Stroker advantage

First of all, why would you build a 360 and a 408 with the same components? I wouldn’t. That’s the wrong way to do it.
You would on two accounts, 1, a direct comparison between cubes, all else being the same. 2, lack of money, just swap over the previous engines parts into the stroker and go.

The only real advantages are lower RPM and needing less gear.

In a drag race (or any race for that matter) if you have a 500 HP 360 and a 500 HP 408 and the 360 does makes the power at say, 6500 and the 408 makes it say 5800, the 360 will produce quicker ET’s or lap times by virtue of RPM and gearing.
Now it’s down to games with the ; tire size, gear ratio, along with the engines ability to rpm, which is spring control on the cam profile.

As someone who grew up following Modified Eliminator (rot in hell NHRA for killing the best Sportsman class ever) it’s always RPM over stoke length for me. RPM is HORSEPOWER, and HORESPOWER wins races, not torque.
The extra torque is get up and go off the line. The drag racing mention is to wide and carried to but shell it. While I also agree with what you say, it is more the area under the entire rpm range that makes the stroker a winner for most. And in most cases, the stroker will lets just say make an extra 50lbs. of torque. That’s hard to over come when you lack the torque in a 360 vs 408.