siggins

Gutter Extrusion Specialist

Charlie, a Gutter Specialist, graduated from St. Joseph’s College with a Bachelor’s in Business. He has found his niche with the South Shore Gutter Monkeys. His experience with roofing, numbers, angles, etc. is a real asset to the company.

Andrew (Drew) Alves

Gutter Specialist

Drew is originally from Fall River, MA .  He is the proud father of two kids.  They enjoy the outdoors.  Drew has some big boy Toys; dirt bikes, motorcycles etc.

Molly Gavin

Office Manager

Molly arrived at the Gutter Monkeys Office in 2020 to join the Management Team.  She came straight from the office of Northeastern University where she worked with the students in the Student’s Activities Department. Molly has a Bachelor’s Degree from Lasell College in Communications and has her Master’s from Northeastern University.

Lauren Collard

Customer Service Specialist

Lauren starts each call with a smile.  She can help address almost any question or concern.

Barley Dog

Quality Control Mgr.

Barley runs a tight ship.  He keeps everything running smoothly while maintaining the Gutter Monkey’s exacting standards.