How do you solve this issue? I think the best way is to create the highest level of content that gives you more XP, but it's also in the process of being instanced, which means you're not going to be crashing to the point of death. Sort of like Dungeoneering, I guess. The content at the top would provide you with food/pots or cash enough to purchase food/pots. They only need to ensure it isn't easily contaminated.
Interesting question about gloves and chaos. I don't know what the varying times of balance are between gloves and chaotics: certainly the quests and levels of combat required force you to have more skills (on a good team, you might possibly get to chaotics with purely a strong combat ability) and still require you to put in some time. It's quite possible that they've messed up the content in this section, though it's equally possible that 90+ weapons with even greater requirements could be close to being just right around the corner...though those would be a big deal on the HTML5 blog.