Absolutely agree. To make an assumption about the world, test it and find out you were wrong is way better than to not make any assumptions and just being passive. And what upsets me more is that such 'zen' philosophy become more and more popular. Like relax, lower your standards, don't have expectations, don't care for work too much, go play soccer. This is how western civilization fades away becoming more lazy and less competitive.
Why is it bad to constantly challenge yourself and the world around you. Humans are great because they can change the circumstances and not to surrender to them. Although often times it comes through terrible mistakes, but the process is moving forward.