Oh yeah, Grumpy, I forgot to ask: Are we using Flaws?
And as for who would win...Gamer Jack has an Init bonus of +6, while Crazy Jack only has a +5, so mot much of an edge there...And if taken by suprise I get my pool of 6 dice to respond in time, so good luck there...As far as our Defense goes, Crazy has 2 and Gamer has 3...They have the same Health...In the end, it would probably come down to who rolls best, in which case, Gamer would numerically have the edge, with his 6 dots of Willpower, while Crazy only has 2 dots.
So asides from the Willpower factor, a clash between the two would be quite interesting, since we're fairly evenly matched.
And Asmo, yours is a quick fix. Just add 1 dot to Presence, Manipulation, or Composure, and then add 1 dot to every Attribute.