There is a lot you can say about the ex-husband of Britney Spears, but Kevin Federline performed his role as associates of WWE Diva Melina and John Morrison and actually has a winning record over John Cena.  Wait, is that good?  Wait (again), don’t you also need to be a celebrity to get into this wing?  He doesn’t really fit that category anymore.

Jon Stewart was a major star and did not have to participate in WWE television to further his own agenda.  He did in a brief “feud” with Seth Rollins while he was still hosting his late night Comedy Central Show but afterwards he appeared at Summer Slam costing John Cena the WWE Championship.  He certainly didn’t have to go all in, but he did and that makes him a strong candidate here.

For a brief, white-hot stretch in the late sixties, Denny McLain wasn't just the best pitcher in the American League; he was a cultural phenomenon who lived life at a breakneck speed that mirrored his fastball. While his time at the summit was fleeting, McLain provided the Motor City with a statistical explosion that remains one of the most singular achievements in the history of the sport.

McLain’s rise in Detroit began with a glimpse of his massive ceiling in the mid-sixties. He broke out in 1966, winning 20 games for the first time and signaling a transition from a young arm with potential to a frontline starter. He possessed a focused intensity and a disregard for the game’s established norms, a style that culminated in the historic 1968 campaign. That summer, McLain reached a peak that no pitcher has touched since, winning 31 games and becoming the last man to cross the thirty-victory threshold. It was a statistical outlier of a season where he captured both the Cy Young and the MVP, leading the Tigers to a World Series title and cementing his legacy as the premier outlier of his era.

The core of his tenure was defined by a three-year run of unrivaled dominance and high-frequency workloads. In 1969, he proved his arm hadn't lost its bite, winning 24 games and securing a second consecutive Cy Young Award. He showed the organization that a pitcher could lead the league in starts, innings, and complete games simultaneously, providing the steady-state reliability that made the Tigers a perennial threat. However, the distractions of a high-profile life off the diamond soon caught up with him. In 1970, the commissioner handed down a series of suspensions, initially sparked by his involvement in a bookmaking operation and later compounded by a clubhouse prank involving a bucket of water, which effectively derailed his momentum and cost him a significant portion of the season.

Everything culminated in a rapid shift in direction following that tumultuous 1970 campaign. Between the disciplinary issues and a sudden loss of efficiency on the mound, the Tigers traded the two-time Cy Young winner to the Washington Senators. He left Detroit with 117 wins and 1,150 strikeouts, a statistical footprint that felt like a meteor strike, brilliant, devastating, and gone far too soon.

Travis Fryman arrived in Detroit during the summer of 1990 as the heir apparent to a lineage of legendary infielders, stepping into the void left by aging icons. For eight seasons in the Motor City, he served as the most consistent and reliable offensive threat on the team,

During the 1993 campaign, he evolved into one of the premier offensive infielders in the American League, recording a career-high .300 batting average while clubbing 22 home runs and driving in 97 runs. He demonstrated a specialized ability to drive the ball into the gaps of Tiger Stadium, earning his second of four All-Star selections with the club.

Between 1992 and 1997, Fryman was a statistical standout, averaging nearly 20 home runs a year and serving as a perennial fixture at the mid-summer classic. He possessed a focused intensity that allowed him to transition seamlessly from shortstop to third base, providing the defensive stability required of a veteran leader. Despite the Tigers' struggles in the standings during the mid-nineties, he remained a model of consistency, eventually amassing 1,176 hits and 149 home runs while wearing the Old English “D."

In November 1997, the Tigers sent Fryman to the Arizona Diamondbacks as part of a deal for Joe Randa and Gabe Alvarez. However, Arizona was an expansion team at the time, and they were essentially using Fryman as a high-value chip to build their roster.