Ok, the 101 and 201 etc thing I will fix when I have the time.
The ordered lists are at 100 as explained in the giant forum post I made for this, due to both backend and front end limitations. I may increase the number later with enough demand, but even if I did the top limit is going to be somewhere in the 200-300 item range.
I'll try to figure out why the top pagination item is disappearing, and why the truncating isnt working. You shouldn't be converting from unordered -> ordered often though. That button is a panic button intended to let the mods help users who really need it.
The messed up editor is something that happens all over the site, its a bug that we've had around for a while but unfortunately haven't had time to fix.
The scrambling of items is the result of us not keeping track of the date the items were added before. The 'order' to unordered lists is the order you added the items in, but old lists don't have that information.
As for being able to add more than 100 items through the add to list button. I was going to leave that in as a backdoor to appease power users, but if the complaint is that it's inconsistent I'll lock it down.
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