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Quicken Loans Bracket Challenge 2025. Dan gilbert, the founder and chairman of quicken loans, discusses how warren buffett pitched the idea of his $1 billion bracket challenge, and why he may be second. Kc kansas city current kansas city. Warren buffett’s berkshire hathaway (nyse:brka) is teaming up with quicken loans to offer $1 billion to the person who can predict the winner of every. The prize that year was $1.