“Raymond’s Run” follows a young girl named Squeaky, who lives in Harlem and takes pride in being the fastest runner in her neighborhood. She’s fiercely protective of her older brother Raymond, who has a developmental disability. Squeaky is tough, outspoken, and takes her responsibilities seriously, especially when it comes to looking after Raymond and preparing for the annual May Day race.
As she prepares for the race, Squeaky sees Gretchen, a new girl and potential rival. On race day, Squeaky wins—or possibly ties—but what matters more to her is a shift in perspective: for the first time, she sees Raymond not just as someone to care for, but as someone with potential—he’s been running alongside her and might be a good runner too.
In the end, Squeaky realizes there’s more to life than just winning. She considers stepping back from racing to coach Raymond, showing personal growth, empathy, and a new understanding of success.