$500: Upgrade to InDesign from my beloved-but-creakingly-ancient PageMaker 6, plus a full copy of Adobe Acrobat
More Deluxer Path
$1200: Spanking new license of Adobe Creative Suite Standard, including InDesign, Acrobat, Illustrator (which I have a long-running love/hate/but mostly hate relationship with), and the current version of Photoshop (I'm currently on 6, the 1999 version, which works perfectly well)
What it boils down to: is it worth $700 to me to have the shiny new Photoshop, plus Illustrator? I currently don't have any vector-based draw program, since CorelDRAW! died about the time that Windows 98 was on its way out. (I used to love CorelDRAW! ... and I have long suspected it may be my inability to get out of the CorelDRAW! way of thinking that's led to my love/hate/but mostly hate relationship with Illustrator. That plus the fact that Illustrator has always crashed any machine I tried to use it on, no matter how powerful.)
I'd be more ready to jump on the More Deluxer Path if the package also came with Flash, which it doesn't. There's only one package deal that has InDesign and Flash both -- which is the "Whole Adobe Library for the low, low price of one arm and one leg" collection. I got no use for that.
Not that I need Flash, really. But it would be fun to play with.
Must ponder. *ponders*