Thinking back on the "golden era" what (non-prospects) have we let go that we genuinely regret?
Charlie Morton
Gerrit Cole
Justin Verlander (?)
In all seriousness, is that the complete list? We made unquestionably the correct call with Correa, Springer, Keuchel, and Yuli. So, if this list is complete and I am Crane, the only "regrets" are:
a non-homegrown pitcher coming off an incredible season seeking a record contract
two non-homegrown aging pitchers with a questionable amount of talent left in the tank
Not quite the picture Passan is painting! Not to mention, we've given big deals to home-grown talent like Altuve, Yordan, Javier (and oh yeah, Bregman a few years ago). I'll go on the record and say that I am pretty confident that Bregman will be a similar story to Correa and Springer - still a good ballplayer, but not worthy of the long term deal he seeks. So, the real story is that Jim Crane has largely been proven correct in not wanting to give out giant contracts.
Kyle Tucker is a young star looking to cash in whose current team will likely be unable to make the highest offer. That's not unique to the Astros, if happens every single year to teams across the league. Cashing in a year early on a player you know you will lose is generally considered smart when other teams do it, but Astros gotta be the villain I guess.