Kevin Brown's arrival in Los Angeles in 1999 marked a historic milestone as the first player in Major League Baseball to be awarded a contract exceeding $100 million. This extensive seven-year agreement, which transitioned him from San Diego to Chavez Ravine, was predicated on the expectation that he would be the pivotal element in securing a championship. Although the period known as the "Kevin Brown Era" is often viewed through the prism of the substantial financial investment and a series of injuries, the right-hander demonstrated a high level of efficiency that, when he was healthy, rendered him one of the most formidable sinkerball pitchers in franchise history.

Back in 1999, Brown hit a peak in his workload, pitching a season with 18 wins and over 250 innings, a true testament of his mastery in the National League. He demonstrated incredible control, striking out 221 batters and finishing sixth in the Cy Young voting. The following year, in 2000, he reached new heights of efficiency, capturing the ERA Title with an impressive 2.58 and leading the league in WHIP at 0.99. Throughout this exciting period, he was a key player, surpassing the 200-strikeout mark in consecutive years and proving once again that he was a formidable force in the game.

Brown faced a tough crossroads mid-contract. Between 2001-2002, injuries like chronic back, elbow, and shoulder problems led to a decline in durability. Once a key player, he only won 10 games in 2001 and just 3 in 2002, with a 4.81 ERA. During this period, focus shifted from his sinker to his salary, and fan expectations grew frustrated as the team missed the postseason.

In 2003, Brown had his final full season with the Blue, posting a 14-9 record with a 2.39 ERA. He was a key part of the rotation, earning his second All-Star selection and finishing in the top ten in ERA. However, that winter, the organization changed direction, and Brown was traded to the Yankees for Jeff Weaver and prospects.

Brown compiled a 58-32 record, a 2.83 ERA, and 784 strikeouts as a Dodger, which, while decent, earns him a spot here, will always be associated with a contract that his body couldn’t live up to.

Yes, we know.

Again, we know.

The San Diego Padres have been in existence for over a half-century, so how can we rank a player regardless of position at all? 

Here is how.

Kevin Brown's single season in San Diego is the greatest in franchise history and is so by far.

Let’s repeat it.

Yes, we know.

Again, we know.

The Padres have had Cy Young winners, and Brown was not one of them.   Brown is also a player who only was a Padre for one year, but in terms of bWAR and other advanced metrics, he exceeds that of many other San Diego Pitchers who played far longer with the team.  

The year in question was 1998, the year after he was traded from the Florida Marlins, who won the 1997 World Series and held a fire sale to get rid of all their stars.  It can be argued (and we have) that the Marlins do not win the World Series without Brown, and we will make the same statement that San Diego does not win the 1998 Pennant without Brown.  

In 1998, Brown led the NL in bWAR for Pitchers (8.6) and FIP (2.23), won 16 Games, and was second in WHIP (1.066), ERA (2.38), and Strikeouts (257).  The Padres advanced to the World Series, and Brown was great over his first two playoff series, though his World Series was not great.  He didn't win the Cy Young, but TSN named him the Pitcher of the Year.

Brown left the Padres as a Free Agent for the Dodgers, and his brief but brilliant stay in San Diego ended.

Kevin Brown arrived in South Florida in 1996 as a high-caliber free agent, a right-hander with a sinking fastball that induced broken bats and ground-ball outs with surgical precision. While his tenure in a Marlins uniform was a brief two-season residency, he provided a brand of top-tier pitching that stands as the most dominant individual peak in the organization's history, and you can easily argue that the franchise’s first World Series win does not happen without him.

In his first season with the Fish, Brown was electric, recording a staggering 1.89 ERA and a 0.944 WHIP. He showcased technical efficiency that produced an ERA+ of 215, meaning he was more than twice as effective as the average pitcher in an era defined by explosive offense. While he finished as the runner-up for the Cy Young Award to John Smoltz, his performance established a high-quality baseline that transformed the Marlins into a legitimate postseason threat.

The season after Brown tossed the second no-hitter in team history against the Giants and earned his second consecutive All-Star selection. He proved to be a high-caliber winner by recording 16 victories and eclipsing 200 strikeouts, anchoring a staff that secured a Wild Card berth. His impact was never more apparent than in the NLCS against the Braves, where he famously pitched a complete-game masterpiece while battling the flu to clinch the Marlins' first pennant.  While his efficiency dipped in the 1997 World Series, where he struggled in two starts against the Indians, his value to the championship run remained unquestioned; without his earlier dominance during the regular season and the early playoff rounds, the team never reached the Fall Classic.

In the winter of 1997, when, as part of the franchise's total roster dismantling, he was traded to the San Diego Padres for Derrek Lee and prospects. He walked away with a championship ring and the status of having authored the greatest two-year pitching run the team has ever seen.  Stat-wise, Brown had a 33-19 record and a 2.83 ERA.

While Kevin Brown was known for what he did after he left the Texas Rangers, he was still a very good Starting Pitcher who was not only an All-Star in 1992, but led the American League in Wins that season.  Brown was known for his efficient play, which was not necessarily appreciated in Arlington.  Brown won 78 Games against 64 Losses with 742 Strikeouts.

A lot of baseball players take flak for their high salaries. One of those who did was Kevin Brown, who was the first man in professional baseball to sign a contract worth $100 Million. Sadly for Brown, his deterioration made that one of the worst contracts, as in the final years of his career, he was not a player who should have been among the game’s highest-paid.

This isn’t to say that Kevin Brown didn’t have flashes of brilliance because he certainly had enough of them to warrant such a huge contract in the first place. He was regarded as one of the most intense pitchers, and as much as his temper served to fuel his unparalleled competitiveness, it also would cause his unraveling on occasion. Nevertheless, Kevin Brown was a major reason that the Florida Marlins won their surprise World Series in 1997 and the Padres’ 1998 World Series appearance. He had a brilliant fastball and forkball and rarely gave up the longball.

Unfortunately, Kevin Brown was unable to maintain his skill set, and his production dropped off during his final years with the Dodgers and during his American League return to the Yankees. Had Kevin Brown lived up to the years leading up to his nine-digit contract, he would be a serious contender for induction. As it stands now, it doesn’t look good.