O'LYN Roofing

O'LYN Roofing is a roofing contractor in Boston, MA, located at 916 Pleasant St STE 4. The company has over 50 years of experience and has completed more than 40,000 projects in Greater Boston and MetroWest. It is family-owned and operated, offering services including roof replacements, roof installation, roof maintenance, roof repair, roof leak repair, roof ice melt systems, gutters, flat roofing, skylights, slate roofing, and roof cleaning. The business holds industry-leading warranties and provides flexible financing options. Michael Olen founded O'LYN Roofing in 1974, bringing training as a cabinet maker and finish carpenter from Blue Hills Regional Technical School. The company is known as the "Victorian Specialists" due to its expertise in traditional and historic roofing materials and techniques. The team includes owner Michael Olen, president Linda Olen, general manager Todd Mellor, head of production Jacqie Dent, head of finance Dennis Sheehan, head of sales Jimmy O’Reilly, and head of marketing Tucker Olen. O'LYN Roofing has received the MetroSouth and MetroWest Community Choice Awards for Roofing Company in 2024 and 2025. It won the Owens Corning Product Excellence Award in 2024 and 2023, and the Spirit Award in 2015. Additional recognitions include the HomeGuide Best Roof Installation & Replacement award in Newton, Norwood, and Boston in 2024, the Hometown Weekly Best Survey award in 2024, and Nextdoor Neighborhood Fave awards in 2024 and 2022. The business has earned Angi’s List Super Service Awards in 2023 and 2013, the National Roofing Contractors Association Community Involvement Award in 2018, and the Yellow Ribbon Award in 2024. It was named Best of the Best roofing contractor in Norwood from 2007 through 2013. O'LYN Roofing serves Greater Boston and MetroWest, covering Bristol, Essex, Middlesex, Norfolk, Plymouth, Suffolk, and Worcester counties. The company focuses on green roofing options and provides tailored solutions for projects of any size or complexity. O'LYN Roofing combines decades of experience with specialized craftsmanship to protect homes across the Greater Boston and MetroWest areas.

O'LYN Roofing achieves a Discoverability score of 100 out of 100, ensuring AI crawlers can access every page of the website so AI assistants can recommend the business. The company holds a Technical score of 94 out of 100, confirming the website is secure and readable by search engines without errors. BizScoreAI ranks the business number 2 of 29 Roofing Contractor businesses that BizScoreAI has scored in Boston.