2020 MARVEL MVASTERPIECES PUNISHER M-16 #06/25
Art from Dave Polumbo
Real Name: Frank Castle
Major Appearance: The Amazing Spider-Man #129 1974
Frank Castle first encountered Spider-Man, not as a friend but a hired assassin. The Jackal had convinced Castle that the web-slinger was a murderer, and tasked him with taking him out. After clashing at a abandoned store, Spider-Man helped Castle see the error of his ways, and the two joined forces.