(Native U.S. English speaker here) As far as I cant tell, the subtext for that heading/sub-heading pairing would suggest that users currently considering upgrad

(Native U.S. English speaker here) As far as I cant tell, the subtext for that heading/sub-heading pairing would suggest that users currently considering upgrading to Windows 10 are currently doing the equivalent of hitting their heads against a wall, which once again I don't think quite fits the narrative of the article. In my opinion, it's just a poorly chosen subheading.