^ No, I don't think he is, but there are some people who do ask: "What did you do?"
Yeah, I get the whole "sounds good thing", too, but how many (and it's both theorists and ear players) don't ask themselves why it sounds good.
It's great when you apply personification to music. I couldn't stand part-writing nor do I still, but I still employ effective voice-leading. "She likes to step-down; he likes to come up." - etc.
But I could see how it could be an over-analysis, but you could analyze TTLS or HB like crazy (that is if you decide to harmonize or reharmonize it. Both songs at their core are I, IV, V. However, you could do oodles to turn both on their ears.
It may be that he just want to know for that song or perhaps use it to take notes for when he does his own pieces.
Now, to the song:
Clearly, it's in E Major
Verse: iv-iii7-vi-ii7-iv-I-vi-iv-I (2x)
To get to the bridge:
While it's looks like - iv-bVII7-bIII (in classical analysis: this would be iv-IV7/IV-vii/IV)
The secondary dominants are thus: IV of E = A; IV7 of A = D7; IV of E = A; the vii of A (natural minor) is G. (The iv could have been a iv7 as well)
Since G turns out to be the I in the bridge, what you have is actually a ii(7)-V7-I. The entire bridge is that progression until he plays the E (which is the actual I)
Anyone can sit down to just play something, but one can't completely escape the rules of music either - even if it's atonal music (and that has rules, too). You may not care for them, but that is a personal preference.