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Dont think the weight is too far off. If youv got sticky tires, go from a dig and end it under 100 and you might have a shot. Go from a roll or into the triple digits and I think it will get ugly.
I agree that he has you as you sit now. W/ a TT350Z there are too many variables that are unknown. I think a stock car w/ TTs would take you. If he has other mods(which he prob. does), I think it will get ugly fast. Wait for the juice and you stand a much better chance. Good luck.
Your history as you are right now. Depending on what other mods he has done, I think your done, even if you get the giggle gas, although much closer. If it's an 07 and up, it gets even worse for you as they are geared better and rev higher. Race and see.