Glenn meets his demise in the comics during a particularly intense and chaotic event. The circumstances surrounding it are quite harrowing and have a significant impact on the story's direction.
Negan's death in the comics occurs at a specific point, but I can't recall exactly when off the top of my head. You might need to do a detailed search or refer to dedicated comic forums for the precise moment.
Iron Man meets his end in a particular comic arc where the circumstances are both intense and unexpected. It's a turning point that shakes up the entire comic landscape.
Jiraiya might comfort Naruto by sharing his own experiences. He could tell Naruto about the times he faced difficulties and how he overcame them. For example, he might talk about his training with the toads and how he grew stronger through perseverance.