Jennings was born and raised in Maryland. She attended Mount de Sales Academy located in Catonsville, Maryland.
After graduating from high school, Jennings moved to Florida to attend the University of Florida located in Gainesville, Florida. During her time, she worked as a sports reporter and sports anchor at WUFT, a student-run on-campus news station and as a sports coordinator for ESPN 98.1 FM 850 AM WRUF. She was also Vice President of Membership and President of her sorority. Jennings graduated cum laude in May of 2018 with her Bachelor of Science in Telecommunications with an outside concentration in sports management.
Currently, Jennings is working towards her master’s degree in sports management online at Texas A&M University. After graduation, Jennings aspires to work for a professional sports team as a team reporter. Her ultimate career goal is to be a sideline reporter for a major sports network.
Jennings started her journey to the Miss USA stage in 2013 when she entered the 2014 Miss Maryland USA and Miss Maryland Teen USA pageant. There, she placed as second runner-up to Miss Maryland Teen USA 2014, Mariela Pepin.
Encouraged by her strong performance, Jennings registered for the 2015 Miss Maryland USA and Miss Maryland Teen USA pageant. She once again was named to the Top 5 and placed as first runner-up to Miss Maryland Teen USA 2015, Taylor Dawson.
After relocating to Florida for college, Jennings won a local pageant and the opportunity to compete at the 2016 Miss Florida USA and Miss Florida Teen USA pageant. Her first time competing as a Miss, Jennings was named third runner-up to Miss Florida USA 2016, Brie Gabrielle.
Jennings returned to the Miss Florida USA stage the next year after winning another local title. She competed at the 2017 Miss Florida USA and Miss Florida Teen USA pageant. She once again was named to the Top 5 and placed as second runner-up to Miss Florida USA 2017, Linette De Los Santos.
Jennings returned for a third time to the Miss Florida USA stage when she competed at the 2018 Miss Florida USA and Miss Florida Teen USA pageant. She was once more named to the Top 5 and placed as first runner-up to Miss Florida USA 2018, Genesis Davila.
Jennings returned for her forth try at the Miss Florida USA title when she entered the 2019 Miss Florida USA and Miss Florida Teen USA pageant. After three consecutive Top 5 finishes, the crown was hers. Jennings was crowned Miss Florida USA 2019 on January 19, 2019 at the Coral Springs Center for the Arts located in Coral Springs, Florida.
Jennings will go on to compete for the title of Miss USA 2019.
She is a sister of the Zeta Tau Alpha sorority. She interned with the Tampa Bay Buccaneers. She threw the first pitch at a Tampa Tarpons baseball game. In her free time, she enjoys relaxing on the beach, working out and volunteering.