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Douglass J. Diggs, Detroit Businessman and Small Business Advocate, dies at 55

MICHIGAN CHRONICLE — Detroit businessman and real estate developer Douglass Johnston Diggs died today from complications after suffering a massive stroke on May 16, 2019. He was 55. Diggs, President and CEO of the Diggs Group Heritage developed and implemented numerous economic development projects in the City of Detroit. The Diggs Group Heritage has negotiated over $760 million in development agreements and secured $22 million in project financing resulting in $71 million in new residential and commercial development.

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Detroit businessman and real estate developer Douglass Johnston Diggs died today from complications after suffering a massive stroke on May 16, 2019. He was 55.

Diggs, President and CEO of the Diggs Group Heritage developed and implemented numerous economic development projects in the City of Detroit. The Diggs Group Heritage has negotiated over $760 million in development agreements and secured $22 million in project financing resulting in $71 million in new residential and commercial development.

More important to him was the work he did to create workforce opportunities in the City. He loved Detroit and Detroiters and saw it as his mission to create opportunities for minority businesses to engage and thrive in the City’s growth.

Diggs was the catalyst for a variety of programs to boost minority business development in the City including the Detroit Community Loan Fund, Michigan Statewide Minority Business Development Center and the Detroit Entrepreneurship Institute. Most recently, he was responsible for creating and implementing the Business and Workforce Participation and Outreach Plan for the Little Caesars Arena and The District Detroit to ensure that Detroit businesses and residents participate in the construction of the project.

Throughout his career Diggs was focused on growing the economy of Detroit. He served as Detroit’s Planning and Development Director and was Director of Business and Economic Development for Detroit Renaissance.

Diggs was born in Detroit in 1964 to Anna Diggs Taylor, the state’s first African American female federal judge, and Charles C. Diggs Jr., who became the first African American elected to Congress from Michigan. His stepfather, S. Martin Taylor, former head of New Detroit and later, Vice President at DTE Energy was a prominent figure in his adolescent and adult life. Diggs credits all of his parents for his work ethic and sense of civic responsibility that became his way of life.

Diggs was a graduate of University of Detroit High School and Wayne State University. He also received his MBA from Davenport University.

He served on the board or in an advisory capacity to a number of organizations including: the Democratic Municipal Officials, National Business League, Detroit Community Loan Fund, Venture Michigan Fund, Fifth Third Bank, Fannie Mae’s House Michigan Advisory Council, Lower Woodward Housing Fund Management Committee, First Independence Bank, Michigan Black Chamber of Commerce, Detroit Brownfield Authority, Detroit Downtown Development Authority, The Detroit Economic Development Corporation, Detroit Economic Growth Corporation, University Liggett School, and The Parade Company.

Diggs is survived by his wife, Dr. Shauna Ryder Diggs and daughters Jaqueline Exyie Diggs and Alexandra Anna Diggs, sister Carla Diggs Smith and stepfather S. Martin Taylor.

A public visitation will be held from 5:00 – 8:00 pm on Thursday, May 23, 2019 at Swanson Funeral Home, Northwest Chapel,14751 West McNichols Road in Detroit. The funeral service will take place at Plymouth United Church of Christ, 600 Warren Avenue, Detroit, MI 48201 on Friday, May 24, 2019 at 11:00 am.; preceded by a family hour that day at 10:00 am.

This article originally appeared in the Michigan Chronicle

Patreice A. Massey

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Oakland Post: Week of March 4 – 10, 2026

The printed Weekly Edition of the Oakland Post: Week of March 4 – 10, 2026

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Oakland Post: Week of February 25 – March 3, 2026

The printed Weekly Edition of the Oakland Post: Week of – February 25 – March 3, 2026

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Chase Oakland Community Center Hosts Alley-Oop Accelerator Building Community and Opportunity for Bay Area Entrepreneurs

Over the past three years, the Alley-Oop Accelerator has helped more than 20 Bay Area businesses grow, connect, and gain meaningful exposure. The program combines hands-on training, mentorship, and community-building to help participants navigate the legal, financial, and marketing challenges of small business ownership.

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Bay Area entrepreneurs attend the Alley-Oop Accelerator, a small business incubation program at Chase Oakland Community Center. Photo by Carla Thomas.
Bay Area entrepreneurs attend the Alley-Oop Accelerator, a small business incubation program at Chase Oakland Community Center. Photo by Carla Thomas.

By Carla Thomas

The Golden State Warriors and Chase bank hosted the third annual Alley-Oop Accelerator this month, an empowering eight-week program designed to help Bay Area entrepreneurs bring their visions for business to life.

The initiative kicked off on Feb. 12 at Chase’s Oakland Community Center on Broadway Street, welcoming 15 small business owners who joined a growing network of local innovators working to strengthen the region’s entrepreneurial ecosystem.

Over the past three years, the Alley-Oop Accelerator has helped more than 20 Bay Area businesses grow, connect, and gain meaningful exposure. The program combines hands-on training, mentorship, and community-building to help participants navigate the legal, financial, and marketing challenges of small business ownership.

At its core, the accelerator is designed to create an ecosystem of collaboration, where local entrepreneurs can learn from one another while accessing the resources of a global financial institution.

“This is our third year in a row working with the Golden State Warriors on the Alley-Oop Accelerator,” said Jaime Garcia, executive director of Chase’s Coaching for Impact team for the West Division. “We’ve already had 20-plus businesses graduate from the program, and we have 15 enrolled this year. The biggest thing about the program is really the community that’s built amongst the business owners — plus the exposure they’re able to get through Chase and the Golden State Warriors.”

According to Garcia, several graduates have gone on to receive vendor contracts with the Warriors and have gained broader recognition through collaborations with JPMorgan Chase.

“A lot of what Chase is trying to do,” Garcia added, “is bring businesses together because what they’ve asked for is an ecosystem, a network where they can connect, grow, and thrive organically.”

This year’s Alley-Oop Accelerator reflects that vision through its comprehensive curriculum and emphasis on practical learning. Participants explore the full spectrum of business essentials including financial management, marketing strategy, and legal compliance, while also preparing for real-world experiences such as pop-up market events.

Each entrepreneur benefits from one-on-one mentoring sessions through Chase’s Coaching for Impact program, which provides complimentary, personalized business consulting.

Garcia described the impact this hands-on approach has had on local small business owners. He recalled one candlemaker, who, after participating in the program, was invited to provide candles as gifts at Chase events.

“We were able to help give that business exposure,” he explained. “But then our team also worked with them on how to access capital to buy inventory and manage operations once those orders started coming in. It’s about preparation. When a hiccup happens, are you ready to handle it?”

The Coaching for Impact initiative, which launched in 2020 in just four cities, has since expanded to 46 nationwide.

“Every business is different,” Garcia said. “That’s why personal coaching matters so much. It’s life-changing.”

Participants in the 2026 program will each receive a $2,500 stipend, funding that Garcia said can make an outsized difference. “It’s amazing what some people can do with just $2,500,” he noted. “It sounds small, but it goes a long way when you have a plan for how to use it.”

For Chase and the Warriors, the Alley-Oop Accelerator represents more than an educational initiative, it’s a pathway to empowerment and economic inclusion. The program continues to foster lasting relationships among the entrepreneurs who, as Garcia put it, “build each other up” through shared growth and opportunity.

“Starting a business is never easy, but with the right support, it becomes possible, and even exhilarating,” said Oscar Lopez, the senior business consultant for Chase in Oakland.

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