Not sure on gear scaling (only lvl 15 myself) but it does look it's supposed to from the level requirement ranges listed on them, however every new piece i've been offered from quests has always been better than what i have on. I'm playing Skullknight too, do yourself a favour and buy a scepter from the auction, shield+scepter are what we use on SK but you don't get any from quests and the chances of getting a drop are poor so have to rely on the auction. They start at lvl 14 on the AH.
I just wish heavy armour was more useful, kinda annoyed my SK tank is going to be running around in cloth it's whole life instead of badass looking plate lol.