It's an interesting question. Perhaps Hugh has not been assimilated for such a long time yet or you could say that being de-assimilated is like being born (again) and what is being born if not being individualized. Hugh did after all, unlike 7/9, not seem to remember a past life but started again from scratch.How do the Borg struggle with individuality and its consequences when they've spent centuries assimilating individuals? This episode misunderstands what made the Borg so interesting. It's mostly pretty boring but has some good performances from Stewart, Goldberg, and Del Arco.
In my opinion "I, Borg" is the climax of the Borg arch (everything that came afterwards is either crap, body horror or a bad variation of something that has already been told) and by far the best episode. Sure, it is basically just liberal propaganda, the rights of the individual and so on and while what fascinates me about Trek is how it sketches a society in which individual freedom and collective harmony are in synch I nonetheless think that "I, Borg" is TNG at its best. TNG at its best, i.e. Measure of a Man, Drumhead and so on is after all nothing but a giant liberal (lest somebody misunderstands me, not liberal as in 'voting Democrat' but liberal as in 'liberal Western societies') pamphlet.