When did the leadership transition occur?

While Kenny Aiello established the company's roots in the 1980s, Christopher Aiello officially assumed day-to-day control during a modernization of the business in 2015.

How large is your installation crew?

We operate with a dedicated seven-man crew. This specific size allows for rigorous quality control and direct owner oversight on every residential site.

Where is your primary service area?

We are headquartered in New Milford and focus our exterior remodeling services throughout the Western Connecticut Planning Region.

Do you handle commercial projects?

While 90% of our portfolio is dedicated to single-family residential properties, we do take on select mid-market commercial projects that align with our team's specialized skillset.

How do you manage property disruption during construction?

We prioritize communication by providing several days' notice before dumpsters or materials arrive. Our team is also known for staying late to ensure thorough daily cleanup and site maintenance.

About Aiello Roofing Company

The Aiello Roofing Company traces its roots back to the early 1980s when Kenny Aiello began building a reputation for dependable craftsmanship throughout Western Connecticut. Over the decades, the business grew through hard work and a commitment to treating every property with care. A critical leadership transition occurred in 2015, modernizing operations while retaining our core structure. Today, Christopher Aiello oversees day-to-day management alongside his father Kenny and brother Andrew. Operating with a strict quality-over-quantity mandate, our dedicated seven-man team allows for careful planning and direct oversight. This approach helps us maintain consistent workmanship while delivering the clear communication property owners expect.

Every project completed by our crew reflects a philosophy of property stewardship that has guided the business for more than four decades. We focus on the logistical details that matter to homeowners, such as providing advance notice regarding dumpster arrivals and material staging. Our dedicated crew allows the owners to remain involved in every stage of construction, from the initial consultation through the meticulous post-installation cleanup. By pairing this hands-on oversight with premium materials from manufacturers like GAF, Andersen, and Trex, we ensure clients receive installations designed to provide long-term value without the disruption typical of larger transient crews.

When did the leadership transition occur?
While Kenny Aiello established the company's roots in the 1980s, Christopher Aiello officially assumed day-to-day control during a modernization of the business in 2015.
How large is your installation crew?
We operate with a dedicated seven-man crew. This specific size allows for rigorous quality control and direct owner oversight on every residential site.
Where is your primary service area?
We are headquartered in New Milford and focus our exterior remodeling services throughout the Western Connecticut Planning Region.
Do you handle commercial projects?
While 90% of our portfolio is dedicated to single-family residential properties, we do take on select mid-market commercial projects that align with our team's specialized skillset.
How do you manage property disruption during construction?
We prioritize communication by providing several days' notice before dumpsters or materials arrive. Our team is also known for staying late to ensure thorough daily cleanup and site maintenance.