Just 17-years old, he's already spent time in Madison (Wisc.), Ann Arbor (Mich.), Muncie (Ind.), Bloomington (Ind.), Norman (Okla.), Houston (Tex.) and now he resides in Detroit (Mich.).
The latest move was from Bloomington to Detroit, due to his father leaving Indiana and becoming the head basketball coach at the University of Detroit.
"I've moved seven times, so it's starting to get easier and easier each time," McCallum said.
"People think it's hard because I'm coming from a little town in Bloomington (Ind.) to a big a city like Detroit (Mich.), but I lived in Houston for four years and I've been back and forth to college towns and big cities."
Shortly after the move during the summer, McCallum, a 6-foot-1, 175-pound lead guard, wound up at Michigan high school powerhouse Detroit (Mich.) Country Day, and he's already fitting right in.
"We've had some open gyms and I've gotten to know the guys and have got to see what they are like," McCallum said. "DaShonte Riley, Jordan Dumars, Donnavan Kirk and all of their big names. They have four guys over 6-7. At my old school I didn't have any bigs, now I'm playing with high major bigs."
"It makes it so much easier," he said. "No one we play has a 6-11, 6-8 or 6-7 big guy that you can throw the ball too and you know they are going to score. It makes the game much easier. I just try to push it and get it up the floor and throw a lob for them to dunk."
Already a well known prospect in recruiting circles, college coaches have spent time trying to lure McCallum to their campus for visits and a number of them have been in to see him at Country Day.
"I took an unofficial visit to Michigan and I went to Oklahoma this summer," McCallum said. "I went down tot Kansas for midnight madness and I was supposed to go down to Louisville and Memphis, but I couldn't make those two."
He took a visit to Kansas a few weeks ago for their midnight madness festivities and was one of nearly a dozen talented recruits in the building to see them unveil their National Championship banner.
"It was crazy," McCallum said. "Coming from Indiana where they would have 17,000 fans and I thought it was the same thing it held about 16,000 fans, except instead of red it was blue, white and red. They were real cool and they got their National Championship banner and it was ESPNU."
Prior to the Kansas visit, McCallum made a return trip to Norman to attend their elite camp, visit campus and see old friends.
"I went down there for elite camp because I used to live there," McCallum said. "It was cool to go back. Now their number 16 in the country and have Blake Griffin and Willie Warren. It was cool to play with those guys."
McCallum, who is ranked No. 6 at the point guard position by Scout.com, wants to watch how other situations play out before he makes his college decision.
"I kind of want to wait until this high school season is over, so I can see where all of these guys from the class of 09 go," McCallum said. "Wherever I go, I want to play a lot as a freshman. I don't want to ride the bench the whole time."
A four-star prospect, McCallum is ranked No. 30 overall by Scout.com.