2010 - we had both Kuhnhackl and Koko (2009 and 2010 drafts, resp) and they each put up a point-per-game pace.
2008 - we had Loktionov and Panik in the same draft. Lok played in 2009 and Panik in 2010. Both were legit, though not here long.
Two in same draft that played in same season - non-existent - for us.
2018 - London picked Kolyanochuk (sp?) and Guskov. While they traded Koly to Flint, both players were involved in the OHL for at least a season.
2017 - Kitchener got Lisk and Hugg; both played one season (at least).
2016 - Kingston drafted both Eemili Rasanen and Linus Nyman and both played two seasons. Best example I know of so far (they were good).
I've gone back to 2014 and those are the definite ones; might be more throughout the CHL. Not many I'd imagine.
For Windsor i guess very few.
It's few overall. I've found three TOTAL from the OHL over the last six drafts... and even one of those didn't stay on his team (2018 London). If you want to poke at Windsor, do your thing, but this isn't a Windsor issue... it's the way the Import Draft works. Add in this Covid19 stuff and I'd be happy if we got one player to report and he was productive.