I wouldn't worry about it. There will be plenty of them.
Depends on what car you're looking for.
There will be beyond a plentiful amount of R/Ts available. However, SRT8s (especially Hemi Orange) are going to be in relative short order. I believe the initial speculation was only 5000 of them (though I'm sure that will increase). If you want an SRT8 I would not wait to order it.
As for SKiDs33t, I do not believe VINs are assigned until at the very least C, usually D status. From what I've read that's not going to happen until early/mid June. So look for a VIN around then. A good way to see if people are getting VINs is to check the Challenger Registry site in my signature. People should start filling in their VIN as they get it, so you can see when the "Wave of VINs" starts.