The video is funny and all but I love the high level pattern recognition aspect of it. This is a silly example of I would call the work of a "deliberate expert", where he used his knowledge of the songwriter's songs to identify key features that made them recognizeable. Enough to use his findings to extrapolate to a new song. Sometimes experts are more akin to savants, they know a lot about a subject but are not able to process all that information into new knowledge.
The resulting song is hilarious. I can see listening to that again. It's definitely earwormy. "My lips haven't healed yet"
According to several recent lawsuits, his biggest strategy may simply be stealing other people's songs!