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- "Here you go, ma'am. Would your friend like anything?"
- —Oscar offering food to Maggie Greene and Andrea[src]
Nothing is known about Oscar's life before or as the outbreak began.
Much is unknown about Oscar's life after the outbreak, he is seen as a well known member of the Hilltop community and a pleasant man, offering food to Maggie and Andrea as they sit at the steps of the Hilltop mansion. As The Saviors infiltrate the Hilltop's wall, he hides in the Hilltop mansion.
Oscar is first seen watching Maggie braking in a horse, and is asked by Maggie to take her back to the stables. Later, when Paul Monroe rides into the Hilltop Colony with an injured Darius, yelling for Carson, Oscar comes running, along with Earl Sutton, and helps Darius off the horse and takes him to Doctor Carson. When Carl appears with an injured Sophia who was beaten by the bullies, he helps Maggie carry her to the medical facility.
Oscar later informs Maggie that The Whisperers have found their way to the Hilltop and are outside the gates.
Oscar is among those helping in the search to find Carl and assists Maggie at her desk. He would later assist Paul Monroe in taking down Gregory's body from a tree after watching him being hanged for his attempt on Maggie's life. At the fair, he is lured away from the crowd and decapitated by Alpha where she uses his head to mark boundaries between The Whisperers and the other communities.
This list shows the victims Oscar has killed:
- Possibly numerous counts of zombies
Alpha disguises herself as one of Rick's people and infiltrates the fair grounds. Gradually, she begins luring people off the fairgrounds and decapitating them, then placing their heads on wooden pikes to mark the border between the land belonging to the Whisperers and Rick's communities, with Oscar being among them. His zombified head is later put down by Carl and buried.