After years as a news reporter, sports reporter and editor in Morris, the Daily Herald in Arlington Heights and then the Arizona Republic, he landed his dream job at MLB.com.
That's how, in 2007, Hill ended up back at Wrigley Field for Game 3 of the Cubs' series with the Arizona Diamondbacks.
"I said to myself that, if the Cubs ever make World Series, I will do whatever it takes to get tickets for coach (Keith) Houchin," Hill said.
Three years later, Houchin died. But last fall, the day before the Cubs were set to host Game 3 of the World Series, Hill gave Keith Houchin Jr., one of Houchin's sons, a call.
"What are you doing tomorrow?" Hill remembered asking. "I have two tickets for you."
The phone went dead. Houchin didn't believe what he was hearing. But the next day, in the first World Series game at Wrigley Field since 1945, Kirk and Keith Houchin Jr. were in attendance.
"It's not the same as paying back his dad, but it felt good," Hill said. "He appreciated it so much. He was like a little kid, he and his brother."