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There are couple of things to know, though. Even if he has stock hardware, the F-bodies have what's known as free-mods, and you wouldn't be able to tell at a glance. These free mods ALONE (cutting the plastic slot under the airfilter, descreened MAF, etc.) can be worth .2 and 1-2 MPH in the quarter. Also, common cheap mods for these cars would be airbox lid and a K&N filter, which can also add another .10 or two. If he has these things done, then it could be the difference.
That said, I'd race him and see. I also agree with crazyjoe in that, the faster you go, the more likely he will catch up or pull away. Most late 4th-gen automatic Z28s had 2.73 gears, and you should be able to holeshot a weak driver in one with your SS. The things is, once you start hitting highway speeds, he's gonna begin to pull hard just as the LS4 is starting to running out of breath.
You also may want to look under his hood before you race. If it looks like this, he's got the stock intake hardware, though he may have free mods lurking:

Note the stock air intake with the baffles on each side.
Now, if he has a lid and (and most likely) a filter, it will look like this:

Notice the less restrictive top and missing air baffles? This could be the difference between you winning and losing and will give you a better idea about the state of his car.
So, go out and give it your best and be sure to get it on tape!
Based on that, he may have some trouble beating this guy. The 2.73 automatic cars were pretty much point and shoot, but it's always possible he could hold a lead into the 65-70 MPH range.
Based on that, he may have some trouble beating this guy. The 2.73 automatic cars were pretty much point and shoot, but it's always possible he could hold a lead into the 65-70 MPH range.
3rd gear is right where the LS1 shines, especially with the LS6 intake on the 01-02. The race can be made interesting on the launch, but the LS1 makes it money right at 70-100.



