Individual CCK Imagefield promote-to-front
Here is another option, that will work for sure.  May need to do a bit of reconfiguring with your current imagefields. 


Download latest version of CCK 3.x.   
Install multigroups module (currently this module is stable)


On the selected content type:


Add on/off checkbox featured field (set limit to 1) 
Add Image field (set limit to 1)
Encapsulate theses 2 fields in a multigroup (set limit to unlimited)
Create view that will filter on featured field