Yeah but they can make this hard push for the division knowing they will at least be in the post-season if they only get halfway there (i.e. get four games better but not eight). And they are the Yankees. If the Phillies had a shot at the WC I would have definitely wanted them to be more aggressive/spend more money.
I suspect this deadline is so wild in part because of last year, as well as next year - COVID, the short season, revenue, loss, the upcoming CBA. More teams are ready to pack it in and more teams are ready to go for it, and nobody knows what next year will be.