IMO, everything is interesting the first time through; it's only after the umpteenth repition that it gets boring. When I was new to JW's/WT publications I read not only the current literature, but started reading "backward" through the old publications. The material prior to the 1960's did seem more interesting, more in depth, and better written. The language was always stilted, though, as if using out-of-fashion vocabulary lent more weight to the message. It wasn't in-talk, exactly, it seemed to me that WT was trying to hold on to old manners that existed more in fictional situations than in real life at any point. Looking back, it seems to me that WT tried to project an air of refinement, as though JW's were of the upper class and for that reason ought to be listened to. (And here's me ending a sentence with a preposition! No wonder I'm not a JW today!)
Long about 1991, WT mag had an article showing the number of JW's ten or twelve years earlier and the number "today". It was something like 12:1. The article went on to state that since people were coming in so fast that they were bringing in worldly habits and influences that weren't present when there was "more time" to study with them, hence the WT was taking a more elementary approach in their articles and even repeating information.
Dumb and boring is what happened when they lowered admission standards so that more could be saved.