Honestly, aces are harder to come by these days than high-level shortstops. So, if we’re going to extend anybody, it should really be Woodruff. Something along the lines of Zack Wheeler and Luis Castillo, who were of similar age to Woodruff when they signed their deals, would be great for the Brewers. Would allow us to extend our starting pitching dominance as our young position player talent (Chourio, Frelick, Wiemer, Mitchell, Turang, etc.) comes of age. Also would help compensate for our current lack of high-ceiling pitching prospects in the upper minors.
Adames is just too dangerous to extend imo due to the questions surrounding his contact ability and plate discipline, as well as the huge price spike in the SS market this winter. Once his defense starts to decline, which it likely will within the first couple years or so of an extension, his overall value will drop significantly and we could end up with a situation even worse than Yelich.