I would love to see TOS handled a little bit more like 24thC. I don't mean I really want or need there to be on-going arcs like TNG/DS9/VOY books, just a sense of flow from one book to the next. A stand-alone can still have a little reference to the last book or a little bit of set up for the next one just to get that feeling of flow, that they co-exist in the same universe.
But, that's just me. YMMV.
I think that'd actually just throw up flaws in the timeline and throw people out of their suspension of disbelief, because it wouldn't take long at all for it to become obvious that there's about 30 years' worth of stories in those five years...