Jughead's quirks and characteristics work best when contrasted with the other characters circling him in the Archie universe imo. His long recognized gluttony can be bested by both Kevin and Toni Topaz. His cleverness and keen observation of others now fails in his battles of wit with Trula outsmarting him are two examples.
Common themes like his dread and avoidance of an encounter with Ethel(& other teenage girls) has disappeared as has his rivalry with Veronica for both Archie's attention and mistrust of Veronica's intentions have fallen by the wayside. His occasional snark or indifference towards the general population is long gone, replaced by a perpetual pleasant disposition. When was the last time others were annoyed or angry with his sloth or laissez faire approach to life? I think the character has simply changed, evolving into a kinder, gentler Jughead which I don't believe he was ever meant to be, at least on the surface.
Also a thought on the anachronism of his hat/beanie, but I don't think it matters. I imagine anyone of any age discovering Jughead for the first time looks past that after seeing just a few panels on a page. The manner in which he's been variously portrayed in the last decade in LWA, in Time Police, Sharknado, or horror-type titles have helped distance him from his early and more identifiable persona for most I'd believe.