Kerry O'Brien

On Thursday, Oct 30, 2025, the Kent Island Varsity Boys Football team lost their Queen Anne's County High School game against Queen Anne's County High School by a score of 18-33.

Kent Island18

Queen Anne's County33

Final

On Thursday, Oct 16, 2025, the Kent Island Varsity Boys Football team won their Kent Island HS Stadium game against Wicomico High School by a score of 24-23.

Kent Island24

Wicomico23

Final

On Friday, Oct 10, 2025, the Kent Island Varsity Boys Football team won their Kent Island HS Stadium game against Parkside High School by a score of 36-33.

Kent Island36

Parkside33

Final

On Friday, Sep 26, 2025, the Kent Island Varsity Boys Football team won their Kent Island HS Stadium game against Bennett High School by a score of 20-6.

Kent Island20

Bennett6

Final

On Friday, Sep 12, 2025, the Kent Island Varsity Boys Football team lost their Kent Island HS Stadium game against Middletown High School by a score of 10-27.

Kent Island10

Middletown27

Final

Kerry's stats have been entered for the win vs. North Caroline on Friday, Oct. 25, 2024.

Kerry's stats have been entered for the win vs. Colonel Richardson on Friday, Sep. 20, 2024.

Kerry's stats have been entered for the loss vs. Wicomico on Saturday, Oct. 5, 2024.

Kerry's stats have been entered for the win vs. Parkside on Friday, Sep. 6, 2024.

Kerry's stats have been entered for the win vs. Bennett on Friday, Nov. 8, 2024.

Kerry's stats have been entered for the loss vs. Easton on Friday, Sep. 27, 2024.

Kerry's stats have been entered for the win vs. City College on Friday, Sep. 13, 2024.

Kerry's stats have been entered for the win vs. Bennett on Friday, Oct. 18, 2024.

Kerry's stats have been entered for the loss vs. Easton on Friday, Nov. 15, 2024.

On Friday, Nov 15, 2024, the Kent Island Varsity Boys Football team lost their game against Easton High School by a score of 21-28.

Tournament Game

2024 Maryland High School Football Playoff Brackets: MPSSAA 2A

Kent Island21

Easton28

Final

On Friday, Nov 8, 2024, the Kent Island Varsity Boys Football team won their game against Bennett High School by a score of 41-0.

Tournament Game

2024 Maryland High School Football Playoff Brackets: MPSSAA 2A

Kent Island41

Bennett0

Final

On Friday, Oct 25, 2024, the Kent Island Varsity Boys Football team won their Kent Island HS Stadium game against North Caroline High School by a score of 16-14.

Kent Island16

North Caroline14

Final

On Friday, Oct 18, 2024, the Kent Island Varsity Boys Football team won their James M Bennett SR High School Shipyard game against Bennett High School by a score of 42-7.

Kent Island42

Bennett7

Final

On Saturday, Oct 5, 2024, the Kent Island Varsity Boys Football team lost their Kent Island HS Stadium game against Wicomico High School by a score of 13-21.

Kent Island13

Wicomico21

Final

On Friday, Sep 27, 2024, the Kent Island Varsity Boys Football team lost their Easton High School game against Easton High School by a score of 24-43.

Kent Island24

Easton43

Final

On Friday, Sep 20, 2024, the Kent Island Varsity Boys Football team won their Colonel Richardson High School game against Colonel Richardson High School by a score of 38-33.

Kent Island38

Colonel Richardson33

Final

On Friday, Sep 13, 2024, the Kent Island Varsity Boys Football team won their City College game against City College High School by a score of 31-0.

Kent Island31

City College0

Final