Entropy always wins eventually*. The Dwemer system just hasn't broken down yet.
*In the context of "macroscopic systems always tend toward 'disorder' without inputs of energy". 'Cause more fundamentally, entropy is just a description of the world's tendency toward the most highly probable states of existence, and is therefore 'winning' all the time, even when the Dwemer were alive and tweaking the inputs to influence the nature of the most highly probable state. If, of course, entropy is even applicable to TES... which it probably is not.
Yes, true.
But we can agree then that Dwemer structures will not be everlasting?
I think Skyrim and Morrowind showed such, with damage to the strongholds (seemingly) beyond the capabilities of the automatons to repair.
A few times in Skyrim I have snuck across a spider hacking at a collapsed wall, perhaps it is trying to repair?
In any case, the existence of disrepair and collapse points towards discord, or possibly Padomay, being on the winning side.