Well I was thinking of going the very last week of August (right before school starts). That way Aisling won't miss any school and we can go for a long trip (probably 9 days again). We won't have any cool parties to go to which will make me sad

The weather won't be that much different that the 2nd week of Sept when we normally go so I'm not that worried about that. I think the parks won't be as packed as the rest of the summer because most of the South is in school by then.
My biggest worry is that would mean a two week vacation from my job. I know that I'm going to keep taking off the first week of Sept because of Aisling's crazy school schedule the first week and because I have WAY more vacation than Randy does so it will always be me taking the week off.
It's REALLY difficult to take two weeks off here in a row. It's not an issue getting it approved. The issue is the prep work beforehand and the insanity when you return! I have to see all my clients at least once per month...you miss two weeks and that means two weeks to see everyone (which is impossible). Since it would be two different months technically...that would be somewhat easier. The bigger problem is supervised visits. When children are removed, part of my job is supervising their visits with their parents. Me not working for two weeks means that they don't see their kids for two weeks. You can imagine how thrilled people are to hear that!
The other issue is that I'm banking on Aisling's school starting the Wed before Labor Day which is always does... but throw in a couple of good snow days this year and they may change that. I think you can amend your days and keep your code as long as you book WHILE at Disney but I'm forgetting. It's been awhile since I booked a bouncback.
AND I have to make a decision about where to stay!!! WL is in the running LL. I just don't know if it has enough to hold Aisling's attention.