We no longer even attempt to travel during "free dining," as the savings have diminished so much that we can easily find better ways to cut down on expenses. (E.g., traveling during "free dining" would cost us at least $600 MORE for the same room, tickets and dining for our upcoming 6-night trip, since the amount we're saving on our room by renting DVC points, and on our tickets by purchasing them through Undercover Tourist, exceeds the total anticipated cost of our dining by that amount).
While the availability of free dining doesn't mean much to my family, I do feel bad for those who have long depended on it as a way to make their vacations affordable. It's got to be hugely annoying when they're releasing it piecemeal like this, to have to constantly come back and see if your dates are impacted.
Even when the discount was supposedly released "all at once" for all available dates in a season, WDW released the eligible rooms in waves -- the one time we got free dining, the rooms at our resort were all snapped up immediately and we missed out, but were able to book during a "second wave" of free dining rooms that was quietly released 2 weeks after the initial wave: I was watching for it, thanks to the advice of veterans on this board. Given Disney's use of that strategy, I'm not surprised they're releasing free dining promos in "date batches" now, as well.