I think one is justified in judging an individual for using upspeak, especially if it's a young professional... and 'ditsy' isn't far off. I notice it a lot in the legal field, where it's particularly irritating especially when the subject matter is supposed to be grave. It signals a certain level of conformity and unoriginality of the speaker, and it's almost ALWAYS accompanied by a series of cliches, phrases, and talking points common to the current PC discourse. I'm imagining Chelsea Clinton talking about Africa, or an ACLU lawyer, as an example, but conservatives do it too. To me, it immediately signals that the person is just a tool.