There are several...and divergent...elements to take into account here. Some are temporal...some are generational...some are something else entirely. D&D...or any other element of culture, does not live in a vacuum.
I have a story similar to yours, @
Mercurius and many others here in EN World. But, we are not 8-14 any more. What created that automatic sense of wonder, that "this is what D&D is to me" feel, is not the same now as when I was 10, picking up the Basic set for the first time. Just as watching the Hobbit movies does not inspire the same feeling as reading the Hobbit/Lord of the Rings for the first time when I was 10-12ish.
I like them both...still...but in a sense of different ways that simply come from being at a different place in one's life. I do not know that 5e can really, truly, account for that feeling of 30 years ago or, for that matter, the feeling I get/have now. All they can do, with marketing research and a goal/aimed demographic, is appeal to whatever age they are shooting for. Which brings us to my next, larger point...
The other thing, that is completely a different account than when we [you and I and many others here] were first introduced to D&D and rpg's, is that...the generation coming up now (assuming they want a 10-14 age entry), indeed an entire generation BEFORE now, have grown up with computers...with the internet...with video games...and indeed, with anime as an aesthetic influence. With Pokegatchadigimon and Mighty Mor-choke*gag*-phin Power Rangers and Harry Potter.
I mean, my exposure to anime back in the day was entitled "Battle of the Planets." Something about "G-Force" and a team of 5 in bird outfits and various vehicles...and then Voltron, of course. There was no understanding, on the coast of Lake Erie in northern Ohio, that it was something called "anime." But there are two generations of "kids", some of whom are now adults, who thrive on "anime."
There are generations of people who grew up with, know, and aesthetically "love" video games and MMOs. That is what they think, like and expect from a "Fantasy RPG." I'm not saying it's "right" or "wrong." But it, undeniably, "is."
Where are WotC crosshairs focused? We don't, objectively, really know. They might have an aim to get the current [3e and later] rpg fandom interested in the "how it used to be feel." I think this is a great objective. But I can not say it will be "good" in general for the hobby or, automatically, make 5e a success. Furthermore, for those that WANT that, young and old, new and experienced gamers alike, there is now the heavily pollinated "OSR."
Or their aim might be focused on the "getting the 30's+, they lost, BACK" since they have the disposable income and in today's computer age have [in theory] MORE free time than ever before, and are willing to spend that kids and [most] teens don't have to spend on themselves.
My boyfriend is 14 years younger than I am...and other than the LotR movies, he didn't know from the books. The Conan movies? "That's what Arnold Shwarzenaeger was in, right?" Not any concept of Howard. Not any knowledge of something called "pulp fantasy." Ask some people, who like "fantasy stuff" (like LotR or Harry Potter movies or even *gag*choke* Twilight) about the movies "Excaliber" or "The Princess Bride" or David Eddings.
[EDIT] Ok, the Princess Bride,
maaaaybe, but ask them about "Time Bandits" or "Legend" or Monty Python's Holy Grail...[/EDIT]
My point? There is a distinct and unavoidable difference in the sensibilities and aesthetic preferences of those of a certain age, multiple generations now, from what D&D was originally and the glory and power and inspirational "wow" that was 30+ years ago. It's all at the touch of a "google" and a click now.
We have no choice but to acknowledge and accept it.
Why and how 5e be a success? That completely depends on where WotC sets their sites. What is it they are shooting for? Where do they think they will get the best return?
Maybe they'll "hit". Maybe they'll get a bullseye. Maybe they'll completely miss the mark. It is doubtful they will achieve the ultimate "fad" they had in the 80s because that sort of "wow" simply doesn't exist anymore. The "wow" is .5 seconds on Facebook and twitter before the next "wow" thing gets posted. That, for better or worse, is the culture in which they have to operate and [attempt to] make decisions.
I don't really have any answers. I am simply acknowledging the culture, in the broad sense, will have an impact for greater than any supposition or [unfortunately] "hopes" we here possess.
Happy 2014 all.
