You're right--we have had this debate, in the 2019 offseason. Since then, the Angels have gone 109-135 (equivalent to 72-90--their exact record in 2019), and finished 24 games out of the playoffs in 2019, 3 games in 2020 (would have been 9 if not for 3 more teams, equivalent to 24 games in a 162 game season), and are currently less than a 50% chance to make the playoffs this year. Having Mike Trout has done the Angels no benefit in the grand scheme of winning a championship over the past 2 years, and it's not looking like it's benefitting them much right now either. 1. Getting fair value depends on your definition of fair. The Angels would undeniably be a worse team now if they traded Trout. Would the 2-5 players the Angels get back be worth more WAR combined than Trout in 2 years? Probably not--Trout is in all likelihood still a great player as he approaches 32. But if you look at some peripherals, there's reason for some concern. Trout's babip and hr/fb are at completely unsustainable levels, he's pulling the ball more than he ever has, his contact rates are notably down, and he's swinging and missing at a career-high rate. His UZR/150 in CF, which had stabilized in 2018, has been negative ever since, meaning he'll likely have to shift to left. He'll still be above average there, but the shift costs him 10 runs, or one WAR. Given all that, are the 2-5 players you get for him worth more WAR than Trout in 5 years, when he's about to be 35, and perhaps transitioning to part time DH? 2. You're right it's not the same as the NFL or NBA draft, but moving up in the order gets you a better chance to get a better player. It also gets you more money to get better players at the bottom of round 1, and in rounds 2-3. It's a big part of why teams that are bad for 2-4 years generally have the best farm systems (this year, according to MLB, Tampa is #1, but Detroit, Baltimore, Seattle, and Miami round out the top 5, with Pittsburgh and KC also in the top 10). The Angels are in the mid-20's; do you think picking higher in the draft the last 2-3 years might be a boon to their system? 3. $35M every year is still significant. It would have gotten you Cole last year, and put you in the conversation for Bauer this year. Having that available would have allowed you to make a play for Betts, or any other player approaching free agency (like Lindor, or Bogaerts--who can opt out after next year). Or, you could fill 2-3 holes with solid regulars, which is what has bedeviled the Angels for years; an inability to fill out a roster of quality options. The case for trading Trout is that the ANgels were clearly heading into 2019 nowhere near being able to compete. That's been true the past 2 seasons (when Trout was 41st in all of baseball in PA's), and doesn't show a ton of signs of being different this year. Why keep trotting him out there, getting nowhere, rather than admitting that you've mismanaged your team, and hitting reset? I confidently predicted before the season in 2019 the Angels would not make the playoffs with Trout until 2022 at the earliest, and right now, I'm leaning towards expanding that to 2023 or 2024.