I've been telling people "Even if the holodeck gets invented and its fantasy worlds are more psychologically pleasing than this one, I still want to get off this rock for real." I may be underestimating the powers of wireheading but if it's not forced on everyone I think a lot of people will keep it to a relative minimum like entertainment is already.
My take on the modern job problem is that it's about reaching the point of super cheap happy-human care which might include a possible 90%+ unemployment rate, while avoiding or making as quick as possible the messy middle-area we've entered where unemployment is rising and there aren't enough people capable/willing to support the unproductive masses.
There is nothing "the economy" can do to change that, though. Feeling meaningful and full is a state of mind. And that goes more in the realm of religion and spirituality (and psychology) than materialism. It cannot be changed by any government intervention.
Some people have confused those things to the point of extremity. To take an extreme example on the other side, buddhist monks feel fine about themselves without being "productive" and hardly having any possessions.
Also, "useless" is very cruel thing to say regarding people. Who decides who is "useful" and "useless"? Can't we just as well say "everyone is useful" to make people feel better?
I'm not sure what the solution to this problem would be, but I do have a suspicion that more free market economics is not it.
If you cannot be part of "economic productivity" then it is natural to look at other ways to feel good about yourself. "useless" is a value judgment that you cannot really make about other people and causes a lot of grief.
Anyway, I was just trying to say that these concerns are orthogonal to the macro-economy. I'm with you though, that more free market economics is not a solution to anything...