8. Bernie Williams

MLB 98 (PSX, 1998)
Let’s get this straight. Bernie Williams hits a pedestrian 21 home runs and drives in 100 ribbies, and he’s maybe—maybe—the third-best player on a Yankee team that has a 44-homer guy (Tino Martinez), a strikeout machine ace (David Cone), and one of the most transcendent athletes of the last half century (just some guy named Derek Jeter). But Bernie somehow lands on a cover? Riiight.