Yashira "Yoshi" Jackson

Yoshi, a Philadelphia native and global citizen, has built a distinct career as a real estate agent, Sailor, Founder and entrepreneur that thrives on forging connections with like-minded individuals with their eyes on the future.
Guided by her passion for the creative process and commitment to empowering others, Yoshi provides strategic business and real estate consultation, systems development and project management services, as well as comprehensive grant assistance to a wide range of organizations, businesses and individuals.
Yoshi is especially driven by cultural legacy-driven projects; she helps businesses develop, grow, and manage their collective, real estate, and traditional ventures, offering them her singular perspective and a comprehensive depth of knowledge and skills.
Forever a student, Yoshi embraces opportunities to grow, inspire, and continue her journey of discovery, approaching every project with curiosity, creativity, and an unrelenting determination to make a meaningful impact.
The Full Story
At my core, I’m a strategist, a builder, and a connector—driven by a deep passion for transformation, whether in business, real estate, or community. Over the years, I’ve spearheaded over $2 million in transactions, guided entrepreneurs toward sustained growth, and played a key role in projects that align with my vision for collective empowerment.
​
My journey has taken me through 15 years as a sailor, 5 years as a project manager, and countless moments of learning, adapting, and leading. These experiences have reinforced my belief in planning, teamwork, and perseverance as the foundation of meaningful change.
Beyond business, my work in social change is just as intentional. From co-founding Nriife Roots Collective to providing technical assistance and pro bono business development services, I am committed to strengthening systems that serve us all. Even in my most important role—raising Black children in America—I see my work as an act of resistance, love, and empowerment.
​
I’m always seeking to collaborate with those who are equally passionate about growth, justice, and innovation. If that sounds like you, let’s connect.