It seems to have resonated a lot with male millennials at least. Many of my friends growing up loved Terry Pratchett. I loved those guys but calling them "cowardly underachievers" is probably fairly accurate, if a little mean.
All of the ones I kept in touch with have settled for a lot less than they probably could have done if they had been a bit braver. Few of them were even willing to move even an hour drive away from our hometown for better opportunities