Entrepreneurship is the path to freedom; how Black business pioneers’ legacies still stand today

February 4, 2025  |  Brandon Calloway

The Young School — the namesake of Kansas City entrepreneur Hiram Young — in Independence, Missouri; photo courtesy of Brandon Calloway, The Equity Advocate

Editor’s note: The perspectives expressed in this commentary are the author’s alone. Brandon Calloway is CEO and Co-Founder of Generating Income For Tomorrow (G.I.F.T.), and now writes a weekly blog, The Equity Advocate.

In the past eighteen months of traveling from city to city, I’ve made it a point to delve into the histories of Black people in these various locales. A recurring narrative began to emerge — one of Black men, either born into the shackles of slavery or in its looming shadow, who forged paths to freedom and respect through their business acumen. These men didn’t just stop at personal success; they turned their fortunes towards advancing the cause of Black equality.

Brandon Calloway, The Equity Advocate, Kansas City GIFT

This historical pattern underscores a thesis I often argue: that all injustices are rooted, at their core, in economic inequality. The stories of these men not only bolster this view but also challenge current corporate and entrepreneurial leaders to recognize the significant, active roles they must play in propelling our society toward the equitable America we envision.

Consider the life of James Forten of Philadelphia — born free in 1766 but surrounded by the injustices of his time. His critical life experiences shaped during the U.S. Revolutionary War, when as a young sailor, he endured captivity on a British prison ship. Returning to Philadelphia, Forten worked under a master sailmaker, and his innovation in sail design would mark a turning point in maritime technology.

The success that followed allowed him to acquire and lead a sail loft, turning it into a lucrative business that employed over forty workers. Forten then channeled his economic might into the abolitionist movement, supported educational programs for Black youth, and championed voting rights — melding his business success with a fierce commitment to civil rights and becoming an integral figure in the battle for the rights of African Americans during the early years of America.

In Miami, Dana Albert Dorsey, the son of former slaves, emerged as the city’s first African American millionaire — a remarkable feat in the face of the severe racial segregation that limited opportunities for Black individuals during the early 20th century. Dorsey saw an unmet need in the housing market and began constructing homes for African American families, who were systematically marginalized from other city areas.

His initiatives didn’t stop there; he expanded into building Miami’s first Black hotel and a bank, thus providing essential services to the Black community and directly confronting racial barriers. He even purchased a beach for Black people during the Jim Crow era, a bold move when they were barred from other city beaches. Dorsey intertwined his business ventures with civil rights efforts, funding scholarships and donating real estate for educational and recreational facilities, demonstrating how entrepreneurial success could be leveraged to advance civil rights and community development.

Right here in Kansas City, the story of Hiram Young speaks to the liberating power of entrepreneurship.

Born into slavery, Young bought freedom for himself and his wife with the earnings from his own labor and early business efforts. In the 1840s, he established a flourishing wagon manufacturing business in Independence, Missouri, a pivotal supply point for westward expansion. Known for their high quality and durability, Young’s wagons turned a substantial profit, which he reinvested into local Black communities and abolitionist causes. His commitment to civil rights extended beyond his business, as he supported the Underground Railroad and promoted social justice through economic empowerment. He was a founding member of the St. Paul African Methodist Episcopal church in 1866 and opened the only school for African American children in Independence — Young School, which still stands today.

James Forten, Dana Albert Dorsey, and Hiram Young illustrate the significant impact entrepreneurial success has had beyond mere business achievements. They used their economic gains as platforms to challenge and dismantle systemic racial injustices and advocate for civil rights. Their legacies serve as potent reminders of the critical role business leaders must play in advocating for and achieving broad social change, particularly in addressing racial inequalities.

Much more than just historical footnotes; they are guiding lights for contemporary efforts to combat racial injustice through economic empowerment.

This understanding deepens my commitment to the work we undertake at Generating Income For Tomorrow (G.I.F.T.). While it’s evident that many leaders in mid to large businesses are not engaged in the fight for economic justice, G.I.F.T. is actively investing in and nurturing the next generation of Black entrepreneurs. These are the individuals poised to follow in the formidable footsteps of Forten, Dorsey, and Young.

By empowering them, we not only honor the past but pave a way forward, ensuring their legacy of entrepreneurial success and civil rights advocacy continues to inspire and effect change in our communities.

Brandon Calloway is a distinguished leader with extensive experience in both the nonprofit and business sectors. As the CEO and co-founder of Generating Income For Tomorrow (G.I.F.T.), Calloway is dedicated to closing the racial wealth gap in Kansas City. He is also the founder of Darkmoon Comics and Blerd TV, initiatives aimed at amplifying Black representation in media.

startland-tip-jar

TIP JAR

Did you enjoy this post? Show your support by becoming a member or buying us a coffee.

2025 Startups to Watch

    stats here

    Related Posts on Startland News

    Whitney Manney, Kansas City maker; Make48 panel, March 6, 2020

    Maker reality show filmed at Union Station set for debut with top KC textile talent in focus

    By Tommy Felts | September 4, 2020

    The fourth season of Make48 is set to debut next week on Kansas City PBS — marking the maker-focused reality series’ return to Kansas City and chronicling some of the final days of life in a pre-pandemic world.  Front and center amid the creative chaos  — which descended March 6-7 on Union Station for 48-hours of filming…

    Spark Kansas City, murals by JT Daniels

    JT Daniels’ murals infuse sparks of Kansas City into new downtown collaborative workspace

    By Tommy Felts | September 2, 2020

    A sprawling mural inside Spark Kansas City offers the new collaborative workspace and its members more than just a few pops of color, said JT Daniels. “The subjects are all important figures specific to KC’s history, both past and present,” said Daniels, a Kansas City-based illustrator and muralist tasked with helping bring Spark KC’s common…

    $100K in microgrants awarded across 23 struggling, but resilient minority businesses

    By Tommy Felts | September 2, 2020

    Editor’s note: The Ewing Marion Kauffman Foundation is a financial sponsor of Startland News. This report was produced independently by Startland News’ nonprofit newsroom. A COVID-era resiliency fund that quickly closed applications after receiving a deluge of response from entrepreneurs in need has awarded microgrants to 23 minority businesses on both sides of the state…

    Tiffany and Brian Kim, My Play Cafe

    Toddlers and baristas: MY Play Cafe bets on playground coffee shop concept in Lee’s Summit

    By Tommy Felts | August 18, 2020

    You’ve got to know when to hold ’em, Tiffany Kim said, recalling a trip to Las Vegas that inspired her to roll the entrepreneurial dice back home in Kansas City — despite a raging pandemic.  “I call it the most relaxing day of my motherhood career,” laughed Tiffany, co-founder of Lee’s Summit-based MY Play Cafe, recalling…