I never hated Wesley, just thought the writers loved writing for him too much.
In retrospect, it looks like they almost had a long-term arc planned from the start, though what seems more likely is that they figured that out somewhere in s3.
Wil Wheaton, as you might remember, was once a member of Team PokerStars. Before BF, I was *KURN* on 'Stars, and at the PCA in '07 (I was down there by virtue of being in the final 27 of the Moneymaker Millionaire) I was planning to (probably) make a fool out of myself, by reprising one of my favorite Kurn lines ("How long has this bird been dead?" from "Sins of the Father") If I saw him near the carving station at the welcome reception.
Fortunately for me, he was not at the event, likely saving me from a lifetime of embarrassment.