CHICAGO—Ruby Humphrey, now deceased, was a homeless woman on Chicago’s West Side who was a light for others despite her own hardships. She especially touched one young woman, Aisha Oliver. Humphrey had words of encouragement and kindness for Oliver amid her darkest time. Humphrey is one of the people in Oliver’s life who have inspired her to help others in her troubled community. Oliver reflected on Humphrey’s impact on her as she hosted a Christmas charity drive in Chicago’s Austin neighborhood on Dec. 19. The annual event is called Ruby’s Roses, in honor of Humphrey. “I always saw her as a rose that grew from the concrete,” Oliver said of Humphrey. “No matter what, a rose is a rose. Even if it withers, even if it’s not in the best condition, a rose is still a rose.” Oliver’s own legacy-in-the-making was evident at the event. Many of the volunteers were …