to SWW or to Disney in general?
It's hard for me to say cause I've lived in Orlando for 17 years and had an AP for about 15 of those years. I love planning and even with just a quick day trip I would know which attractions I wanted to do and where to eat.
I do remember m first SWW. 2004. My daughter was 4 so we didn't really spend a lot of time in the parks, she was far less patient than her brother was and couldn't stand any waiting. I went without really knowing a lot about it and had a good time. 2007 was my first autograph session and got Bonnie Piesse (Aunt Beru) way back when you had to line up at the turnstiles and then they would open the park and it was a free for all to get your fp at the Indiana Jones theater, that process was longer than what JTA is now, about an hour depending on where in line you were. That was the last year Kenny Baker came and I am still kicking myself for not going for his autograph.
I've read a lot of reports of the event not feeling the same, that it's more popular and the addition of the packages doesn't help. People tend to forget that 9/11 did a lot of damage to the tourism industry and it's really been in the past 3 years that it has bounced back. Yes the event is more popular and you need to plan more to get most of what you want done. But, you could come and partake in activities with little planning, you just have to wait longer. For the shows at The Theater of the Stars you really only have to line up about 45 minutes before the show and still be able to get a seat (maybe not the case this coming weekend with Frank Oz)
As for me personally, I need to plan, I like to have a schedule so maybe me winging it wouldn't be enjoyable but for people that don't feel the same I think it would still be fun, to walk around, look at characters, maybe catch a couple of shows, watch the fireworks...It all depends on the person.