But in forming an actual dialogue, such all-or-nothing viewpoints make people defensive. The behavior of monopolies that have been obsoleted by technology is little different from that of the Luddites - they try to stop the change, even when it's irrational to try. "Irrational self-interest" is a pretty neat term to sum it up.
"You Weren't Meant to Have a Boss" strikes keenly and precisely at the employed, because it primarily lists benefits of startup life, presenting an unbalanced picture. The title certainly doesn't help matters. That PG's arguments are pretty strong, and he has some established weight in online communities, makes him hard to dismiss out of hand, which further increases the tension.
Internet discussion tends to stay low on the hierarchy because the people replying are mostly stuck in defensive mode. Pragmatic, nuanced thinking doesn't seem to come naturally to humans.