On the whole it's negative. The more it's done the poorer we all become. And any indirect benefit (preventing infidelity or gambling through distraction/destruction) is so unreliable it's not a functional framework for progress.
The point of scientific inquiry is to make "claims" into "facts" by finding "evidence". We have a "claim", that breaking windows (always) "on the whole is negative". However, there is no "evidence" to be found. Thus, it is not a "fact". Modern societies are very complicated to just referring to "common sense" is not enough.
Increasing entropy in a closed system isn't progress except in the rarest of edge cases. You're welcome to burn your own house down and measure the consequences.