It's probably not going to be "now" or any time soon but, barring a global-scale disaster, it's hard to imagine how the future may not be jobless, given enough time. There are only so many levels "higher up the stack" humans can go before most of theirs skills are rendered redundant by the machine. Even if The Singularity doesn't happen and humans continue being exclusively in charge of the thinking, decision making, strategizing, etc., will there be enough demand for multi-millions or billions of such jobs? I doubt it.
But will it matter? The more automated the production of essentials become, the less expensive they become. As a result, we may get to a point that the world economy is all about trading natural resources that go to providing people with their essentials. People can then build their own wants beyond that in a way similar to bartering.
The problem, of course, is the 10-20 years between "there are too few jobs" and "everything we need is available" and governments need to actively work to support populations through it. Unfortunately, very, very few governments seem to be able to look to the future.
