The quoted sentence is an example of the problem that it is trying to describe. He is doing this on purpose for effect. A simpler rephrasing (which loses this

The quoted sentence is an example of the problem that it is trying to describe. He is doing this on purpose for effect. A simpler rephrasing (which loses this effect) is: If you struggle to find the appropriate word for a given situation, people will think you aren't fluent (and possibly, not intelligent).