JaCoby excelled in football and basketball. During the start of his 9th grade year at Wylie High School in Wylie, Texas, the decision was made for him to focus solely on basketball. Armstrong was a key component of the school’s basketball team earning year over year basketball recognition, having the honor of playing alongside his older brother, Jordan. During the 2010-2011 school year, he was 1^st Team All District in addition to being the leader of the state of 4A in Rebounds with 11.3 rebounds per game.   

Armstrong’s basketball prowess earned him a full athletic scholarship to The University of New Hampshire in 2013. During his time there he was instrumental in helping the team become the all-time winningest basketball team in UNH basketball history.  After completing his undergraduate degree and post graduate studies, JaCoby made the decision to further his basketball career by playing professionally overseas.

Outside of his career in basketball, JaCoby has just accomplished one of his goals – becoming a published author. In addition, he has partnered with his siblings to form J-Flyy, Inc. an innovative apparel company focused on increasing empowerment through fashion and charity.  Empowering others is very important to JaCoby. He continues to mentor others while building a forum to allow them the opportunity to speak about life issues, including mental illness.