Keep in mind this is purely for fun...
One of the most difficult things to do well is correctly prioritizing your responsibilities. I find that with more than a handful of items - using high, medium, and low is just not sufficient. I have also used a numerical scheme ( 1..10 ) but then you run into should this be a 6 or a 7?
What usually is pretty easy is to say that one item is more important than another or that foo depends on bar so bar must come first. Provided enough conditions, the list can only meet all of them in one order. I have seen many puzzles that employ this technique. The problem is what happens if there are contradictory conditions or not enough information that several items are ambigous WRT priority?
My challenge is to develop some code that will order the list given the constriction conditions and identify ambigous items and contradictions with the ability to add/modify/delete conditions until the list can only be in 1 order. I do not care about the interface, or if it has one, though it does scream GUI of some sort. Finally, the less complicated the conditions the better. If it is possible to just relate two items on the list with a higher/lower scheme that would be ideal.
Cheers - L~R