Personally I think Karen was the funniest on the show. Jack was just irritating sometimes and his funny moments were few and far between, he always seemed to be trying way too hard.
The only time he really shined was his interactions with Karen. I loved when she joked about her alcoholism, her narcissism, and the time she was patronizing those lesbians in the Neil Patrick Harris episode.
Anyhow, here's a funny clip when that Sandra Lesbo chick was on there and they sang "Midnight Train to Georgia."
YouTube - Will and Grace - Midnight Train
The only time he really shined was his interactions with Karen. I loved when she joked about her alcoholism, her narcissism, and the time she was patronizing those lesbians in the Neil Patrick Harris episode.
Anyhow, here's a funny clip when that Sandra Lesbo chick was on there and they sang "Midnight Train to Georgia."
YouTube - Will and Grace - Midnight Train