Heading Home

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The PinkDrive USA
The PinkDrive USA

Heading Home's mission is to prevent and end homelessness.

Through personalized support and shelter, as well as larger advocacy and affordable housing work, we provide stability and foster the independence every family and individual needs to thrive.

09/29/2026

We’re so grateful for our community members who show up with generosity, compassion, and a willingness to make a meaningful difference. 💙

For Jen, volunteering with Heading Home at an Up & Out gave her and members of her association the opportunity to transform a living space for a family moving out of homelessness, and it was a day many will never forget. From shopping for groceries and furniture, mopping the floors and dusting, to putting the finishing touches on the decor, they set up a family for success.

Interested in volunteering with us? Learn more about volunteer opportunities for your workplace at Heading Home: https://headinghomeinc.org/get-involved/volunteer/

09/25/2026

Heading Home is beyond excited to partner with DeMario “Pop” Douglas and Terrell Jennings to shine a light on the reality of homelessness—and the many ways it can look different than people expect.

Through their personal stories and experiences, Pop and Terrell are helping us raise awareness about the often-invisible reality of family homelessness and the importance of community support.

At Heading Home, we’re working every day to prevent and end homelessness and help families find safety, stability, and a place to call home.

Learn more about our mission today: https://headinghomeinc.org/

09/24/2026

A big thank you to Harvard FCU for showing up for our clients and helping make a house feel more like home. 🏡

Their team generously donated their time and resources to complete a fall cleanup at one of our clients’ homes, helping transform the yard and surrounding property into a more comfortable, welcoming space for the family.

We’re grateful for partners who understand that creating a home is about more than four walls - it’s about creating spaces where families can feel comfortable, safe, and truly at home.

Thank you, Harvard Federal Credit Union, for your generosity, hard work, and commitment to our community!

Photos from Heading Home's post 09/21/2026

🏡 Turning a house into a home takes a community.
A huge thank you to the Massachusetts Apartment Association (MAA) for your incredible generosity, time, and heart!

The MAA team came together to help transform a space into a warm and welcoming home for one of our families. They shopped for furniture, groceries, decorations, and other thoughtful surprises - making sure this family had everything they needed to feel comfortable, safe, and at home in their new space.

They provided more than furniture and groceries. They worked to establish a feeling of walking through the door and knowing this is home.

We are so grateful to MAA for showing up for our clients and helping create a fresh start filled with comfort, dignity, and hope. Thank you for helping us make a house a home! 🔑

09/18/2026

Heading Home is proud to partner with DeMario “Pop” Douglas and Terrell Jennings to help put a face on invisible homelessness.

Through 98.5 The Sports Hub, Pop and Terrell are sharing a story that began long before they became teammates. As a teenager without a stable place to stay, Terrell found an open door at Pop’s grandmother’s home - a moment of generosity and connection that helped shape his journey.

Now, they’re using their platform to help our community see homelessness differently: it doesn’t always look the way we expect, and sometimes the most important support starts with simply opening a door.

Read the full story and learn more about this meaningful partnership at www.headinghomeinc.org/blog/press-release-heading-home-partners-with-patriots-pop-douglas-terrell-jennings/.

Photos from Heading Home's post 09/14/2026

We were thrilled to welcome our friends at TA Realty for a Shelter Beautification Project at one of our local properties!

Their team brought the positivity, energy, and plenty of yard tools to give the property a complete refresh. From planting flower beds and spreading mulch to leaf blowing, hedge trimming, and more, their hard work created a brighter, more welcoming space for our clients to come home to each day.

We are so grateful to have TA Realty as a partner. Thank you for investing your time, energy, and care into creating spaces where our clients can feel proud to call home. We’re excited to see where this partnership takes us next!

Photos from Heading Home's post 09/10/2026

A huge thank you to our incredible community partner, STAG Industrial, for spending the day giving one of our properties a beautiful refresh! From weeding and mulching to planting flowers, the STAG team poured their time, energy, and care into transforming the space into a more welcoming environment for the families and individuals we serve. 💚

For 15 years, STAG Industrial has been a meaningful partner to Heading Home, and we’re so grateful for their continued commitment to our community.

Thank you, STAG Industrial, for helping us create spaces that feel a little more like home. We can’t wait for all that’s ahead!🏡

09/04/2026

Looking for a career where your work creates a lasting impact?
Heading Home is hiring a Senior Director of Development to help advance our mission to prevent and end homelessness across Eastern Massachusetts.

Every day, our team works to help individuals and families find stability through shelter, housing, and personalized support, while advocating for long-term solutions that create stronger communities.

As Senior Director of Development, you’ll have the opportunity to build meaningful relationships, inspire philanthropic support, strengthen community partnerships, and connect people to a mission that changes lives.

Build a career with purpose. If you are relationship-driven and passionate about using your talents for something bigger, we’d love to hear from you.

👉 Apply today or explore other opportunities at headinghomeinc.org/careers

Photos from Heading Home's post 08/31/2026

👟So much gratitude for an incredible donation!
We are incredibly grateful to Gotta Have Sole Foundation, Inc. for their generous donation of 175+ pairs of sneakers for children in need.

These shoes will make such a meaningful difference for children in our community, providing not only something they need, but also the confidence and comfort that comes with having a new pair of sneakers.

A huge thank you to the Gotta Have Sole Foundation for helping us make sure that more children can step into the school year with a little more comfort, confidence, and joy. We are so thankful for your generosity and partnership! 💙

Photos from Heading Home's post 08/26/2026

Our community is truly amazing! Today, we had the opportunity to visit Transplanted Boston, a charitable offshoot of Cityscapes, whose incredible work is creating meaningful change throughout the Boston area.

Their plant sale today made an especially big impact on Heading Home, with all proceeds donated to support our mission and the people we serve. 🌱🏡

We are incredibly grateful for their generosity, hard work, and commitment to making our community stronger. Thank you, Transplanted Boston, for helping us grow hope and create lasting change! 💚

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186 Massachusetts Avenue
Boston, MA
02115