They will move heaven and earth to get Ukraine more money even if they don't think they can win - imagine if they worked this hard for something like M4A lol or I guess that's a reach anyway, but pick some lower fruit
He is fully aware Ukraine can't win. His advisors tell him, including general Milley.
Agree that they know, they always knew especially they had a significant hand in engineering that war, but i particularly wouldn't trust Milley about strategy and predictions, he was completely surprised by Russian intervention, he panicked and it was him who said that Russians will capture Kiev in 3 days (not Russia as libs are coping now).
Within the context of this single aid package, of course Ukraine is not going to be winning anything, other than perhaps the objective of stabilizing their frontline situation. Hopefully this is a return to form after too many months of deliberate stalling by Putin's wing of the GOP.