James Caldwell had been part of the Northern Hills Conference prior to the 2010 realignment. With 595 students in grades 10-12, the school was classified by the NJSIAA for the 2019–20 school year as Group II for most athletic competition purposes, which included schools with an enrollment of 486 to 758 students in that grade range.
Before the 2010 realignment, James Caldwell was part of the Northern Hills Conference. For the 2019–20 academic year, the NJSIAA assigned the school to Group II for most athletic competitions due to its student enrollment of 595 in grades 10-12, which is within the specified range.