15 most expensive contracts in MLB history and how they turned out

1. MLB contracts: Mike Trout, LAA – $426.5M/12 years

Back in 2019, the generational talent that is Mike Trout signed what still ranks as the most expensive MLB contract in history with the Los Angeles Angels. At 12 years in term, the deal runs through the 2030 season.

Having already been in the league for eight seasons at the time of the signing, retaining Trout at 27 years old was a no-brainer for the Angels. The five-tool player had already amassed seven All-Star appearances, six Silver Slugger awards, a Rookie of the Year, and two MVPs, plus he finished no worse than fourth in MVP voting in the years he didn’t win.

Trout rewarded the Angels in the first year of the new contract by winning his third MVP award, plus another All-Star nod and Silver Slugger.

As far as how this contract has turned out, the team hasn’t done enough around Trout to even get to the postseason, let alone give him a chance at a World Series. Sadly, the sure-fire first-ballot Hall of Famer has only seen the playoffs once, with three games back in 2014.

Despite being hampered by injuries over the past two seasons, including a rare back condition, the talented center fielder has more than held up his end of the deal.

Last season, Trout only played 119 games but still slashed .283/.369/.630 with 85 runs, 80 RBI, and 40 home runs. This performance earned him his 10th All-Star invite, ninth Silver Slugger award, and eighth place in MVP voting.

Hopefully, the Angels can finally turn the ship around and give the 31-year-old Trout a shot at the postseason … but don’t hold your breath.