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Blogs by Jeramie


Smyly Sickwitit Ignites the 49th Annual Roslindale Parade
n October 5th, 2025, the streets of Roslindale came alive — not just with music and movement, but with heart, pride, and history. As the 49th Annual Roslindale Parade rolled through the neighborhood, one familiar sound rose above the rest: the voice and energy of Smyly Sickwitit, Roslindale’s own son and a true hometown hero.
jeramieregis
Oct 112 min read


Smyly Sickwitit: Giving Back with Heart at the Back to School Back Pack Giveway BBQ
Washington Beech was filled with laughter, music, and community spirit as Smyly Sickwitit hosted the Back to School Back Pack Giveway BBQ. What unfolded was more than just an event—it was a reminder of the power of unity, generosity, and love for the neighborhood.
jeramieregis
Sep 42 min read


FLOODED: Living Blessed Beyond Measure
To be flooded means to be blessed with more than you could ever ask for. It’s the overflow of gratitude, talent, and opportunity that pours into every moment when you live with passion and purpose.
jeramieregis
Aug 251 min read


Unity in Rhythm: Smyly Sickwitit’s Heartbeat of Community at National Night Out
Smyly Sickwitit didn’t just rap that night—he wove a melody of belonging and purpose, one candy, one verse, one moment at a time. Driven by a simple truth: when we come together, when we uplift and stand firm for each other, we become the heartbeat of hope.
Let’s honor his spirit by doing the same—because when one person rises, the entire community stands taller.
jeramieregis
Aug 193 min read


Behind the Scenes of My TRF Entertainment Food Photography Journey — Built with Passion, Purpose & Perseverance
Come and go behind the Scenes of My TRF Entertainment Food Photography Journey. While some projects begin with fancy tools and big budgets, these started with something deeper — trust and belief.
jeramieregis
Aug 182 min read


Jeramie Regis Sr Reflects on Sandra Cotterell’s Legacy at Codman Square Health Center
Jeramie Regis Sr Reflects on Sandra Cotterell’s Legacy at Codman Square Health Center
jeramieregis
Aug 181 min read


Why I Created Black Owned Restaurants Boston: A Love Letter to Our Community
This a space dedicated to celebrating, uplifting, and spotlighting the incredible Black-owned businesses that bring soul, style, and strength to our neighborhoods.
jeramieregis
Aug 102 min read


Bringing the Community Together: Smyly Sickwitit Hosted National Night Out 2025 in Roslindale, MA.
Roslindale & West Roxbury came together to laugh, eat, dance, and celebrate everything that makes these neighborhoods strong. Thanks to Smyly Sickwitit, the Boston Police Area E, and countless community partners, National Night Out 2025 will be remembered as a night of unity, joy, and neighborhood pride.
jeramieregis
Aug 63 min read


Planting Seeds of Healing and Growth: Smyly’s Journey Through Hip Hop Education in MA
myly Sickwitit stepped into his role not just as a performer, but as a teacher, guide, and source of inspiration. His presence was more than music — it was about planting seeds of creativity, resilience, and healing in the hearts of young minds through Hip Hop Education in MA.
jeramieregis
Mar 16, 20232 min read


Returning to My Roots: Speaking at My Alma Mater, ITT Technical Institute
Paying it forward with lessons on analytical thinking, networking, and goal-setting.

ITT Tech
Aug 19, 20162 min read
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