Not if you're Jake. Because turning down contract extensions from Theo turned out so well for Garza and Shark. When it comes to starting pitchers being offered long term contracts during arbitration years, there is absolutely something to be said for the expression "a bird in the hand is worth two in the bush". Samardzija was awful this past year, and is lined up to get close to the same he would've with the extension, or he'll have the option to take a short-term deal and make bank the following year. Garza lost what 20M? I mean, is the thought process here that extensions from Theo are more valuable than extensions from other FOs? Or just that all pitchers should take extensions? Turning down contract extensions sure seemed to work out well for David Price, Johnny Cueto, Zack Greinke, Jordan ZImmermann, Clayton Kershaw, etc. Chris Sale could be looking at free agency next year and a 200M+ contract. Instead he'll be under control for 3/38 through his age 30 season. iirc estimates were in the 5/90 neighborhood, i'd be stunned if he gets that with the 1st rounder (worth ~$20m) also attached you're also discounting the good fortune he's enjoyed to make it to this point injury-free or he might have been in Justin Masterson territory for striking out on a real payday I recall 5/80(though I believe this included an arb year), and fangraphs has him at 4/64, so 5/74 with the last year of arb.