Just my $0.02, for what its worth, probably not much
I struggled with this at PCA as you have such a big range of cars and skill level. Everyone from professional drivers in works prototypes, to Heart Surgeons who basically only drive to work during the week but can go plonk down $250k on a loaded 2023 C4, to guys who raced back in the day and are keeping their 916’s running on a shoestring.
We found that all the data to decide who runs what car in what class is already in Mylaps/SpeedHive.
It could work just as well for motorcycle racing in Ontario as you have VRRA, SuperSeries and SOAR already in there (I’m not sure what CSBK uses - I assume the same as that is currently the only timing loop in the tracks, unless they bring their own) so its would be very easy compare results/riders/bikes/classes/tracks across all 3 series and then decide who goes where. The work is all up front, grabbing all that data and then organizing it in a meaningful way, but once that’s done its just a matter of keeping it up to date. The only tricky part is factoring in the conditions so you would have to make some assumptions if the average lap times for everyone in a class were slower.
I think there is more than 10 years worth of data in there as well.
Obviously its not perfect coverage as SOAR is only Grand Bend so you would key off the rider, not the series.
That way if (hypothetically) the lap time for the fastest riders at a track is 60 seconds, Timothy may decide to include everyone above 1:10 in the fast group and 1:11 and below in the slow group. Its just a matter of looking at the last couple of times they raced at that track, on that bike, in a particular class regardless of the series.
That could possibly be automated as well so you just sign up for Vintage Open and it automatically assigns you to the correct race.
I understand the point Chris makes as well. If he wants to ride his Ducati in fast, do you then want to turn away a race entry and not let him ride his EX in slow?
This “bracket” racing does work well at other organizations, and I do now have some real data that shows that the amount of racing incidents is reduced.
This is just some comments based on some other work I did over the past few years, take it for what its worth