If I were going to twink a rogue on blue, I wouldn't spend a ton of plat. A Serpent's Tooth for Primary, Crystalline Short Sword for Secondary, and a Jade Mace to swap in to keep skills up. That'd come to less than 2k, spend another 2k on FBSS for haste and use the rest of the plat for str/hp items. That'll be plenty to get to 50 and by then he can easily get the epic and loot upgrades as he levels.
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