| Hint | Answer | Extra |
| Lou Gehrig's middle name | |
| Reggie Jackson had his own candy bar called what | |
| How many times did Casey Stengel take the Yankees to the World Series in 12 seasons with the Yanks | |
| What was Whitey Ford's winning percentage in his rookie year (1950) | |
| Two Yankees have thrown 9 shutouts in a single season, name them | |
| Babe Ruth's most famous home run, the called shot, was hit off of what pitcher | |
| The first outfielder to win back-to-back MVP awards | |
| In 1936, there were 5 Yankees that did what | |
| In 1936, Tony Lazzeri had how many RBI's in a single game | |
| Waite Hoyt once pitched 3 complete games in a World Series, what was his ERA in those all of those games | |
| How many World Series games how Yogi Berra played | |
| Babe Ruth is the only player to ever play how many positions in one World Series | |
| This player was the first to be paid $21, $22, $23, $24, $25, $26, $27, and $30 million | |
| August 16, 1948 was a sad day for the Yankees, why | |
| Who was the immortal New York Yankee owner from 1973-2008 | |
| August 2, 1979 was a horrible day for the Yankees, why | |