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Well, its hard to argue with dates, so I'm inclined to take them as priority when organizing the timeline.
If the exile began in December of 86 and the Return to New York happened in December of 88, then its gotta be two years.
Of course, the ages of the Turtles tend to be inconsistent. I sort of look at that as being "comic book time". Dates can state that several years have passed but a character can remain "17" for however long. Annoying, yeah, but nothing new to comics, I suppose.
As for "Leatherhead", I think I initially had that story in the Retreat to the Farmhouse era, but changed it after discussions with Tristan. Placing it after "Worms of Madness" explains away how the Turtles can be shown living in their old sewer lair without Leatherhead present.
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