0. Luffy vs Imu. Luffy always fights main guy of the group
Other SHs will fight gorosei:
1. Zoro vs Ethan V. Nasujuro - swordguy vs swordguy. The only thing I don't understand is how his finance specialty can be related to Zoro? He is his obvious opponent, but there is no connection between money and Zoro. Zorobros clarify if you know.
2. Sanji vs Ju Peter - this gorosei is the youngest and most handsome of them, blonde, and his specialty is agriculture, which is related to food production. Food is main focus of Sanji dream and personality.
3. Jinbe vs Topman - similar body shape to Jinbe, his specialty is law, which is connected with the oppression of fishmen. Plus he is the only Gorosei who commented on Jinbe's departure from the Shichibukai, calling it a bad omen for interracial harmony
4. Franky vs Jaygarcia Saturn - similar body shape to Franky (big guy with wide shoulders), his specialty is scientific defence - no comments here, it's obvious.
5. Brook vs Marcus Mars - similar body shape to Brook (thin guy with long legs), oldest among other Gorosei (as well as the Brook among the SHs), his specialty is environment, which is related to Brook and Laboon backstory.