I love discussions on Day 2 cars. Not really sure where you could set limits or more specifically, how do you set a identify when a threshold is crossed?
My Dad's 67 Nova was a "Day 2 car from Day 1". It was bought in June 67 and before 1968, it had bigger gears and a roller cam installed. Unfortunately, they did not install a cam button and it ended up pushing out the timing cover! So a deal was worked out with a group in-the-know to update it with a 68 Z28 motor.
Anyways, my point is that if you are trying to recreate what it was like on the streets back-in-the-day you best bet is to define when. Let's say the rules are set to be like it was in the summer of 1971 (though summer of '69 would be my preference).
An older car, would have more time for an evolved mod, such as a 55 Chevy with a W motor- like Bob Falfa, and there were plenty of Tri-Five on the street in the late 1960's.
To define the Day 2 mods to only be rubber, gears, traction bars, inakes cams and headers would probably be unrealistic to the spirit of the day.
I'm more than a little partial, but by 1971 my Dad had his 67 Nova sorted out the best combination for the street with an LT1 motor, fender well headers, 4.88 gears and disarming white wall tires. I've heard stories of it taking down a blown Corvette for a big street upset. My favorite was when a rival for me in the early 1990's was talking up his 5.0 Mustang against my 65 Chevelle and his buddy let it slip that the father of the kid with the 5.0 had a 69 Boss Mustang and warned him not to race my father's Nova for money! Well he might as well told the kid to do it.
Thanks for allowing me to swing off topic a bit, but motor swaps, or stroker cranks and machine were we happening on Day 2.