(1) What should ex-Jw do about the org?
Educate and inform, obviously. If we don't do it, who will? Wouldn't you have wanted someone to inform you about both sides of the "Truth" before you got into it?
(2) What’s the best way to accomplish this?
Whatever medium is most useful for the particular circumstances. And it should be done openly, honestly, and legally. We must demonstrate that we are the better men (and women); we cannot drop down to the level suggested by the WTBTS "theocratic war strategy".
(3) Do you think the org will just fade away if left alone?
No, but it will continue to mutate and evolve. Although it may take on more of the trappings of main stream religions, it will almost certainly always be set apart by its rejection of all other faiths as being run by Satan. Without this core belief, the WTBTS will not be able to wield its restrictions on free association and its dual punishments of disfellowshipping and falling into a pit when the Big "A" arrives Real Soon Now. Remember that this central part of the WTBTS doctrine was the invention of Joe Rutherford some eighty years ago; note how it is one of the very few WTBTS beliefs that has not changed since its institution.
(4) Do you think the org will eventually re-invent itself to be more palatable to modern society?
If they do this, it will not be the result of any long range plan. Rather, it will be in response to an ever decreasing amount of net literature income. People tend to note that the WTBTS numbers are dropping in more developed and open countries. Just as important is the fact that nearly all the growth is seen in areas that have little or no disposable income to "contribute'. Having a million salepersons working for free is no good if there are no paying customers.
(5) Do you think the org will become more inflexible and hard-line to appeal to its core members?
They cannot afford to do this due to their demographics. Any appeals made to the older, more conservative members will be offset by rejection from younger members and potential converts. Put it this way: they will have to retain five older members (each with a potential ten more years of literature placement) to offset the loss of a single younger member (with a potential of fifty years of literature placement).