As for numerology and predicting dates, I think history has given us so many examples of how easy it is to make the Bible point at any particular year, that it should be clear that it's a fun but ultimately futile pastime. Just the fact that so many of these predictions were supposed to land within the lifetimes of some/most people of the time, indicates how our brains lead us to conclusions based more on what we want, than on any other consideration.
Remember that the WTS has enjoyed at least some level of success because Russell made the year 1914 a date of note. He got a lot of things wrong about it, and the organization has covered all of that up. But the fact that he managed to pull a date out of his hindside, and that date happened to correspond with a major historical event, laid the basis for the organization's success for almost an entire century.
Personally, I believe that if Jesus does return in the future, humanity is going to be very very sorry that he turned out to be real. But I'm an optimist at heart.