I don't think most JWs could explain what makes these the worst times, aside from pointing to a few current events and claiming that we simply cannot sustain our current course. But complaining about how bad things are is a human pastime, and there are examples going back centuries of people wondering if they were living in the last days, as the problems of the world had gotten so out of hand as to be unresolvable.
But if you are part of an end-days cult, every day seems worse than the one before. You ROOT for things to get worse, because that's when you know god will finally put his plan into action. After all, why destroy the world when things are looking up? I'm thinking that god is sitting there, watching the price of a gallon of gas. "At $15," he tells his army of angels, "unleash hell. Err, I mean, unleash heaven. You know what I mean!"