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    New Year, New Roof Giveaway 2023

    Southeastern Massachusetts, Cape Cod, and Rhode Island

    Help Choose the Winner of a GAF Roof

    Our 8th annual New Year, New Roof Giveaway kicks off January 1, 2023! Thank you to our amazing co-sponsor, GAF Roofing, for making this program possible every year.

    Here is how our New Year, New Roof Giveaway works:

    1. Members of the community nominate a deserving neighbor, friend, or family member who needs a new roof. The nominator explains why the homeowner deserves a free roof and what obstacles or challenges they are experiencing. 
    2. Our team reviews all qualified homeowner nominations and chooses 3-5 finalists to move on to the final voting round.
    3. The community votes online to choose the WINNER of a GAF Timberline HDZ Roofing system!

    Contest Timeline

    • New Year, New Roof nomination period is January 1 – 7, 2023
    • Finalists are announced January 9, 2023
    • Online voting takes place January 10 – 15, 2023
    • Winner announced with surprise reveal on or around January 18, 2023

    This giveaway is made possible thanks to a partnership between Care Free Homes, Inc. and GAF Roofing. We are also thankful for our community partners, Black Tie Cookies, Isaksen Solar, United Way of Greater New Bedford, and United Way of Greater Fall River.

    Official 2023 New Year, New Roof Rules

    Congratulations DiGregorio Family!

    Congratulations to our 2023 New Year, New Roof Giveaway Winner, Bonnie DiGregorio! This amazing family took home a whopping 67% of the total vote to WIN a GAF Timberline HDZ Roofing System. Watch their surprise reveal here!

    New Year, New Roof Giveaway Finalists

    Nominee: Bonnie DiGregorio of New Bedford, MA

    Nominated By: Tammy Williams

    Nominee Story: Bonnie DiGregorio is a Marine veteran and struggling single mom of 3 children. Starting in the fall of 2021 her mom was diagnosed with cancer and passed within a few weeks. In January, she lost her husband very unexpectedly which left her children and herself devastated. It also brought her down to a single income to take care of the children and house. At the time Bonnie worked for the VA hospital overnights but had to leave that job because in March she lost her mother-in-law who helped her with the kids after the loss of her husband. Bonnie was lucky to find a new job but one income to take care of everything is very tough. Bonnie is trying to balance everything but after the day to day expenses, it doesn’t leave anything for maintenance to the house. She really wants to keep her house and not have another major change for the kids. Bonnie is not used to being on the “needing” side because she is always working to help others. Getting a new roof would give her one less thing to worry about.

    Nominees: Ernie and Judy Machado of Acushnet, MA

    Nominated By: James Machado

    Nominee Story: My parents, Ernest and Judith, have lived in their home since 1969. Always a worker, Dad built their log cabin himself. He spent most of his career working at Morse Cutting Tools as a machinest for 23 years until they closed their doors. He worked other jobs until 1997 when he had a brain aneurysm that left him disabled. When Mom was younger she was partners in a day care where she helped watch young children. She was also a hostess at a local restaurant. Mom was diagnosed with breast cancer in 2021 and is currently in remission but still recovering with medications. They are both great people but they are struggling due to their fixed income and medical issues. They are both wonderful people and but are in dire need of a new roof.

    Nominees: Joe & Sue Mello of Wareham, MA

    Nominated By: Betty Valotta

    Nominee Story: Joseph and Susan Mello are both very kind people who need help. Joseph suffers from Post Traumatic Stress Disorder after deploying to both and Afghanistan and Iraq with the Army. Susan has lots of medical problems including fibromyalgia, diabetes, and a knee replacement surgery coming up soon. Susan is very crafty and donates her creations to fundraisers to help others. Joe helps others in the community by bringing them to doctor appointments or errands around town. He also keeps an eye on their neighbors properties during the winter since their neighborhood is collection of summer cottages. Their roof leaks badly with every storm. Please consider them as they are such a deserving couple.

    Roofing Fall River, MA

    Nominee: Matthew Laflamme of Fall River, MA

    Nominated By: Ryan Massoud

    Nominee Story: I met Matt as a client referral from a mutual friend. He is a hard worker and it took me one conversation to realize that Matt was a genuine person and someone I really wanted to help. After the passing of his father, Matt moved back in with his mother to help care for her and for her beloved animals. A few years ago, his mother complained of a stomach ache and he brought her to the hospital not thinking the issue was too severe. The next morning they brought her to Boston, as the issue seemed to worsen. Sadly, Matt unexpectedly lost his mother the next morning. After losing his mother, he has continued care of the animals with intention of improving the home, but now individually shouldering the home responsibilities for him and several family members. After saving up the money to repair the roof this winter, his truck experienced significant issues and as his only means of transportation, that consumed mostly everything he had saved up for the roof. I hope that this will get Matt some consideration in starting the new year off with some great fortune and a well-deserved new roof! 

    Roofing New Bedford, MA

    Nominee: Rita DeSouza of New Bedford, MA

    Nominated By: Lynn Connor 

    Nominee Story: My mom is 78 years old and living alone. She has been retired for many years and living off her social security. She’s Roof Giveaway New Bedford, MA owned her home for the last 50 years and since my dad died 17 years ago she’s been having to take care of everything on her own. She is selfless and giving and the most heartwarming person I’ve ever met she asks for nothing and gives everything. If I ever need help, I can call my Mom. She recently broke her foot right before Thanksgiving when she fell down the basement stairs doing her grandson’s laundry. She was so worried she couldn’t make Thanksgiving and Christmas dinner so she ended up teaching me how to do it for her. I’ve tried to help her everyday going over bringing her breakfast, dinner, whatever she needs and she always tries to fight me over it telling me not to do anything that I should be taking care of my family and not her. She’s done so much for me that I want to do whatever I can for her. There’s not a more deserving person of this then she is. Thank you for consideration.  

    New Year, New Roof Giveaway Sponsors and Community Partners

    Past New Year, New Roof Giveaway Winners

    PRESS RELEASE: DiGregorio Family of New Bedford, MA Wins Free Roof

    PRESS RELEASE: DiGregorio Family of New Bedford, MA Wins Free Roof

    FOR IMMEDIATE RELEASE – January 25, 2023 – Fairhaven, MA – Bonnie DiGregorio of New Bedford, Massachusetts won a free roof from local home improvement company, Care Free Homes; DiGregorio, a Marine Corps veteran and widowed mother of three children, was a finalist in...

    PRESS RELEASE: Acushnet, MA Veteran Wins Free Roof

    PRESS RELEASE: Acushnet, MA Veteran Wins Free Roof

    FOR IMMEDIATE RELEASE – February 28, 2022 – Fairhaven, MA – Care Free Homes, Inc. surprised Barry Youngblood, a veteran from Acushnet, Massachusetts, with a free GAF roof; Youngblood was a finalist in their Annual New Year, New Roof Giveaway. Communities from Cape...

    Questions or Media Inquiries

    Please contact Stephanie Pickup via email at or by calling (508) 997-1111 Ext. 105.