Randy Flores's welcome packet after his introduction as the new Houston Astros general manager is as thick as his to-do list. He needs a new manager. He has to sort out a crowded infield again with Carlos Correa's return in 2027. He also has a pitching staff that ranked 24th in ERA and FIP and 18th in xERA. Oh yeah, and there’s a Jose Altuve conversation that nobody in the office wants to have.
He got the job on Friday night, and those are just his immediate orders. But the biggest move for him that may define his whole tenure, including how long it is, is sitting at designated hitter. Yordan Alvarez is coming off the best year of his career and will probably be the MVP. He has two years left on the six-year, $115 million extension he signed in 2022. He’ll make $26 million in both 2027 and 2028, and then he can become a free agent.
That means the Astros probably have about 12 months, and maybe less, to figure out whether Alvarez is a part of what comes next. If they can’t sign a new contract by the end of 2027, they'll have to trade him. Some could argue it shouldn’t even wait that long.
Why Yordan Alvarez's contract puts the Astros on the clock
The player is the easy part. Alvarez stayed healthy and put together a monster year in 2026. He led the majors in batting average. He posted a .432 OBP and a .601 SLG, both better than anyone in baseball. His 1.033 OPS, obviously, also led the majors. He drew more walks than anyone. His 42 home runs and 106 RBI were both career highs. He’s a clear awards-season favorite because there’s simply no real case against him other than the fact that he doesn’t play the field very often.
How much is that going to cost the Astros (or another team)? Any extension talk now starts from 2026 Alvarez, not the 2025 version who played in just 48 games. He’d shown what he can do in a full season before, but 2026 raised the ceiling even higher, and his camp knows what a healthy, prime-age, MVP-caliber bat goes for on the open market. Houston now has to decide how much the injury should knock off that number, and what that makes his age-32 season and beyond worth.
This isn’t new for the Astros. Homegrown stars have reached free agency a couple of times in recent years, and the Astros have handled them differently. Alex Bregman played out his deal and left in free agency for Boston. The Astros received the 132nd pick in the draft after offering Bregman the qualifying offer and took pitcher Chayce McDermott. Kyle Tucker was traded with a year left, and that deal brought back Cam Smith, Isaac Paredes, and Hayden Wesneski. We don’t know what draft-pick compensation might look like for departing free agents, but it’s safe to assume teams will be compensated in some way.
The Astros' new front office matters, and maybe more than most realize. James Click signed off on the Alvarez extension, but he’s been gone since the 2022 parade. His replacement, Dana Brown, is now gone too. Flores has no history with Alvarez and no emotional stake in any player on the roster. That’s a feature, not a bug. A new GM can look at a 29-year-old DH with two years left and value him like an asset instead of a franchise icon. Of course, that’s if Jim Crane lets him. He still signs the checks, and he pushed for the original extension. Flores can make any recommendation he wants, but it’s pretty clear Crane makes the call.
It’s also fair to wonder if the Astros are actually a good team right now. They are the reigning AL West champs, but they got there by going 81-81 and were swept by the White Sox in the Wild Card round. Altuve is 36 and owed $33 million in 2027. Jeremy Peña, Christian Walker, and Paredes are all likely headed for free agency after the 2027 season. That makes the upcoming year sort of the last ride for this version of the roster. Throw in an expiring CBA and a lockout that will freeze the winter, and the window to get anything done this winter is pretty short.
The Astros likely have to decide by the end of 2027, but a deadline trade might also be on the table. If the Astros aren’t clearly in the race by July, Alvarez brings back way more if he can impact two pennant races instead of one. Waiting until after the season means selling a one-year rental to teams that know Houston has to move him. It’s worth noting that he does have a limited no-trade clause that allows him to block deals to 10 teams, so that could be a roadblock.
None of this means that trading Alvarez is the right answer or the only answer. If Flores and Crane believe the roster can contend in 2028 and beyond, then extending the best hitter in the American League is easy to defend. But they have to pick a lane. Either extend him this winter or trade him at some point in the next 12 months.
The Astros didn’t give up much to Alvarez, famously trading Josh Fields for him. But they can’t let him walk for nothing more than a compensation pick. When it’s all said and done, they need either Alvarez or a big package of players in return.
