Really, as one that grew up in a baseball family, with all the money the Yankees have spent they forgot one thing. Pitching wins baseball games, not hitting.
It’s really that simple. If they had Gerrit Cole and Max Scherzer, they would have won 120 games and the WS.
Lastly, lets remember that for every Gerrit Cole or Max Schuerzer theres also a Clayton Kershaw who may be the most dominant regular-season pitcher of his era but is a marginal postseason pitcher at best.
There is a big risk in signing these big-name pitchers to huge contracts. The Yankees were a dominant team back in the 1990s when they had some good pitchers who were not perennial Cy Young Award contenders but who seemed to be at their best in many big games like Andy Pettitte, David Wells, David Cone, Jimmy Key, Orlando Hernandez, etc.