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Jimmy III as an end boss would be one long game of Cat and Mouse, with him being one slippery mouse.
Any party within a good level range of him could melt this poor halfling rogue in a round or two... if they could catch him.
Very high stealth and sniping skills allow him to remain hidden while doing some initial damage to the best, available targets. Environmental hazards, additional monsters, traps, etc would hinder the party as they attempted to locate his hiding spot.
When cornered he has access to acrobatics, smoke bombs, invisibility, gaseous form, and spider climb to escape (or if pressed rude melee powers)
If Jimmy III escapes, he heals up and comes around for another engage either later in the same area, or in a new area, harassing the party until they finally corner and finish him off for the final, climactic fight.