Miles grew up in the Kenwood neighborhood of Chicago, a three-minute walk from where Barack Obama’s family used to live. The Reynoldses have long been been key fundraisers, as well as close friends, to the Obamas.
“I’ve known 44 my whole life,” Miles Reynolds said casually. “When people see pictures of us together, they always ask how that relationship came to be. President Obama, he’s basically an uncle to me.”
Obama isn’t the only famous Chicagoan who’s appeared on Miles’ Instagram. He considers Chance the Rapper, who graduated high school with his older sister, as a big brother. Reynolds is trying to arrange for Chance to be at the game Friday night.
As a South Sider, Reynolds is a big-time Chicago White Sox fan. He was at Game 2 of the 2005 World Series and regularly attended Bears, Bulls and Blackhawks games.
Anything but the Cubs.
Miles said he loves living in Oklahoma, but he misses Chicago food: Harold’s Chicken Shack, Portillo’s, Home of the Hoagy and Chicago Cut Steakhouse to name a few.
Reynolds attended Whitney Young High School in Chicago where he shared the court with Jahlil Okafor, his best friend who would become the third overall pick in the 2015 draft.
They separated after high school as Okafor went to Duke and Reynolds went to Saint Louis University. For Reynolds, it was the beginning of a college hoops odyssey. He transferred from SLU due to a coaching change after his sophomore season. He then landed at Pacific, coached by longtime NBA player Damon Stoudamire.