Giles Winslow Sr. is the (former) secondary antagonist turned hero in Disney's 2018 live-action movie Christopher Robin. He is the owner of Winslow Luggage and Giles Winslow Jr.'s father and (former) partner in crime.
Like his son, he was very evil and arrogant at the beginning, but much more reasonable. He was his son partner in crime and helpt him in his evil plans to overwork their employees and give them much less money then they promised. When Christopher Robin arrived to tell him and his son everything, he tried and understood what is Christopher trying to say, he redeemed himself and agreed that they will pay holidays to their workers. His son didn't redeem himself, he stayed on his plans and hated Christopher Robin and thought that Christopher is crazy and told that "he lost his marbles". Winslow Sr. shushed his son and was mad on him for disturbing his and Christopher's conversation. At the end, when Eeyore stared and Winslow Jr., he saw that and told that to his father, Winslow Sr. said that actually his son is the one who lost his marbles, not Christopher.