It is pretty wild that no Cornell heavy has ever AA'd.
Your multi-time qualifiers are:
Jeramy Sweany 2016 (0-2), 2018 (2-2), 2019 (0-2)
Zach Hammond 2007 (0-2), 2009 (1-2)
Lewis Fernandes 2022 (3-2), 2024 (1-2)
So, it has to be Fernandes with 4 total victories and a blood round finish.