The Small Business Administration (SBA) is bringing a dose of celebrity firepower to its upcoming Million Dollar Pitch Competition, tapping rapper Nicki Minaj and actor Dean Cain for starring roles in the Sept. 18 event. The agency announced this week that Minaj—who has called herself President Trump's “No. 1 fan”—will join an all-star judging panel that includes Airbnb co-founder Joe Gebbia and investor Grant Cardone.

Cain, best known for playing Superman in the 1990s series Lois & Clark: The New Adventures of Superman, will serve as host for the live competition in Washington. The event is part of the SBA's broader push to spotlight small businesses as engines of economic growth.

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Five Finalists, Big Prizes

The competition features five national finalists: Compotech, Inc., Winton Machine, Plas-Tech Tooling, Red River, and VetPowered LLC. They will pitch their businesses for a chance to win a portion of a $1 million cash prize pool, funded by Clover Network, Inc. Prizes range from $75,000 for fifth place to $400,000 for the winner.

SBA Administrator Kelly Loeffler touted the lineup in a statement, saying Minaj, Cain, and the other judges “will only add to the excitement of this historic celebration of free enterprise.” She added that their presence “will be invaluable in highlighting the unique and inspiring stories of the five finalists competing for $1 million in growth capital, and the importance of Main Street businesses in powering American strength.”

A Political Undertone

The event comes as the Trump administration continues to court celebrity endorsements and high-profile events, amid record-low approval ratings and ongoing economic concerns. Minaj's involvement, in particular, underscores the administration's strategy of aligning with pop culture figures who have expressed support for the president.

The SBA said the pitch competition was created as part of Freedom 250, a public-private initiative launched by the Trump administration in 2025 to mark the nation's 250th birthday. That initiative has been used to promote patriotic themes and economic opportunity, though it has also drawn scrutiny over its use of taxpayer resources.

Observers note that the competition's celebrity judges could help draw attention to small-business issues, but the event's political overtones are hard to ignore. With the 2026 midterms on the horizon, the administration is likely to use such platforms to highlight its economic record, even as Trump downplays 2028 talk and focuses on the upcoming elections.

The finalists themselves represent a range of industries, from manufacturing to technology, and their pitches will be evaluated on growth potential, innovation, and job creation. The SBA has not yet released details on how the judges will score the presentations, but the event is expected to draw significant media attention.

For now, the SBA is positioning the competition as a celebration of American entrepreneurship, with a star-studded twist. Whether it will translate into policy wins or simply provide a moment of political theater remains to be seen.