On Friday, Sep 8, 2023, the Headland Varsity Boys Football team lost their game against Eufaula High School by a score of 14-56.
On Friday, Sep 1, 2023, the Headland Varsity Boys Football team won their game against Abbeville High School by a score of 38-8.
On Friday, Aug 25, 2023, the Headland Varsity Boys Football team won their game against Geneva High School by a score of 45-6.