TJ Madsen is among the founding members of the New Herald Tribune and chairs the editorial board. He worked for national syndicated newspapers in Newark, Philadelphia, and Baltimore before moving to the midwest.
BALTIMORE, MD - Former New York City Mayor Rudy Giuliani has won a staggering $148 million at the Preakness Stakes, one of the most prestigious horse racing events in the United States.
Giuliani, who is more commonly known for his political career and legal work, made headlines on Saturday when his long-shot bet on the Preakness Stakes paid off in a big way. The former mayor placed a substantial wager on a horse that was considered an underdog, leading to a payout that has left the racing world in shock.
The horse, named “Liberty’s Flame”, was a newcomer to the racing scene and was not expected to perform well against more seasoned competitors. However, Giuliani, who has been a lifelong fan of horse racing, saw potential in the young thoroughbred.
“I’ve always believed in betting on the underdog,” Giuliani said in a statement. “Liberty’s Flame had that spark, that fighting spirit that I believe embodies the American dream.”
The Preakness Stakes, held annually at the Pimlico Race Course in Baltimore, Maryland, is the second jewel in the Triple Crown of thoroughbred racing. It is one of the most anticipated events in the sport, drawing spectators and bettors from around the world.
Giuliani’s win is one of the largest in the history of the Preakness Stakes. The previous record was held by a local businessman who won $131 million in 2008.
The former mayor has not yet announced what he plans to do with his winnings. However, he has stated that a portion of the money will be donated to charities in New York City.
“This win is not just about the money,” Giuliani said. “It’s about taking risks, believing in the impossible, and never giving up. That’s what makes this country great.”
Copyright © 2026. All rights reserved.