"When I was racing and losing, he'd always tell me, 'You'd win if I put you in my car.' So I said, 'Put me in one.'” Michael ...

DAYTONA BEACH, Fla. -- The shortest Daytona 500 in history left all but the winning driver feeling unfulfilled. Michael Waltrip won his second Daytona 500 in the last three years Sunday when "The ...

Michael Waltrip turned his love of racing into a career in craft beer after a legendary stint on the NASCAR circuit. As a tribute to his two Daytona 500 wins, he co-founded the Michael Waltrip ...

Michael and Darrell Waltrip are one of the most iconic brother duos in NASCAR who secured a win in the most prestigious crown jewel event, the Daytona 500. Following his brother's footsteps ...

had just pulled off what once seemed impossible—he won the Daytona 500. “Michael Waltrip is going to win the Daytona 500!” Darrell shouted, his voice cracking with pride. For Michael ...

Waltrip's first career win came in the 2001 Daytona 500 but was marred by Earnhardt's tragic death in a last-lap crash. Waltrip later won the Pepsi 400 at Daytona in 2002 for his second career win ...

Earl trophy in victory lane after winning the NASCAR Cup Series 65th Annual Daytona ... Michael Waltrip claimed victory in 2001 and 2003 and, after that, we saw three other drivers secure two 500 ...

Flagler Beach was met with a surprise guest earlier this month when a two-time Daytona 500 winner stopped by for lunch. Former NASCAR Cup Series driver Michael Waltrip was photographed at Next ...