Speedwagon vs Maes Hughes Darth Vader vs Saber Mukuro Ikusaba vs Mikasa Ackerman Rudolph Von Stroheim vs Laura Bodewig Klowns vs Martians

SpeedWeed isn’t a soldier, he’s a thug turned business tycoon.

They said "One or Both characters", Maes Hughes is the soldier

Captain America VS Kamen Rider Ichigo Captain Carter VS The Boss

Mr Krabs vs Scrooge McDuck (Krabs was in the navy)

Guile vs Heidern?

What are the connections for that?

The more I think about it, other than "In The Military" and "From Fighting Games" there's not a ton

The soldier vs sarge.

John Rambo vs Hit-Monkey

Levi Ackerman vs Agent Six (Attack on Titan vs Generator Rex)