At 25 years old, Jordan Cheshire is the eldest child of the Bryan-Cheshire bunch and she just got engaged! The big sis continues to show up for her brother and sister and considers Auntie Lina her "right hand and go to girl." In an August 2015 interview, the "Play it Again" singer said being able to help raise his nieces and nephew has been a "project far more important than anything he can accomplish in music."