In the past, settlers didn't have to deal with new technologies so complex they are literally rocket science.
Fixing a broken wagon wheel can be done by hand by one person without a proper education. Fixing a broken spaceship engine, on the other hand, requires a certain degree of technical expertise that can currently only be found within highly trained specialists. And it's easy to imagine a colony requiring a population that consists entirely of trained specialists.
Moreover, it's difficult to imagine a need for uneducated blue-collar workers within a colony or space station - the types of manual labor that need to be done in space tend to require trained professionals. An established colony might have need for white collar workers - waitresses, hotel workers, exc exc, but all the important tasks the colony needs to do will still be in the hands of the educated specialists!
Until space travel technology is made simpler, or education methods improve, the final frontier will be lacking that social and economic mobility that frontiers have historically had. The last thing we need is yet -more- wealth and power for the likes of rich corporations.