In reply to InTheNews.

Short answer: yes it's that hard.

Clients pay me to setup websites because they don't know how to, sometimes even the basics of what WordPress is. And then Headway Themes makes it faster to complete a project, but also tiny changes in WordPress updates may pile up to make it incompatible.

There could be a javascript file buried deep that conflicts with another file for no apparent reason. WP could decide to just disable the theme because it's version compatibility says it's too old. Updates to popular plugins could end up conflicting with core features. There's basically a million variations that could lead to client-side irritation.

One or two issues for Headway alone, whatever. But it's an ecosystem, or like, a house with bad foundation.