We Deserve Action and Results
Our neighborhoods are ready for leadership that listens, reflects our shared values, and leads with courage and heart. Winston brings a vision grounded in ethics, transparency, and a deep commitment to every person in our community.
In a moment when many seek real change, Winston offers a fresh approach: independence and a grassroots approach that puts real people and community voices first. He’s focused on what matters most: safe streets, education and apprenticeships, affordable housing and homeownership, environmental justice, and support for our small businesses.
With a decade of experience advancing equity, opportunity, and transparency at both the city and state government, Winston knows how to get things done.
Let's build a future of opportunity, together.
We’re building a grassroots movement across District 5—and we want you on Team Winston.
This is a people-powered campaign rooted in progress, equity, and opportunity for every neighborhood in Hyde Park, Mattapan, Readville, and Roslindale.
Whether you're a seasoned volunteer or just stepping in for the first time, your energy and passion can help drive real change. From knocking on doors and hosting events, to fundraising, phone banking, and creative outreach—every effort counts.
Ready to get involved? Sign up today and be part of the movement that’s shaping the future of District 5.
MEET WINSTON
My name is Winston Pierre. I’m a father, husband, immigrant, and proud graduate of Boston Public Schools.
Like many families in District 5, I’ve seen what’s possible when government and community come together to invest in people—because those opportunities changed my life.
From my first job at Fenway Park to early internships on Beacon Hill and Capitol Hill in D.C., I’ve seen the power of opportunity up close—and how life-changing it can be when doors are opened.
I’m running for City Council because every neighborhood deserves an advocate—someone who listens, understands, and fights for real progress. I believe in a Boston where opportunity is shared, every voice matters, and no one is left behind.
Let’s build that Boston—together.
Support the Campaign
This campaign is powered by people who believe in a better future for our city and our families. Your support helps us reach more voters, share our vision, and organize where it matters most. Every dollar moves us forward.
Let’s keep building together — thank you for standing with us.