Brain surgeon, handsome as hell, the leader of a motley crew of survivors, and possibly the chosen one on a magical island – that’s a lot to live up to. He seems to dabble in booze and let's face it, he's completely stuck on his ex. Jack's also constantly racked with guilt, not afraid to kill when its required of him, and definitely suffers from a need to fix every problem that comes his way. Dating him would be like being on an endless episode of “Survivor” with a dash “Intervention.” No thanks. That sounds like hell.