But, to get back to my question, why give the extension now?
Well, presumably they acquired him because they believe in him to return to form. If he returns to form, it stands to reason you'd be picking up that option. If they go that route, it's $27.5m for '24, and $20m for '25, for $47.5m/2 (with some deferrals, but, that's the cash commitment). This route also implies a quiet vote-of-no-confidence in the star pitcher you just acquired, probably not ideal for future negotiations with said pitcher. Hard to know what a 1 year contract tacked on to the end of that looks like, but, safe to say, if the Braves were interested, it means Sale was at least decent, and we can safely pencil that '26 year in for
at least $20m, given that's the current QO #, and potentially as much as, say, $30m? So call that optimistically a $67.5m/3 commitment, with a chance of being a higher, or longer, or both, or of not even being able to keep him for '26.
By comparison, the extension, which is a restructuring as much as an extension as far as I can tell from this
ESPN report, looks pretty good. They pay $16m in '24 and $22m in '25, for a total of only $38/2. So they save about $10m right off the bat just by essentially picking the option up now. That alone might justify it if they're getting close to their payroll ceiling as others have reasonably speculated. But they also get a $18m option on '26 with no team buyout. So if he flames out, all they really did was pick up the '25 option in advance on steep discount, not a horrific loss. But if he returns to form (which obviously they're expecting) they get him at $38/2+$18/1? That's a damn sight better than the alternative, in terms of flexibility on '26 and in terms of the overall price on both the two ($47.5 vs $38) and three ($67+ vs $56) year versions of this contract.
The only way this extension is regrettable is if Chris Sale is so bad that the Braves would not have extended him at $20/1. That's not an impossible outcome I guess, but, it feels like a pretty good bet for them. An even better bet when you consider their obvious expectation that Sale is going to be good for them. An even
better bet when you realize that the increase in guaranteed dollars (~$11m) is still less than the Red Sox sent to Atlanta along with Sale (~$17m). They're only actually committed to $21/2 with a $18/1 extension available.
I hated the Sale extension here when it happened, it didn't make sense for the team construction. But Atlanta is in almost the precisely opposite position the Sox were in then; all their young stars are locked in, famously. This increases the upside of a bet they already like, and pretty significantly, while only slightly expanding the downside. If Chris Sale sucks/is hurt, it's a $38m loss instead of a $27.5m loss. Meh. Vaughn's performance is far more likely to be the thing that makes this trade look good or bad from ATL's perspective than Sale's specific salary investment.