> The thing is, spending $250 today creates more work than spending $250 next year
In each of these cases, you're myopically focusing on consumption, while ignoring production. Over any period of time, society has a given productive capacity. Using up that capacity in an avoidable fashion necessarily detracts from the ability to apply that capacity to other problems. For example, if no one broke their windows, some of the glaziers may well go out of business, and engage in other, more socially beneficial (given the circumstances) courses of work, thus decreasing prices & increasing abundance in that area.
Even if the alternative is for money to be saved, rather than spent, then the problem is only changed to one of delayed consumption. And in the mean time of the delay, the baker is, by not using up productive capacity, reducing prices and increasing the availability of goods for others. The broken window is a net loss, just as Hazlitt describes.