I like Don Cameron's approach in Captives of a Concept.
The WT has now abandoned more than 90% of what it taught from 1914-1919, so if Jesus inspected what it was teaching back then he would have found it to be at least 90% falsehood rather than truth.
The latest book published before 1919 was The Finished Mystery, which is an absolute embarrassment -- get a copy and read it. (Michael is the Pope, Leviathan is the locomotive, Abaddon is "a bad one sure enough" [comment on Rev. 9:11], etc.)
Ray Franz summed it up well when he wrote, "It would be an insult to Jesus Christ to say that he selected this organization on the basis of what it was teaching as of 1919.” (In Search of Christian Freedom, p. 145)