> Which made it just another config burden when I'd be installing office on many computers in a day.
Ah, well that does explain why you have some... baggage. My experience was different as I wasn't supporting or interfacing regularly back then with anyone who wasn't tech savvy. I endured Clippy for about 30 seconds, realized it was a stupid idea only a big corporation would think was cool or useful, turned it off and moved on with my day.
That makes total sense. I can see why many would be more Clippy tolerant if they hadn't had to explain its interruptions to other people and/or turn it off and move on with their day several dozen times or more.