James and Kailey met at West Point while both on the Army Crew Team. After a few long talks on bus rides to and from races, Kailey and James began dating. Over the next two years, Kailey and James went on countless walks, had many movie nights, and went on new adventures. On May 9th, 2021, James proposed to Kailey, where Kailey said YES! James then graduated from West Point later that month and moved to Fort Rucker, AL to become a helicopter pilot. Kailey will graduate from West Point in May 2022 and become a Field Artillery Officer. They will be stationed in Fort Carson, Colorado in early 2023.