i dont know what the ss will put down but they run low 13's stock. with his mods he might be pushing 13 flat
the mach is NOT is making 295rwhp with a mid pipe, cai and catback.
that being said and with the machs mods he can most likley pull a 13.3
i think at this point you will be bring up the rear as well. you need the l/t.
with the long tubes you will be able to take out the mach. add the plenum/tb and some weight reduction and you might have a shot at the lightly modded ss.
*when i was at 275 rwhp with my cams, i raced a ls1 z-28 that had cams and headers. of course he had the smaller mods too. from a slow roll he pulled me by 5 cars quickly!