I agree that they're timing the leaks to maximize damage to the Clinton campaign. It is very clear that Assange does not like Clinton. However, from the context of my conversation with Balt, I was referring to Republican/Trump-related dirt that Wikileaks is refusing to release.
This assumption would seem to suggest that Russia attempted to or successfully hacked the RNC as well, which would fly in the face of the current mantra that Russia started all of this for the primary purpose of making Clinton look bad and Trump look good.
You're also assuming that Trump's empire has the same visibility and reach that the DNC does, which I think is a pretty terrible assumption considering that Trump keeps a very tight lid on his operations and image, and does not have the same obligation to keep potentially-damning documentation on hand that a public official might.