With technological progress worker roles are eliminated, but the idea is that the market has demand for new currently non-existent things and as the progress enables those things to come into existence creating new jobs as it goes.
The much larger problem is people are genuinely getting conditioned to receiving a lot for nothing, and this has distorted the market in terms of what activities are most highly rewarded. For example, easy credit means selling to people that don't have the money (or the means) is actually very lucrative, so you get a lot of otherwise smart people engaged in activities to extract money from those with easy credit as opposed to applying their talents to contributing more positively to the system as a whole.