As we mark the 150th running of the Kentucky Derby, here are some of the most memorable moments in the history of America’s greatest race.

Yu also has tremendous handicapping chops. In a wide-open Kentucky Derby in 2021, she gave out Medina Spirit, who crossed the finish line first, as the winner at 12-1. In Pool 5 of the Kentucky Derby Future Wager two years ago, she suggested a play on All Other 3-Year-Olds, which cashed at a whopping 18-1 when Rich Strike won the Derby.

The Kentucky Derby has come a long way from a $1,000 purse and auction-pool betting in 1875. Here's a look at how the money has skyrocketed since.

When it comes to the Kentucky Derby post-position draw, connections are most concerned with which locations to avoid. The rail is not ideal and, depending on running style, other inside posts can be less than ideal while far outside posts can be compromising for speed types.

Kentucky Derby contender Forever Young has raced on a variety of track surfaces, which is an advantage, says Japanese jockey Ryusei Sakai.

Check out Kentucky Derby and Kentucky Oaks handicapping tips from Ed DeRosa, David Levitch and Bailey Armour at The CJ's Better Derby Betting eveng