* "Flashback" a time travel episode in which Virgil goes back to meet his deceased mother on the night she died in a gang riot as a paramedic/EMT caught in the crossfire whilst trying to save lives. Virgil reveals his secret identity as Static to her and begs her to stay out of harms way so she doesn't die this time, painfully explaining his reasons - though he doesn't explicitly mention she is destined to die but mentioning she will be hurt. However, her desire to help people drives her back onto the streets even though it's implied she has figured out why Virgil gave her such a dire warning. His panic as he sees her with her ambulance crew amongst the fracas as he is stuck in the time bubble that returns him to the future is heartbreaking, made even worse when he runs home with the faint hope he succeeded only to discover she still died.
** Adding to that is the reveal of what ''did'' change: on the night she died, Virgil's mother told everyone how her son was a hero and she was proud of him.
* The ChristmasEpisode and ''everything'' involving Permafrost's backstory.
* In "Consequences", Virgil's showboating got his friend Daisy into a temporary coma during a fight with Puff and Onyx. He feels like it was partially his fault, which is sad to see a hero have this sort of problem potentially harming someone close to them.
* "Jimmy" involves a depressed kid who gets bullied a lot. It gets worse when he brings a gun to the Community Center and aims it at his bully. Richie and Freda try to talk him out of it, and the boy is crying. And as he's trying to put the gun down, the bully's goons tackle him, causing him to shoot Richie in the leg. This shocks the boy into curling up and sobbing. That scene always shocked this troper out.
** There are 2 other really hard to watch scenes tied to the above.
*** Virgil ranting about how upset he is about the events; he's mad at the bullies for jumpstarting the whole thing, he's mad at Jimmy for shooting Richie in the first place and he's mad at himself for not doing more to stop it.
*** The exchange when Virgil is signing Richie's cast. While it's somewhat PlayedForLaughs, Richie remarking about if the bullet had hit just a little lower and Virgil very firmly telling him not to go there is hard to hear.
* When Static and Hotstreak are chained together, they learn they're in a medical facility. Hotstreak totally flips out, eventually revealing that at one point, he spent ''two years'' in a hospital. This reveals a somewhat poignant side to his usual thuggish portrayal.
* Virgil finding out about Mr. Foley's racism. It's blatantly clear that Virgil is deeply hurt (and not entirely on his own behalf; he's shown later to just be thrown by how someone like Richie can have a dad like that) and that Richie is ''devastated'' when his best friend leaves. Then the exchange where Richie snaps at his father about how he got what he wanted and that his best friend's gone before snarling "I hate you!" and disappearing into the streets to ultimately getting captured and held hostage by Ebon.
* In the Season 1 finale "Tantrum", Virgil's family is planning a memorial service for his deceased mother, Jean. And as much as he misses her, Virgil doesn't want to take part in it because he still hasn't fully come to terms with her death, and thinking about it hurts too much. Later on in the episode, Richie is watching a tape of when Virgil was a baby with the intent of making fun of him. But when Jean appears on the tape calming him down, Richie finally understands why Virgil did not want to see it.
-->'''Richie:''' Now I see why you didn't want to look at this. She was so great, and now she's... gone.
-->'''Virgil:''' ...She really knew what made me tick...