In the fall of 2014, Andy Brennan and Dennis Siggins started the Cape Cod Gutter Monkeys, a gutter cleaning and gutter installation company now based in Mashpee, MA.

Andy and Dennis met as freshmen at Bentley College (Waltham, MA). The housing department at the college put them together as roommates. Through the next four years, Andy and Dennis remained friends and roommates and graduated in the spring of 1981. Over the next 33 years, Andy made his mark in the printing industry, working for several companies, while Dennis started the first of a few companies that he would own in his adult life.

After college, though they headed in separate directions professionally, they remained friends, never more than a phone call away. They each married their sweethearts in 1983. Each family was blessed with three kids. And though they lived several hours apart, they often visited one another, vacationed as families, and remained friends.