At 16 in the countdown is a former captain of the club who would also go on to manage the Whites.
Gary McAllister was one of the signings that Howard Wilkinson made ahead of Leeds United's first season back in the top flight after promotion in 1990. And based on the contribution that the Scotland star would go on to make, he was arguably one of the best acquisitions Wilkinson ever made during his time at Elland Road.
The former Motherwell man arrived at the Yorkshire club from Second Division side Leicester City, and became the final piece in the jigsaw that Wilkinson was putting together in midfield.
Along with Gordon Strachan, Gary Speed and David Batty, McAllister was able to inspire the Whites to a fourth place finish in their first season back at the highest level, but they were able to do even better the year after.
McAllister played every single league game as United won their third First Division title in 1992, scoring five goals along the way.
While Leeds were never able to scale those same heights again before McAllister left the club for Coventry City in 1996, he did inspire them to two fifth place finishes and captained the side during his final two seasons having replaced Strachan.
While he was never the most prolific goalscorer - his greatest league return in one season was eight strikes during the 1993-94 campaign - his set-piece ability was arguably unparalleled in the league at that time, and was crucial in creating so many goals for his teammates.
Given his contribution to the team, he deserved to have the opportunity to lift a trophy as captain. And it seemed that his chance would come in 1996 when Leeds reached the League Cup final. However, Aston Villa ran out comfortable winners on that occasion and McAllister would be on his way to Highfield Road months later.
He returned to Elland Road in 2008 as manager, and while he was able to help the club reach the League One play-off final, they once again crumbled on the big stage as a lacklustre display saw them lose 1-0 to Doncaster.
And sadly for McAllister, the end of his tenure would be remembered for a humiliating loss to non-league side Histon in the FA Cup.
With his spell as manager doing little to dampen how highly he is thought of at the club, there is no doubt that McAllister is rightly considered as one of the most naturally gifted players Leeds have had. And without him, the midfield that inspired the club to the title may not have been as balanced as it needed to be to pull off the stunning achievement.