[1] Holloway played four years of college basketball for the University of Mississippi, where he averaged 14.5 points, 9.7 rebounds and 1.6 steals per game as a senior.
[5] On June 17, 2016, Holloway returned to Israel for a second stint, signing a one-year deal with Hapoel Gilboa Galil.
On July 22, 2017, Holloway signed with the Philippine team GlobalPort Batang Pierfor the rest of the 2016–17 PBA season, joining as a replacement for Jabril Trawick.
[7] On July 30, 2017, Holloway recorded a career-high 36 points, shooting 17-of-30 from the field, along with 18 rebounds in a 108–124 loss to the Barangay Ginebra Kings.
[8] On September 27, 2017, Holloway returned to Israel for a third stint, signing with Maccabi Rishon LeZion for the 2017–18 season.
[9] On February 18, 2018, Holloway recorded a season-high 28 points, shooting 12-of-14 from the field, along with 13 rebounds, 5 steals and 3 assists in a 97–102 loss to the Hapoel Holon.