The cartoon is fundamentally flawed right at its concept, because it demands we assume that the people the artist is talking about -- political experts, pundits, bien pensant thinkers, etc. -- actually require anything commensurate to the hundreds if not thousands of hours of technical training and expertise required to fly even a simple aircraft, to say nothing of a jetliner. Plus, it assumes any of those effete classes have anything on their shoulders resembling the responsibility a pilot takes on every time he flies a planeload of people (or even flies an empty plane, considering how much damage it could do in the event of a collision or crash). It's barely a meaningful argument for politicians and pundits, who I suppose need communications or poli sci degrees (yes I know how generous I'm being here). To assume it applies to cultural critics at all, and especially to asshole blowhards like Bob who barely have a community college degree, is absurd to the point it makes me want to puke.
EDIT: The more I think about it, the more Bob's obnoxious reliance on this cartoon rankles. In this example, Bob is part of the Great Unwashed who think they should be flying the plane. He has no advanced degrees. He has no credentials. He has no credits in the film industry. He has no meaningful experience whatsoever in his chosen field, except for dozens of amateur (and amateurish) YouTube videos and a bunch of equally amateurish essays on internet sites of various levels of quality. Yet he sees himself as a true cultural titan. As Dean Lerner said, the most significant artist since Orson Welles, and I'm not just talking about his weight. Blech.