Many of the older amps were heavily voiced, that's one part (and an important one) of the old school equation. Just look at some of the Ampeg, Fender, Alembic and even Mesa amps of 30+ years ago as examples. Some voicings were more extreme than others, but hardly flat response. That's the tone profile that many early designers gravitated towards.
I very much agree. For my style, I have a much easier time hearing myself live, on a smaller stage, using speaker cabinets with a "Baked In" tonality that emphasizes the midrange.
Although I definitely understand why a lot of Players prefer a speaker cabinet that offers as close to a flat audio response as they can get.
My guess is that it's my inability to properly eq my rig for each room.