A Leader Who Shaped Oakland’s Future
Curtis Massey made history in 1975 as Oakland’s first Black mayor, leading the town through a period of growth and transformation. At the time, Oakland had fewer than 700 residents, minimal infrastructure, and no town taxes. Massey’s leadership focused on preserving the town’s charm while improving community services.
His tenure lasted three years, but his influence continued long after he left office. He frequently consulted with elected officials and town staff, offering guidance based on his deep understanding of the community. Massey remained an advocate for responsible growth, believing that development should enhance, not disrupt, Oakland’s peaceful atmosphere.
A Vision for Economic and Community Growth
Massey was a firm believer in economic empowerment and self-sufficiency. Even before becoming mayor, he had built a successful citrus transport company, Curtis Massey Harvesting, employing 270 people. His entrepreneurial spirit fueled his desire to uplift his community.
During and after his tenure as mayor, Massey worked to expand opportunities for Black residents, particularly in homeownership. When banks refused to lend to Black families, he stepped in, holding mortgages to help them achieve the American dream. His generosity and belief in economic independence left a lasting impact on Oakland’s Black community.
Military Service and Personal Resilience
Born in Orlando in 1926, Massey grew up as the youngest of seven sons. He joined the military during World War II but never saw combat due to a severe case of mumps that kept him hospitalized. Despite this, his military training instilled discipline and perseverance that he carried into civilian life.
After returning home, he finished high school through night classes and developed a strong work ethic that later fueled his success in agriculture and local government. His ability to overcome obstacles and seize opportunities shaped his leadership style in Oakland.
A Life of Generosity and Integrity
Massey’s dedication to Oakland extended beyond his political career. He was known for his honesty, compassion, and willingness to help others. His daughter, Rhonda Massey Hall Steib, recalled how he supported friends and family without expecting anything in return. His religious faith played a significant role in his life, and he was actively involved in the local Methodist church.
Even in retirement, Massey remained an engaged community member. He loved fishing and often shared his catch with family, friends, and neighbors. His generosity and kindness defined his legacy as much as his political and business achievements.
A Lasting Legacy in Oakland
Massey passed away on January 29, 2025, at the age of 98, leaving behind a legacy of leadership, resilience, and community service. He was instrumental in shaping Oakland’s growth while ensuring its residents, especially Black families, had access to economic opportunities.
His contributions extended beyond politics, impacting generations through his mentorship, generosity, and advocacy for homeownership. Today, Oakland stands as a testament to his vision—a town that grew while preserving its sense of community and history.
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