star-wars-tiny-death-star
Sounds like, based on this question it was a matter on contention in Tiny Tower.
If it works the same in Tiny Death Star it would seem the floors total skill acts as a percentage discount on all stocking times while a dream job could be thought of as a "50% discount" on one item being stocked.
So, 1 skill point is worth 1% and a dream job is worth ~%17 which suggests that a dream job is more important than any skill considerations.
You are just really unlucky so far. Here is a photo of Watto's Wares with three skill 9 bitizen with a dream job star. In addition I have two other bitizens that want Watto's Wares as their dream job, but it is already full.I was playing this on an iPad Mini, so your problem may be a device related bug.
The only benefit I've noticed in my game play is that a bitizen with a dream job stocks double the normal amount of the product they are responsible for. Otherwise, they are the same as a bitizen of their skill level for all other considerations.
I replaced a level 8 dreamer with a simple level 9 and then compared the time it took to complete an order. The time was shorter with the level 9 than the level 8 dreamer. (This is with the recent (Nov 26, 2013) build on Windows 8 OS.)
Best Answer
I would say that the bitizen with the dream job is more valuable than a highly skilled bitizen.
For example, a highly skilled bitizen would complete the job of ordering 100 items in, lets say, 10 minutes instead of 15, which isn't a bad deal.
BUT if another bitizen (even if they have low skills) dreamed of working in that level they would order double the amount of items in 15 minutes, creating 200. This equals more credits and more time between the next order. Plus, whenever you reward a bitizen with their dream job you get handed an imperial bux that you can save towards a better elevator (I've already bought the 75 bux one).
In short
You may also be lucky enough to come across a level 9 bitizen with a dream job.
Happy gaming! :)