The Amazing Spider-Man # 37 (1963)
Norman Osborn’ first proper appearance in the Spider-Man comics. He’s already apparead a few times, but this issue is the first one really focusing on him.
On these two panels, Lee and Ditko are already establishing two mains of Osborn’s character’s traits :
1-He’s a sleazy, corrupted businessman.
2-He’s also a shitty dad.